Best Leaders Research

By Rich Hagberg
•
July 11, 2025
Hey fellow founders, You started your venture with fire in your belly, a vision in your mind, and a relentless drive. But that same ambition can be your undoing. Burnout isn't a badge of honor; it's a silent enemy impacting countless founders. It creeps up, leaving you dreading the work you once loved, feeling numb, and wondering where the passion went. Research confirms: founder burnout isn't just personal; it's a systemic risk that can derail your business, impair judgment, and lead to failure. Let's explore why this happens and, more importantly, what you can actually do about it. The Crucible: Why Founders Are So Prone to Burnout You’re not imagining it – the entrepreneurial journey is a unique pressure cooker. 1. The "Always-On" Culture is a Trap: The "Always-On" culture glorifies constant hustle, leading to prolonged hours and an inability to disconnect. This self-perpetuating cycle discourages self-care; many founders operate beyond healthy limits. Karan Raghani, a Bengaluru founder, captured this, posting "Bengaluru is burnt out," citing endless traffic, "nap blocks," and the daily struggle of hailing autos. This global symptom pushes founders past their limits. Matt Vitale, co-founder of Australia's Birchal, stepped down as CEO, admitting he was "a bit broken" after eight years, realizing he'd "pushed past [his] limit" and needed to prioritize health. 2. Financial Pressure is Relentless: The constant worry about securing funding, making payroll, and simply keeping the lights on is a massive emotional drain. A significant percentage of founders report high stress about their startup's future, with fear of failure and access to funding as top stressors. This isn't just business; it's deeply personal, amplifying anxiety and impacting decision-making. 3. Decision Fatigue is Real: As a founder, you're making critical, high-stakes decisions all day, every day, often with limited resources and in ambiguous environments. This constant barrage leads to "decision fatigue," a physical, mental, and emotional depletion that directly impacts your productivity, revenue, and profit. It can even manifest as "decision paralysis." 4. The Isolation Factor: Entrepreneurship is incredibly lonely. Many founders hide their stress, even from co-founders, exacerbating mental health issues and leading to isolation. This cycle impairs judgment and strains relationships. Hind Hobeika, Instabeat founder, felt profound isolation as a sole founder, working incessantly, neglecting self-care, and gaining weight. Andrew Dubowec, founder of "openmind," battled major clinical depression due to social isolation and remote work pressure. Matt Vitale warned mental health is an "invisible fight." Matt Munson, a CEO who faced immense personal tragedies while running his startup, described waking at 3 AM with dread, feeling "disconnected from purpose, work, play, and other people. I felt alone and like it was all on my shoulders." 5. Hypergrowth's Hidden Cost: While rapid expansion (40%+ annual revenue growth) sounds amazing, it can paradoxically lead to operational strain, decision fatigue, and widespread team exhaustion if your systems and structure don't keep pace. What works for 100 customers will break down at 10,000. The Silent Toll: What Burnout Does to You (and Your Business) The impact of burnout isn't just "feeling tired." It's a full-body, full-mind assault with serious consequences: Mental & Emotional: Persistent fatigue, impaired decision-making, loss of motivation, emotional detachment, increased irritability, and a spiraling sense of self-doubt. Chronic stress can show up as waking at 3 AM for nights on end, constant headaches, or becoming an exaggerated version of yourself – "too much" of your own personality. A shocking 72% of founders report mental health problems, with many struggling with anxiety, burnout, and panic attacks. Seven out of ten entrepreneurs battle depression weekly. Physical: Constant headaches, disrupted sleep, stomach issues, and changes in appetite. Chronic sleep deprivation, a common founder affliction, directly impairs brain function, leading to costly errors and diminished mental sharpness. Hind Hobeika's experience of gaining weight and barely sleeping due to hyper-focus illustrates this physical toll. Personal Life: Burnout seeps into your personal life, straining relationships. Founders spend significantly less time with spouses, children, and friends/family, often reporting high levels of loneliness. Matt Munson's feeling of being disconnected from loved ones highlights this profound impact. Business Impact: Delayed product launches, missed market opportunities, and a significant decline in team morale. Fatigued leadership is linked to a measurable drop in productivity, revenue, and profit. During hypergrowth, burnout contributes to increased employee attrition and poor decision-making, ultimately elevating the risk of startup failure. Fighting Back: Your Action Plan for Sustainable Leadership So, how do you break free from this cycle? It's not about working less, but working smarter and healthier. 1. Master the Art of Strategic Delegation: Your Ultimate Multiplier This is where most founders stumble. We know we should delegate, but we struggle. Why? Perfectionism & Control: You believe no one can do it as well as you can. Lack of Trust: You don't fully trust your team's performance. Fear of Mistakes: The thought of someone else making a mistake feels like a direct threat to your "baby." Identity Tied to Execution: Your self-worth is wrapped up in doing everything yourself. The Fix: Shift Your Mindset: From Doer to Leader. Your primary role isn't to execute every task, but to grow people and the business. Define what only you can do (your unique vision and energy) and strategically delegate everything else. Implement an Accountability Chart. This isn't just an org chart. It defines functions and clear ownership – "one seat, one name" for each critical area. This clarity makes delegation easier, growth manageable, and frees up your time. Use the "3-Part Delegation Brief." For every delegated task, provide: The Outcome (what success looks like, why it matters, metrics); The Context (who it's for, its place in the bigger picture, common pitfalls); and The Resources (examples, templates, access, point of contact). Pro Tip: The "3 Times" Rule. If you've done a task three times, systematize or delegate it. Document procedures, use video tutorials (Loom!), and build an internal knowledge base. Build Trust Incrementally. Start with simple tasks. Foster a culture where mistakes are learning opportunities, not reasons for blame. Implement structured check-ins, focusing on removing roadblocks, not micromanaging. 