Article

The 10 Things Stakeholders Want Founders to Change

September 15, 2024

Being a founder is tough, and if you’re reading this, you know it. You’ve got vision, drive, and creativity. These are your natural strengths and the reasons you started this journey. But where do you need to grow to avoid hitting the wall like most founders do in the long run? Your direct reports, investors, advisors and key employees know the answer. 

 

Our data from 122 founders based on feedback from their teams, reveals a hard truth: You need to change. Based on coworker and investor ratings of the importance of 46 different competencies, this blog examines their priorities, the gaps between what they want and what you are doing. These aren’t just skills that would be nice for you to have. These are the areas where your key stakeholders are feeling frustrated, where they see you dropping the ball. When you fail to improve in these critical areas, you’re not just holding yourself back—you’re hurting your company. The people you work with are counting on you to step up, and when you don’t, it’s creating friction, delays, and missed opportunities.

 

1. Disciplined Decision-Making: Better Judgment and Overcoming Bias


Founders often thrive in fast-paced environments, but when decisions are made hastily, they risk being driven by bias rather than sound judgment. Whether it’s hiring the wrong person or choosing the wrong strategic direction, poor decisions can derail your company’s growth. Or, founders decide too quickly and impulsively and then must remake their original decision, leading to accusations of waffling. Direct reports get frustrated with reactive decisions and inconsistency, feeling confused about priorities. Investors get anxious when they see indecisiveness or impulsive decisions wasting resources. Effective decision-making requires discipline, not just instinct. Founders need to recognize their cognitive biases and tendency to be reactive and take deliberate steps to gather data, seek diverse input, and weigh all options before committing to critical decisions.

 

How to develop it:

  • Learn the difference between intuition and impulse: Founders often act on a hunch, mistaking impulse for valuable insight. Recognize that while intuition can guide you, it should be one data point among many. Treat your instincts as signals to investigate further rather than definitive answers.
  • Define the problem clearly: Before jumping to a solution, spend time carefully defining the problem. Often what seems like a symptom is indicative of a larger issue that requires deeper analysis.
  • Create a decision framework: Categorize decisions into high-impact ones that need careful analysis and low-impact ones that can be made quickly. For critical decisions, gather data and consult others. For smaller ones, act swiftly. This balances thoughtful decision-making with maintaining momentum.
  • Build a “star chamber” of advisors: Surround yourself with experienced voices who challenge your thinking before you make a fatal leap. Ask disconfirming questions to challenge assumptions and avoid bias: Instead of seeking validation, ask your team, “What am I missing?” or “Why might this idea fail?” These questions surface concerns, generate alternative solutions, and encourage open dialogue. This approach reduces bias and fosters a culture where diverse perspectives improve decision-making.

 

2. Strategic Implementation: Vision Means Nothing Without Execution


You’ve got big ideas, but without a clear, strategic plan, those ideas remain daydreams. Too often, founders confuse activity with progress, mistaking endless pivots for growth. Your team needs to know where the company is going, and you need the discipline to execute. They get discouraged when they see you spinning your wheels with little tangible progress in turning your grand vision into a concrete plan. Investors expect execution and get frustrated when you focus too much time on pig-picture thinking without a clear path to implementation

 

How to develop it:

  • Turn Vision into Actionable Steps: Break down your long-term vision into smaller, actionable milestones. Create clear, measurable goals for your team so that the grand vision is not just a distant ideal but a series of achievable steps.
  • Delegate Decision-Making Authority: Empower your teams to make decisions on execution. Founders often struggle with letting go, but successful implementation requires trusting your team with ownership over how goals are executed.
  • Institute Regular Review Cycles: Schedule frequent check-ins and progress reviews. These are not just for status updates but for course correction. Review data, analyze outcomes, and adjust strategies as needed to ensure that execution stays aligned with the broader vision.
  • Communicate the Why Behind the What: When assigning tasks, always explain how each piece of execution ties back to the bigger picture. Connecting the team's efforts to the company's overall vision keeps everyone motivated and aligned on priorities.

 

3. Focus and Prioritization: Don’t Drown in Distraction:


Most founders try to do too much and end up spinning their wheels. The result? Burnout, team frustration, and a company that’s stuck in neutral. If you’re not laser-focused on the right things, your startup is doomed to drift. You can overwhelm your team with too many initiatives leading to burnout and lack of focus. Investors lose confidence when you jump from idea to idea without delivering the results that matter the most.