2. Cultivate Personal Resilience: Your Non-Negotiables Your well-being isn't a luxury; it's a strategic imperative for long-term success. Prioritize Sleep. Aim for 7-8 hours a night. Chronic sleep deprivation impairs judgment, decision-making, focus, and emotional regulation, leading to costly errors. Elon Musk, Jeff Bezos, and Richard Branson emphasize prioritizing self-care and taking breaks. Move Your Body & Fuel It Well. Regular physical activity manages stress hormones and enhances mental clarity. Healthy nutrition provides sustained energy. Even short breaks and yoga help. Mark Cuban manages anxiety through exercise. Set and Enforce Boundaries. Define specific work hours and stick to them. Communicate these boundaries to your team and family. Use "Do Not Disturb" modes and automated responses. Create a dedicated workspace and a routine to signal the end of your workday. Bill Gates has spoken about work-life balance. Embrace "Work-Life Integration." For founders, strict "balance" is often unrealistic. Instead, aim for integration, blending responsibilities flexibly while maintaining clear boundaries and disciplined digital habits. Cultivate Mental Fortitude.Mindfulness: Daily meditation or short mindfulness breaks re-center your mind and reduce reactivity to stress. Oprah Winfrey credits daily meditation and gratitude journaling for managing depression and anxiety. Apps like Calm and Headspace can guide you. Know Your Triggers: Recognize your individual stress signals early – whether it's 3 AM wake-ups, irritability, or stomach issues. Proactive intervention is key. Reconnect with Purpose: Remind yourself of the core purpose and values that initially drove your venture. This can reignite energy during tough times. Practice Gratitude: Regularly listing things you're thankful for fosters optimism and provides perspective. Sara Blakely used positive self-talk and gratitude; Sophia Amoruso also credits self-care and gratitude. 3. Build a Robust Support Ecosystem: No Founder is an Island The isolation of entrepreneurship is a major burnout driver. You need a "board of directors" for your well-being. Peer Networks & Accountability Groups: These are invaluable. Sharing goals with peers significantly increases achievement. You gain unique knowledge, inspiration, healthy competition, and vital emotional support from others who truly understand your journey. Entrepreneurs with strong support systems are twice as likely to see steady business growth. Where to find them: CoFoundersLab, Y Combinator Co-Founder Matching, FoundersList, ODF, local meetups, industry-specific communities. Strategic Mentorship & Advisory Boards: Mentors provide personalized guidance on strategy, product, market fit, and fundraising. They offer objective perspectives, accelerate your development, and enhance leadership skills. For founders transitioning to a CEO role, leadership-focused mentorship is crucial. Where to find them: MentorCruise, GrowthMentor, industry associations, your personal network. Professional Support (Therapy & Coaching): Despite many founders reporting mental health issues, only a small fraction seek professional help. This is a critical gap. Therapy or coaching provides a confidential space to address anxiety, depression, decision paralysis, and foster leadership development. Oprah Winfrey, Sheryl Sandberg, Mark Cuban, and Sophia Amoruso have openly discussed seeking support. Leaders discussing their own mental health journeys can help break the stigma. Where to find them: BetterHelp, CWC Coaching and Therapy, specialized entrepreneur therapists/coaches, executive coaching. Co-Founders: If you have one, lean on them! Shared burdens, complementary skills, mutual emotional support, and accountability can significantly reduce isolation. 4. Operationalize for Longevity: Systems, Automation & Financial Clarity Sustainable growth isn't just about hustle; it's about smart systems. Streamline with Automation & Tools: Leverage software to automate repetitive tasks like email campaigns, social media, and data entry. AI-powered tools can cut production times dramatically. Investing early in scalable systems and infrastructure prevents operational strain and decision fatigue during hypergrowth. Tools to explore: Zapier, Make (for no-code workflow automation), HubSpot, Mailchimp, Hootsuite. Master Financial Acumen: Financial concerns are a top stressor. Make financial planning a consistent habit. Work with CPAs or CFOs for detailed forecasts. "Know your numbers" with daily/weekly check-ins and "good, better, and best" financial markers. Implement a "Profit First" model and build financial buffers for peace of mind. Communicate openly and transparently with investors. Foster a Resilient Company Culture: Your team is your backbone. Psychological Safety: Create an environment where mistakes are learning opportunities, and people feel safe to speak up, take calculated risks, and collaborate openly. This boosts innovation, engagement, and mental health. Open Communication: Encourage feedback; ensure team members feel heard and valued. Invest in Development: Provide opportunities for continuous learning and growth. Celebrate Wins: Acknowledge both big and small successes to boost morale. Lead by Example: Embody desired values and behaviors. Arianna Huffington famously collapsed from exhaustion, advocating for prioritizing health as a path to success. The Ultimate Strategic Advantage: Your Well-being Burnout is a critical warning, not a badge of honor. Entrepreneurship demands cultivating personal well-being as much as innovation. Prioritizing your health and resilience is the ultimate strategic advantage, directly influencing your venture's success. A well-equipped founder maintains vision, leads effectively, and navigates challenges. The most successful founders don't do it all; they master strategic delegation, cultivate resilient teams, and sustain their own energy. Your startup's future depends on avoiding burnout. Delegate effectively, prioritize strategically, and lead sustainably. What's one step you're going to take this week to prioritize your well-being? Share in the comments!

By Rich Hagberg
•
July 4, 2025
It’s late on a Thursday evening. A startup founder, let’s call him Alex, sits alone in his dimly lit office, staring at the screen filled with investor emails, recent board meeting notes, and a looming sense of anxiety. Despite a growing market presence, promising early metrics, and investor enthusiasm, Alex feels increasingly isolated. His board meetings are cordial, even friendly, yet he leaves each one with a nagging sense that something critical is missing. Alex is facing what countless startup founders encounter: the gap between what he wants to hear from his board and what he actually needs. More troubling, he’s realizing the uncomfortable truth that what he often gets from his board might be the very opposite of helpful. The Comforting Echo Chamber Like most founders, Alex needs a bit of encouragement. He appreciates when board members praise his vision, validate his strategy, and highlight early successes. Founders crave affirmation because it fuels their drive through the rollercoaster of startup life. Hearing “You're on the right track,” or “Keep doing what you're doing,” feels good and seems helpful—at least at first. But when such praise becomes generic cheerleading, it ceases to help. Boards that offer vague encouragement without specific, candid insights inadvertently trap founders like Alex in an echo chamber. Without real feedback, he can’t discern his blind spots—areas where critical weaknesses could quietly undermine his growth trajectory. This often manifests as a reluctance to deliver tough messages, leaving founders unaware of crucial issues that could impact their success. Micromanagement Disguised as Support Equally problematic are board members who swing too far in the opposite direction, moving beyond strategic oversight into operational micromanagement. Every founder knows the frustration of having board members who, despite good intentions, involve themselves too deeply in day-to-day decisions, weakening the founder’s authority and autonomy. Alex’s board sometimes means well, but when a key investor repeatedly intervenes to question his decisions on product features, marketing strategies, or even team hires, he begins to doubt himself. Micromanagement erodes confidence, disrupts clear accountability, and ultimately hampers execution, which is ironic because execution is precisely where many founders already struggle. This constant questioning of operational decisions can stifle a founder's ability to lead and innovate. The Danger of Ambiguous Expectations Another persistent issue Alex faces is the ambiguity around what his board truly expects. Clear, objective expectations from the board are crucial for founder success. However, many investors unintentionally avoid specificity, setting vague or shifting goalposts that confuse rather than clarify. Without clear performance criteria, founders are left guessing, constantly uncertain about whether their strategies align with investor expectations. Ambiguity creates chronic anxiety and undermines founders' confidence. Worse yet, ambiguous expectations can lead to misalignment on strategic goals, causing founders to chase short-term validation rather than sustainable, long-term growth. This lack of clarity can lead to wasted effort and misdirected priorities. The Need for Tough Love Your board shouldn’t just be your fan club—it needs to be your coach. Effective boards must deliver constructive, direct, and sometimes uncomfortable truths. Alex, despite his discomfort, desperately needs his board to candidly highlight his developmental gaps—areas like delegation, short-term planning, accountability, or conflict management. Yet, in practice, board members frequently avoid these tough conversations, sidestepping critical feedback to maintain harmony or to avoid confrontation. Founders are left unaware or in denial about key weaknesses that urgently need attention. A board’s hesitance to challenge its founder creates blind spots that can jeopardize the startup’s viability at critical inflection points. The willingness to deliver "tough love" is essential for a founder's personal and professional growth. Why Systematic Evaluations Are Non-Negotiable Alex’s board rarely provides structured evaluations. This isn't uncommon. Surprisingly few startup boards implement regular, formal performance assessments of their CEOs. Without this structure, Alex receives sporadic, anecdotal feedback that's often subjective and unhelpful. Your board should commit to regular, structured evaluations that provide clear benchmarks and developmental insights. Such evaluations aren't just formalities—they're vital tools for leadership growth. Alex, like most founders, needs a transparent, systematic approach that explicitly lays out how he’s doing, where he excels, and exactly what needs improvement. This provides founders with concrete data points for improvement and recognizes their strengths. Leverage or Lose the Network Investors often promise founders access to their networks. In reality, many founders find those promises hollow. Alex, initially thrilled by the potential connections promised by his investors, now finds his board reluctant or slow to make meaningful introductions. Connections to customers, strategic partners, funding sources, and talent are critical for early-stage companies. Boards that fail to leverage their networks deprive founders of essential resources needed to scale. A board's network can open doors that would otherwise remain closed to a young startup. Short-Term Pressure vs. Long-Term Vision A major frustration founders like Alex feel is when boards become overly obsessed with short-term wins, losing sight of long-term strategic objectives. Investors focused solely on immediate returns inadvertently push founders toward reactive, tactical decisions rather than deliberate, strategic growth. Alex’s board frequently pressures him for rapid user growth and immediate profitability metrics that, while appealing in quarterly reviews, can compromise sustainable business strategies. Effective boards balance urgent priorities with long-term strategic vision, guiding founders toward decisions that position the company for lasting success. This strategic balance is crucial for sustained growth and avoiding a treadmill of short-term fixes. Poor Onboarding and Board Dynamics Alex’s frustration began from day one, during a poor onboarding experience. His board, eager to dive into immediate challenges, neglected systematic orientation. Alex, like many founders, finds himself navigating unclear expectations, hidden dynamics, and unexplained board norms, leading to confusion and inefficiency. Good boards invest heavily in onboarding, clearly establishing expectations, governance procedures, and communication norms. Without this clarity, founders waste precious energy decoding board expectations, rather than focusing fully on running their business. A well-structured onboarding process sets the stage for a productive and trusting board-founder relationship. Communication Failures and Board Passivity Perhaps the most pervasive issue Alex faces is board passivity—boards that fail to engage actively, question rigorously, or hold him accountable effectively. Passive boards become rubber-stamping bodies, missing critical strategic oversights and reducing governance to a superficial exercise. Moreover, poor responsiveness from investors—late replies, vague answers, and irregular engagement—creates uncertainty and disrupts timely decision-making, undermining the founder-board relationship. Effective governance demands consistent engagement, rigorous questioning, and candid dialogue. An engaged board is a vital asset, providing critical oversight and support. The Trust Factor Finally, the bedrock of effective founder-board dynamics is trust—genuine, mutual trust built on empathy, respect, and honest dialogue. Unfortunately, transactional and impersonal relationships are common. Alex increasingly senses his board views him merely as an asset rather than a partner. When boards fail to genuinely empathize with the intense personal and emotional toll founders face, trust diminishes, communication deteriorates, and the board-founder relationship becomes adversarial rather than supportive. Building a foundation of trust is paramount for a truly collaborative and effective partnership. Closing the Gap If you're a founder reading this, the good news is awareness is the first step toward bridging the gap between what you want to hear and what you actually need. Demand transparency, structured feedback, clear expectations, and active engagement from your board. If you're an investor or board member, understand the urgency and necessity of providing clear, actionable, and candid support. Embrace structured evaluations, leverage your networks proactively, balance short-term demands with long-term vision, and above all, commit to building trust and empathy with your founders. In short, boards should be less cheerleader and more coach, less micromanager and more strategic partner. Founders must learn to welcome—even demand—the uncomfortable truths essential for their growth. Alex’s late-night realization is powerful: the health of his startup depends not on hearing pleasant platitudes, but on receiving actionable truths. It’s uncomfortable—but essential. His success, and yours, depends upon it.