 

How to develop it:

  • Learn to say no: Founders often get excited about every opportunity, but you need to say no to distractions that don’t align with your core priorities. This discipline is key to maintaining focus and driving meaningful progress​.
  • Stop prioritizing quantity over quality: Avoid the trap of busy work. Ensure that your time and energy are directed toward high-impact activities that genuinely move the company forward.
  • Set ruthless priorities: Start each day by asking, “What’s the highest-impact thing I can do today?” Focus on one bottleneck at a time.
  • Delegate non-critical tasks: You can’t do it all, and you shouldn’t try. Hire experts for areas outside your zone of genius.

 

4. Finding and Attracting Talent: The Right People Make the Difference.


You can’t scale without the right team, but many founders struggle to find, attract, and retain top talent. Hiring the wrong people—or worse, keeping the wrong people—can cripple your company’s ability to grow. Poor hiring decisions or a failure to let go of ineffective team members can create a dysfunctional environment and drag the team down. If key roles remain unfilled or the wrong people are in critical positions, investors will lose faith in your ability to scale the business.

 

How to develop it:

  • Use a disciplined hiring process: Create a structured approach to interviewing and hiring. Include input from multiple team members, ensuring the final decision is based on facts, not just gut feelings.
  • Hire for the team, not just the position: Consider how each new hire will fit within the broader team dynamic, ensuring a cultural and functional match that supports long-term growth.
  • Be strategic about hiring: Focus on the roles that will have the biggest impact on your company’s next stage of growth.
  • Invest in leadership development: Top talent wants to grow. Create opportunities for development within your organization, or they’ll leave.

 

5. Building Strong Teams: The Founder Doesn’t Scale, But Teams Do


In the early days, it’s easy to rely on a scrappy, all-hands-on-deck mentality. But as your company grows, that approach doesn’t work anymore. Teams need structure, defined roles, and accountability to scale. A lack of structure and clear roles leads to confusion and inefficiency, leaving employees feeling unsupported and unclear about expectations. Investors worry that if you can’t build a cohesive team, the company will stagnate.

 

How to develop it:

  • Promote psychological safety: Encourage open dialogue within your team by creating an environment where people feel safe to share ideas without fear of retribution. This fosters creativity and problem-solving​.
  • Clarify roles and responsibilities: As your startup scales, clearly define everyone’s role to avoid confusion and ensure that everyone knows what they are accountable for.
  • Foster a culture of collaboration: Your job is to align the team and ensure they work toward the same goals. Communicate openly and frequently.
  • Encourage Diverse Perspectives: Make diversity of thought and background a key component of your team-building strategy. Diverse teams tend to be more innovative and can tackle challenges from multiple angles, leading to better problem-solving and creativity.
  • Create Clear Feedback Loops: Establish a culture of continuous feedback, where team members feel comfortable providing and receiving constructive criticism. Clear feedback ensures that performance issues are addressed early, and improvements are made continuously.

6. Delegation and Empowerment: Let Go to Grow


Founders often struggle with delegation, feeling that nobody can do the job as well as they can. But this mentality only limits growth. To scale, you must empower your team to take ownership. Your employees will get frustrated with micromanagement and your failure to trust their abilities. This can cause you to become a bottleneck in decision-making. Investors will see your refusal to delegate as a sign that the company is too dependent on your decisions, limiting its scalability.

 

How to develop it:

  • Push decision-making down: Empower your team by delegating decisions to those who are closest to the issue. Trust that your team can make better, faster decisions when given the authority​.
  • Practice devolution: Encourage your team to take ownership of key tasks, allowing them to grow into leaders while freeing you up to focus on strategy.
  • Delegate with trust, not oversight: Empower your leaders by giving them the freedom to make decisions.
  • Set clear expectations: Ensure your team knows what success looks like, then get out of their way.

 

7. Accountability: Don’t Just Talk, Measure


Accountability is a dirty word for many founders, but it’s what separates the dreamers from the doers. Without accountability, projects stall, and growth falters. Your team needs to know that you’ll hold them to their commitments—and that you expect the same in return. A lack of accountability can result in complacency where people are not held to high standards. Teams get frustrated if you don’t hold people responsible for missed deadlines or poor performance. If investors feel that you are not addressing underperformance, they may begin to doubt that you can maintain operational discipline and deliver on promises. 

 

How to develop it:

  • Create a culture of accountability: Use metrics and milestones to track progress. Hold regular reviews to discuss what’s working and what isn’t.
  • Model accountability: As the founder, lead by example. If you want your team to deliver, make sure you’re following through on your own promises.
  • Create a team operating system: Implement a disciplined process to ensure that your team is held to high standards of excellence. Use objective data and milestones to track progress​.
  • Publicly recognize achievements, privately address failures: A culture of accountability flourishes when success is celebrated, and mistakes are handled in a supportive, private manner.