By Rich Hagberg
•
July 11, 2025
Hey fellow founders, You started your venture with fire in your belly, a vision in your mind, and a relentless drive. But that same ambition can be your undoing. Burnout isn't a badge of honor; it's a silent enemy impacting countless founders. It creeps up, leaving you dreading the work you once loved, feeling numb, and wondering where the passion went. Research confirms: founder burnout isn't just personal; it's a systemic risk that can derail your business, impair judgment, and lead to failure. Let's explore why this happens and, more importantly, what you can actually do about it. The Crucible: Why Founders Are So Prone to Burnout You’re not imagining it – the entrepreneurial journey is a unique pressure cooker. 1. The "Always-On" Culture is a Trap: The "Always-On" culture glorifies constant hustle, leading to prolonged hours and an inability to disconnect. This self-perpetuating cycle discourages self-care; many founders operate beyond healthy limits. Karan Raghani, a Bengaluru founder, captured this, posting "Bengaluru is burnt out," citing endless traffic, "nap blocks," and the daily struggle of hailing autos. This global symptom pushes founders past their limits. Matt Vitale, co-founder of Australia's Birchal, stepped down as CEO, admitting he was "a bit broken" after eight years, realizing he'd "pushed past [his] limit" and needed to prioritize health. 2. Financial Pressure is Relentless: The constant worry about securing funding, making payroll, and simply keeping the lights on is a massive emotional drain. A significant percentage of founders report high stress about their startup's future, with fear of failure and access to funding as top stressors. This isn't just business; it's deeply personal, amplifying anxiety and impacting decision-making. 3. Decision Fatigue is Real: As a founder, you're making critical, high-stakes decisions all day, every day, often with limited resources and in ambiguous environments. This constant barrage leads to "decision fatigue," a physical, mental, and emotional depletion that directly impacts your productivity, revenue, and profit. It can even manifest as "decision paralysis." 4. The Isolation Factor: Entrepreneurship is incredibly lonely. Many founders hide their stress, even from co-founders, exacerbating mental health issues and leading to isolation. This cycle impairs judgment and strains relationships. Hind Hobeika, Instabeat founder, felt profound isolation as a sole founder, working incessantly, neglecting self-care, and gaining weight. Andrew Dubowec, founder of "openmind," battled major clinical depression due to social isolation and remote work pressure. Matt Vitale warned mental health is an "invisible fight." Matt Munson, a CEO who faced immense personal tragedies while running his startup, described waking at 3 AM with dread, feeling "disconnected from purpose, work, play, and other people. I felt alone and like it was all on my shoulders." 5. Hypergrowth's Hidden Cost: While rapid expansion (40%+ annual revenue growth) sounds amazing, it can paradoxically lead to operational strain, decision fatigue, and widespread team exhaustion if your systems and structure don't keep pace. What works for 100 customers will break down at 10,000. The Silent Toll: What Burnout Does to You (and Your Business) The impact of burnout isn't just "feeling tired." It's a full-body, full-mind assault with serious consequences: Mental & Emotional: Persistent fatigue, impaired decision-making, loss of motivation, emotional detachment, increased irritability, and a spiraling sense of self-doubt. Chronic stress can show up as waking at 3 AM for nights on end, constant headaches, or becoming an exaggerated version of yourself – "too much" of your own personality. A shocking 72% of founders report mental health problems, with many struggling with anxiety, burnout, and panic attacks. Seven out of ten entrepreneurs battle depression weekly. Physical: Constant headaches, disrupted sleep, stomach issues, and changes in appetite. Chronic sleep deprivation, a common founder affliction, directly impairs brain function, leading to costly errors and diminished mental sharpness. Hind Hobeika's experience of gaining weight and barely sleeping due to hyper-focus illustrates this physical toll. Personal Life: Burnout seeps into your personal life, straining relationships. Founders spend significantly less time with spouses, children, and friends/family, often reporting high levels of loneliness. Matt Munson's feeling of being disconnected from loved ones highlights this profound impact. Business Impact: Delayed product launches, missed market opportunities, and a significant decline in team morale. Fatigued leadership is linked to a measurable drop in productivity, revenue, and profit. During hypergrowth, burnout contributes to increased employee attrition and poor decision-making, ultimately elevating the risk of startup failure. Fighting Back: Your Action Plan for Sustainable Leadership So, how do you break free from this cycle? It's not about working less, but working smarter and healthier. 1. Master the Art of Strategic Delegation: Your Ultimate Multiplier This is where most founders stumble. We know we should delegate, but we struggle. Why? Perfectionism & Control: You believe no one can do it as well as you can. Lack of Trust: You don't fully trust your team's performance. Fear of Mistakes: The thought of someone else making a mistake feels like a direct threat to your "baby." Identity Tied to Execution: Your self-worth is wrapped up in doing everything yourself. The Fix: Shift Your Mindset: From Doer to Leader. Your primary role isn't to execute every task, but to grow people and the business. Define what only you can do (your unique vision and energy) and strategically delegate everything else. Implement an Accountability Chart. This isn't just an org chart. It defines functions and clear ownership – "one seat, one name" for each critical area. This clarity makes delegation easier, growth manageable, and frees up your time. Use the "3-Part Delegation Brief." For every delegated task, provide: The Outcome (what success looks like, why it matters, metrics); The Context (who it's for, its place in the bigger picture, common pitfalls); and The Resources (examples, templates, access, point of contact). Pro Tip: The "3 Times" Rule. If you've done a task three times, systematize or delegate it. Document procedures, use video tutorials (Loom!), and build an internal knowledge base. Build Trust Incrementally. Start with simple tasks. Foster a culture where mistakes are learning opportunities, not reasons for blame. Implement structured check-ins, focusing on removing roadblocks, not micromanaging. 2. Cultivate Personal Resilience: Your Non-Negotiables Your well-being isn't a luxury; it's a strategic imperative for long-term success. Prioritize Sleep. Aim for 7-8 hours a night. Chronic sleep deprivation impairs judgment, decision-making, focus, and emotional regulation, leading to costly errors. Elon Musk, Jeff Bezos, and Richard Branson emphasize prioritizing self-care and taking breaks. Move Your Body & Fuel It Well. Regular physical activity manages stress hormones and enhances mental clarity. Healthy nutrition provides sustained energy. Even short breaks and yoga help. Mark Cuban manages anxiety through exercise. Set and Enforce Boundaries. Define specific work hours and stick to them. Communicate these boundaries to your team and family. Use "Do Not Disturb" modes and automated responses. Create a dedicated workspace and a routine to signal the end of your workday. Bill Gates has spoken about work-life balance. Embrace "Work-Life Integration." For founders, strict "balance" is often unrealistic. Instead, aim for integration, blending responsibilities flexibly while maintaining clear boundaries and disciplined digital habits. Cultivate Mental Fortitude.Mindfulness: Daily meditation or short mindfulness breaks re-center your mind and reduce reactivity to stress. Oprah Winfrey credits daily meditation and gratitude journaling for managing depression and anxiety. Apps like Calm and Headspace can guide you. Know Your Triggers: Recognize your individual stress signals early – whether it's 3 AM wake-ups, irritability, or stomach issues. Proactive intervention is key. Reconnect with Purpose: Remind yourself of the core purpose and values that initially drove your venture. This can reignite energy during tough times. Practice Gratitude: Regularly listing things you're thankful for fosters optimism and provides perspective. Sara Blakely used positive self-talk and gratitude; Sophia Amoruso also credits self-care and gratitude. 3. Build a Robust Support Ecosystem: No Founder is an Island The isolation of entrepreneurship is a major burnout driver. You need a "board of directors" for your well-being. Peer Networks & Accountability Groups: These are invaluable. Sharing goals with peers significantly increases achievement. You gain unique knowledge, inspiration, healthy competition, and vital emotional support from others who truly understand your journey. Entrepreneurs with strong support systems are twice as likely to see steady business growth. Where to find them: CoFoundersLab, Y Combinator Co-Founder Matching, FoundersList, ODF, local meetups, industry-specific communities. Strategic Mentorship & Advisory Boards: Mentors provide personalized guidance on strategy, product, market fit, and fundraising. They offer objective perspectives, accelerate your development, and enhance leadership skills. For founders transitioning to a CEO role, leadership-focused mentorship is crucial. Where to find them: MentorCruise, GrowthMentor, industry associations, your personal network. Professional Support (Therapy & Coaching): Despite many founders reporting mental health issues, only a small fraction seek professional help. This is a critical gap. Therapy or coaching provides a confidential space to address anxiety, depression, decision paralysis, and foster leadership development. Oprah Winfrey, Sheryl Sandberg, Mark Cuban, and Sophia Amoruso have openly discussed seeking support. Leaders discussing their own mental health journeys can help break the stigma. Where to find them: BetterHelp, CWC Coaching and Therapy, specialized entrepreneur therapists/coaches, executive coaching. Co-Founders: If you have one, lean on them! Shared burdens, complementary skills, mutual emotional support, and accountability can significantly reduce isolation. 4. Operationalize for Longevity: Systems, Automation & Financial Clarity Sustainable growth isn't just about hustle; it's about smart systems. Streamline with Automation & Tools: Leverage software to automate repetitive tasks like email campaigns, social media, and data entry. AI-powered tools can cut production times dramatically. Investing early in scalable systems and infrastructure prevents operational strain and decision fatigue during hypergrowth. Tools to explore: Zapier, Make (for no-code workflow automation), HubSpot, Mailchimp, Hootsuite. Master Financial Acumen: Financial concerns are a top stressor. Make financial planning a consistent habit. Work with CPAs or CFOs for detailed forecasts. "Know your numbers" with daily/weekly check-ins and "good, better, and best" financial markers. Implement a "Profit First" model and build financial buffers for peace of mind. Communicate openly and transparently with investors. Foster a Resilient Company Culture: Your team is your backbone. Psychological Safety: Create an environment where mistakes are learning opportunities, and people feel safe to speak up, take calculated risks, and collaborate openly. This boosts innovation, engagement, and mental health. Open Communication: Encourage feedback; ensure team members feel heard and valued. Invest in Development: Provide opportunities for continuous learning and growth. Celebrate Wins: Acknowledge both big and small successes to boost morale. Lead by Example: Embody desired values and behaviors. Arianna Huffington famously collapsed from exhaustion, advocating for prioritizing health as a path to success. The Ultimate Strategic Advantage: Your Well-being Burnout is a critical warning, not a badge of honor. Entrepreneurship demands cultivating personal well-being as much as innovation. Prioritizing your health and resilience is the ultimate strategic advantage, directly influencing your venture's success. A well-equipped founder maintains vision, leads effectively, and navigates challenges. The most successful founders don't do it all; they master strategic delegation, cultivate resilient teams, and sustain their own energy. Your startup's future depends on avoiding burnout. Delegate effectively, prioritize strategically, and lead sustainably. What's one step you're going to take this week to prioritize your well-being? Share in the comments!

By Rich Hagberg
•
July 4, 2025
It’s late on a Thursday evening. A startup founder, let’s call him Alex, sits alone in his dimly lit office, staring at the screen filled with investor emails, recent board meeting notes, and a looming sense of anxiety. Despite a growing market presence, promising early metrics, and investor enthusiasm, Alex feels increasingly isolated. His board meetings are cordial, even friendly, yet he leaves each one with a nagging sense that something critical is missing. Alex is facing what countless startup founders encounter: the gap between what he wants to hear from his board and what he actually needs. More troubling, he’s realizing the uncomfortable truth that what he often gets from his board might be the very opposite of helpful. The Comforting Echo Chamber Like most founders, Alex needs a bit of encouragement. He appreciates when board members praise his vision, validate his strategy, and highlight early successes. Founders crave affirmation because it fuels their drive through the rollercoaster of startup life. Hearing “You're on the right track,” or “Keep doing what you're doing,” feels good and seems helpful—at least at first. But when such praise becomes generic cheerleading, it ceases to help. Boards that offer vague encouragement without specific, candid insights inadvertently trap founders like Alex in an echo chamber. Without real feedback, he can’t discern his blind spots—areas where critical weaknesses could quietly undermine his growth trajectory. This often manifests as a reluctance to deliver tough messages, leaving founders unaware of crucial issues that could impact their success. Micromanagement Disguised as Support Equally problematic are board members who swing too far in the opposite direction, moving beyond strategic oversight into operational micromanagement. Every founder knows the frustration of having board members who, despite good intentions, involve themselves too deeply in day-to-day decisions, weakening the founder’s authority and autonomy. Alex’s board sometimes means well, but when a key investor repeatedly intervenes to question his decisions on product features, marketing strategies, or even team hires, he begins to doubt himself. Micromanagement erodes confidence, disrupts clear accountability, and ultimately hampers execution, which is ironic because execution is precisely where many founders already struggle. This constant questioning of operational decisions can stifle a founder's ability to lead and innovate. The Danger of Ambiguous Expectations Another persistent issue Alex faces is the ambiguity around what his board truly expects. Clear, objective expectations from the board are crucial for founder success. However, many investors unintentionally avoid specificity, setting vague or shifting goalposts that confuse rather than clarify. Without clear performance criteria, founders are left guessing, constantly uncertain about whether their strategies align with investor expectations. Ambiguity creates chronic anxiety and undermines founders' confidence. Worse yet, ambiguous expectations can lead to misalignment on strategic goals, causing founders to chase short-term validation rather than sustainable, long-term growth. This lack of clarity can lead to wasted effort and misdirected priorities. The Need for Tough Love Your board shouldn’t just be your fan club—it needs to be your coach. Effective boards must deliver constructive, direct, and sometimes uncomfortable truths. Alex, despite his discomfort, desperately needs his board to candidly highlight his developmental gaps—areas like delegation, short-term planning, accountability, or conflict management. Yet, in practice, board members frequently avoid these tough conversations, sidestepping critical feedback to maintain harmony or to avoid confrontation. Founders are left unaware or in denial about key weaknesses that urgently need attention. A board’s hesitance to challenge its founder creates blind spots that can jeopardize the startup’s viability at critical inflection points. The willingness to deliver "tough love" is essential for a founder's personal and professional growth. Why Systematic Evaluations Are Non-Negotiable Alex’s board rarely provides structured evaluations. This isn't uncommon. Surprisingly few startup boards implement regular, formal performance assessments of their CEOs. Without this structure, Alex receives sporadic, anecdotal feedback that's often subjective and unhelpful. Your board should commit to regular, structured evaluations that provide clear benchmarks and developmental insights. Such evaluations aren't just formalities—they're vital tools for leadership growth. Alex, like most founders, needs a transparent, systematic approach that explicitly lays out how he’s doing, where he excels, and exactly what needs improvement. This provides founders with concrete data points for improvement and recognizes their strengths. Leverage or Lose the Network Investors often promise founders access to their networks. In reality, many founders find those promises hollow. Alex, initially thrilled by the potential connections promised by his investors, now finds his board reluctant or slow to make meaningful introductions. Connections to customers, strategic partners, funding sources, and talent are critical for early-stage companies. Boards that fail to leverage their networks deprive founders of essential resources needed to scale. A board's network can open doors that would otherwise remain closed to a young startup. Short-Term Pressure vs. Long-Term Vision A major frustration founders like Alex feel is when boards become overly obsessed with short-term wins, losing sight of long-term strategic objectives. Investors focused solely on immediate returns inadvertently push founders toward reactive, tactical decisions rather than deliberate, strategic growth. Alex’s board frequently pressures him for rapid user growth and immediate profitability metrics that, while appealing in quarterly reviews, can compromise sustainable business strategies. Effective boards balance urgent priorities with long-term strategic vision, guiding founders toward decisions that position the company for lasting success. This strategic balance is crucial for sustained growth and avoiding a treadmill of short-term fixes. Poor Onboarding and Board Dynamics Alex’s frustration began from day one, during a poor onboarding experience. His board, eager to dive into immediate challenges, neglected systematic orientation. Alex, like many founders, finds himself navigating unclear expectations, hidden dynamics, and unexplained board norms, leading to confusion and inefficiency. Good boards invest heavily in onboarding, clearly establishing expectations, governance procedures, and communication norms. Without this clarity, founders waste precious energy decoding board expectations, rather than focusing fully on running their business. A well-structured onboarding process sets the stage for a productive and trusting board-founder relationship. Communication Failures and Board Passivity Perhaps the most pervasive issue Alex faces is board passivity—boards that fail to engage actively, question rigorously, or hold him accountable effectively. Passive boards become rubber-stamping bodies, missing critical strategic oversights and reducing governance to a superficial exercise. Moreover, poor responsiveness from investors—late replies, vague answers, and irregular engagement—creates uncertainty and disrupts timely decision-making, undermining the founder-board relationship. Effective governance demands consistent engagement, rigorous questioning, and candid dialogue. An engaged board is a vital asset, providing critical oversight and support. The Trust Factor Finally, the bedrock of effective founder-board dynamics is trust—genuine, mutual trust built on empathy, respect, and honest dialogue. Unfortunately, transactional and impersonal relationships are common. Alex increasingly senses his board views him merely as an asset rather than a partner. When boards fail to genuinely empathize with the intense personal and emotional toll founders face, trust diminishes, communication deteriorates, and the board-founder relationship becomes adversarial rather than supportive. Building a foundation of trust is paramount for a truly collaborative and effective partnership. Closing the Gap If you're a founder reading this, the good news is awareness is the first step toward bridging the gap between what you want to hear and what you actually need. Demand transparency, structured feedback, clear expectations, and active engagement from your board. If you're an investor or board member, understand the urgency and necessity of providing clear, actionable, and candid support. Embrace structured evaluations, leverage your networks proactively, balance short-term demands with long-term vision, and above all, commit to building trust and empathy with your founders. In short, boards should be less cheerleader and more coach, less micromanager and more strategic partner. Founders must learn to welcome—even demand—the uncomfortable truths essential for their growth. Alex’s late-night realization is powerful: the health of his startup depends not on hearing pleasant platitudes, but on receiving actionable truths. It’s uncomfortable—but essential. His success, and yours, depends upon it.

June 9, 2025
Startup founders represent the ultimate paradox: celebrated for their innovative brilliance yet notoriously susceptible to failure. In reality, the difference between astronomical success and dismal failure boils down to a surprisingly consistent set of behaviors and personality traits. Drawing from extensive 360 feedback studies, personality assessments, and deep insights from Founders Keepers, we've unraveled exactly what separates winners from losers in the startup world. Myth-busting: Genius Jerks Rarely Prevail A common myth persists that successful founders must be narcissistic, domineering, and abrasive—the stereotypical "genius jerk." Yet, our rigorous analysis of data from 122 founders, comparing the top performers (at least 10X returns) with bottom performers (zero returns), decisively shatters this myth. Successful founders, contrary to popular belief, rarely succeed because of egocentric ruthlessness. Instead, they thrive due to their extraordinary adaptability, relationship-building skills, disciplined execution, and deep personal grounding. Meanwhile, unsuccessful founders often implode because of their rigidity, isolation, impulsivity, and inability to truly lead teams. Adaptability: The Endless Pursuit of Product-Market Fit Successful founders understand one critical truth: product-market fit isn't a finish line; it’s a continuous process. They show an exceptional ability to: Remain open to input, eagerly soliciting and integrating team feedback. Effectively manage resistance, empathetically addressing team concerns. Skillfully create buy-in, building commitment through transparency and genuine engagement. In contrast, unsuccessful founders typically fail due to rigidity. They stubbornly anchor themselves to outdated strategies, ignore valuable feedback, and react defensively to challenges, eventually becoming roadblocks in their own companies. Relationship Building: From Loners to Leaders A pivotal distinction lies in the ability to work effectively through others. Successful founders consistently excel in empowering their teams. They: Delegate effectively, granting autonomy while clearly defining expectations. Maintain trust through consistent behavior, integrity, and transparency. Develop robust emotional intelligence, adeptly managing conflict and strengthening team cohesion. Unsuccessful founders, on the other hand, struggle profoundly with delegation. Their chronic micromanagement erodes trust and morale, creating environments of fear and resentment. They often isolate themselves, failing to build genuine relationships, thus missing critical insights and innovations their teams could provide. Execution: Discipline Over Charisma Execution—arguably the most underrated pillar of startup leadership—truly separates winners from losers. Successful founders meticulously: Set clear, measurable, and achievable goals. Follow through relentlessly, holding themselves and others accountable. Create robust systems and processes to scale effectively. Conversely, unsuccessful founders typically suffer from chronic disorganization and impulsivity. Their inability to prioritize, constant pivots without strategic clarity, and poor follow-through generate chaos and stifle growth. Personal Grounding: Stability Amidst Chaos Perhaps most counterintuitively, successful founders exhibit deep personal grounding—a trait seldom highlighted in sensational startup narratives. They: Demonstrate emotional resilience, remaining composed under extreme stress. Exhibit patience, tolerating ambiguity and uncertainty with grace. Maintain optimistic yet realistic perspectives, avoiding destructive cycles of anxiety or panic. Unsuccessful founders, however, often spiral under pressure. Their volatility and emotional reactivity exacerbate crises, leading to poor decision-making and destructive interpersonal dynamics. Self-Awareness: The Hidden Driver of Success Underpinning all these traits is profound self-awareness—arguably the most critical competency of all. Successful founders consistently seek self-improvement, humbly recognizing their weaknesses and proactively addressing them. They actively solicit honest feedback, never fearing the vulnerability required for growth. Unsuccessful founders, conversely, often display a tragic lack of self-awareness. Their denial of shortcomings, defensiveness to feedback, and unwillingness to evolve ultimately doom their startups. Real-World Wisdom: Voices from the Trenches Beyond the data, the human stories captured in 360 feedback illustrate these differences vividly: Successful founders receive praise like, “He constantly solicits input, adapts swiftly, and builds deep trust. His humility makes everyone want to follow him.” Unsuccessful founders, by contrast, earn harsh critiques: “He ignores input, reacts defensively, and insists on controlling every detail. The team is disengaged and demoralized.” These narratives underscore the simple but powerful truth that the best founders aren't isolated geniuses—they’re skilled leaders who build environments where everyone can thrive. The Path Forward: Turning Insights into Action If you're a founder, investor, or leader within the startup ecosystem, confront these truths head-on. Assess yourself and your organization rigorously: Are you truly adaptable, or merely superficially agile? Are you empowering your team, or stifling their potential? Are you executing with discipline, or flailing with chaos? Are you grounded emotionally, or reactive and volatile? Are you genuinely self-aware, or defensively delusional? Final Thoughts Ultimately, founder success isn’t about flashy charisma or ruthless ambition. It’s about a disciplined commitment to growth—both personal and organizational. Embrace adaptability, deepen your self-awareness, and master the art of leadership grounded in trust and integrity. This is not merely good advice—it’s the proven difference between a startup’s spectacular success and its avoidable failure. What traits do you see defining successful and unsuccessful founders in your experience? Let's discuss!

May 9, 2025
We’ve all seen the headlines: visionary founders, celebrated one day, indicted for fraud the next. Elizabeth Holmes of Theranos, Sam Bankman-Fried of FTX, Trevor Milton of Nikola—each a cautionary tale. But why does this keep happening? More importantly, how can investors and venture capitalists spot the red flags before disaster strikes? After decades coaching startup founders and executives, and through intensive psychological profiling research in my book, Founders Keepers, it’s clear that the qualities which make founders extraordinary can also lead them into ethical peril. Ambition Gone Rogue Ambition is the engine of innovation, but when unchecked, it can spiral into something destructive. Elizabeth Holmes, once hailed as the next Steve Jobs, turned ambition into deception, sacrificing integrity for the illusion of success. Her willingness to misrepresent Theranos's technology eventually led to fraud convictions and a 11-year prison sentence. Similarly, Trevor Milton fabricated demonstrations of Nikola’s hydrogen-powered trucks, deceiving investors and regulators alike. Ambition that isn’t tempered by reality becomes toxic, pushing founders to prioritize appearances over substance. Narcissism and the Cult of Personality A striking number of fraudulent founders exhibit narcissistic traits. Narcissistic Personality Disorder (NPD) is disturbingly common among indicted entrepreneurs like Holmes, Adam Neumann, and Billy McFarland. These individuals have inflated self-worth, entitlement, and a troubling lack of empathy—traits that enable them to manipulate investors, employees, and markets. Adam Neumann’s charismatic leadership at WeWork masked a self-serving agenda. He leased his own properties to WeWork and indulged in extravagances funded by investor capital. His eventual downfall underscores a critical point: charisma and confidence, unchecked by accountability, can devastate companies. Pressure, Risk, and Rationalization Founders operate in pressure cookers. Investor demands, market competition, and internal expectations can distort ethical boundaries. Under such strain, founders rationalize questionable decisions—initially minor, then increasingly severe. Sam Bankman-Fried’s FTX saga exemplifies this slippery slope. Praised for his effective altruism, he secretly diverted customer funds into his own hedge fund, creating one of history’s largest financial implosions. Under extreme pressure to perform, ethical lines blurred into oblivion. The Dark Triad and Founder Psychology Research identifies a psychological pattern—the Dark Triad: narcissism, Machiavellianism, and psychopathy. Founders exhibiting these traits manipulate, charm, and dominate others effortlessly. Their moral compasses malfunction, viewing ethics as mere obstacles. Martin Shkreli of Turing Pharmaceuticals raised drug prices mercilessly, justified as smart business. He ultimately faced securities fraud charges. This combination of manipulative charm, moral disengagement, and ruthless pragmatism frequently ends in corporate ruin. Red Flags Investors Can’t Ignore VCs and investors must vigilantly recognize signals of potential ethical crises: Accountability Gaps: Founders who deflect blame, resist feedback, or evade responsibility when faced with failures. Deceptive Fluency: Founders who remain intentionally vague, changing narratives to fit different audiences, lack transparency, and dodge specifics. Weak Governance: Companies lacking robust financial controls, passive boards, or weak compliance protocols enable founder misconduct. Excessive Charm: Overly charismatic leaders who evade scrutiny, foster cult-like devotion, and dismiss ethical concerns as trivial. Case Study: When Good Intentions Go Bad Consider Charlie Javice the Frank founder. Desperate to sell her startup, she fabricated millions of fake users, deceiving JPMorgan into a $175 million acquisition. Ambition, pressure, and opportunity collided disastrously, underscoring that even well-intentioned founders can fall if ethical vigilance wanes. Prevention through Awareness and Systems To mitigate these risks, investors must foster cultures of accountability. This means: Rigorous Due Diligence: Deep vetting of founder histories, not just their pitch decks. Transparent Governance: Enforcing independent oversight, clear reporting, and stringent ethical guidelines. Balanced Teams: Encouraging founders to build leadership teams empowered to challenge decisions. Healthy skepticism, combined with robust systems, creates a strong firewall against unethical behavior. Redemption and Self-Awareness Not all troubled founders are irredeemable. Many need interventions—coaching, accountability partners, and structured feedback—to prevent ethical slippage. Self-awareness is key. Founders who reflect on their blind spots and acknowledge limitations have a far better prognosis. Investing Wisely Means Looking Deeper The stark truth for investors is this: brilliance without integrity is dangerous. Investing isn't merely betting on ideas; it's assessing character. The cost of ignoring red flags is staggering, not just financially, but reputationally and ethically. Ask yourself one simple question when evaluating founders: If they weren't successful, would their behaviors still seem acceptable? The answer reveals everything. The line between visionary and fraudster is thin. Vigilance, skepticism, and structured accountability are critical tools in protecting your investments—and ensuring the next headline isn't about your portfolio.

By Rich Hagberg
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February 27, 2025
Founders live in a world of chaos. It’s exhilarating, intense, and downright terrifying. You’re constantly shifting between the thrill of new ideas and the crushing weight of responsibility. Every decision feels like a life-or-death moment for your company, and the stress is unrelenting. Yet, amid this madness, there’s one thing that determines whether you’ll thrive or crash and burn: personal grounding.