 

8. Coaching: Help People Be Successful


Founders often avoid difficult conversations, whether it’s giving tough feedback or resolving team conflicts. But dodging these issues only creates more problems down the line. To build a thriving company, you need to get comfortable with being uncomfortable. Employees will feel unsupported when you avoid giving feedback. Without clear guidance, team members are left to flounder, which negatively impacts morale and performance. Investors may see your avoidance of having tough conversations as a lack of the leadership skills needed to drive a high-performing team.

 

How to develop it:

  • Have tough conversations: Use frameworks like Radical Candor to give direct but empathetic feedback.
  • Encourage open dialogue: Create an environment where your team feels safe bringing up issues before they snowball into larger problems.
  • Practice active listening: Show that you value your team’s perspectives by actively listening and considering their ideas before making decisions. This not only improves trust but also fosters a culture of collaboration​.
  • Invest in development: People want to grow but they need to know where and how. Don’t just throw them in the deep end and expect them to swim. If you don’t feel qualified to coach them, then get outside help. 

 

9. Systems and Processes: Your Creativity Needs Structure


Startups thrive on flexibility, but scaling requires discipline. Without systems and processes in place, chaos will eventually ensue, and your growth will stagnate. A chaotic or inefficient work environment frustrates employees, as they constantly face obstacles that slow them down. Investors worry when companies grow without proper systems in place, and see it as signaling the operational inefficiency that can stifle growth.

 

How to develop it:

  • Don’t wait for things to break: Proactively address inefficiency and mistakes.
  • Document processes early: Standardize repetitive tasks so your team can focus on what matters most.
  • Adopt agile methods: Implement frameworks like OKRs (Objectives and Key Results) to keep your company adaptive but focused, ensuring that systems scale as your company grows​.
  • Regularly review and iterate: Your systems must evolve as your company grows. Continuously assess and refine your processes to ensure they remain effective and efficient.

 

10. Conflict Resolution: Avoiding Conflict Is a Leadership Failure


Founders often sidestep conflict, but unresolved tension drags down performance. Healthy teams have hard conversations, and great leaders create environments where those conversations happen constructively. Unresolved conflicts drag down performance and morale. Employees get frustrated when they see you not addressing tensions and let festering issues damage team dynamics. Investors worry that unresolved conflicts within the leadership team or with key employees could lead to bigger problems, such as leadership turnover or productivity losses​.

 

How to develop it:

  • Address conflicts early and openly: Avoiding tough conversations allows small issues to grow into bigger problems. Founders often sidestep conflicts due to discomfort or time constraints, but this avoidance can harm team dynamics. Address issues with empathy and a focus on solutions, ensuring problems don’t escalate.
  • Regulate emotional reactions: Emotional outbursts can fuel conflict rather than resolve it. Founders often react with frustration or impatience, which only intensifies tensions. Practice emotional control during disagreements, giving yourself space to process and focus on finding solutions rather than letting emotions dictate actions.
  • Train your team in conflict resolution: Equip them with tools like active listening and negotiation to handle disagreements productively.

 

Final Thoughts: The Hard Work That Pays Off

 

Being a founder means you’re always learning—often the hard way. The skills that come naturally to you won’t always be the ones you need to succeed long-term. The sooner you face these gaps, the faster you’ll grow, and the more scalable your company will become.


The choice is yours: keep struggling in the same ways or evolve into the leader your company needs to scale. Developing these skills won’t be easy, but it’s the difference between staying stuck or thriving.

 

Are you ready to step up?


As a founder, you possess the vision and drive that sparked your entrepreneurial journey. But to truly unlock your company’s potential, you need to address the leadership gaps that are holding you back. The good news? You don’t have to navigate this transformation alone. My leadership coaching is designed to supercharge your abilities in the critical areas where you need growth, from disciplined decision-making to effective delegation and beyond. Imagine turning your leadership challenges into strengths and your strategic plans into executable results.


If you’re ready to evolve and lead with unparalleled effectiveness, let’s work together to turn your vision into a thriving reality. Discover how my tailored coaching can help you overcome obstacles, inspire your team, and achieve lasting success. Get in touch today to learn more and take the first step toward a transformative leadership journey.

share this

Related Articles

Related Articles

The Trust Advantage: Build It or Break It
By Rich Hagberg July 18, 2025
The Trust Advantage: Build It or Break 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!
July 6, 2025
Reprint from Thought Economics, A Journey of Intellectual Capital
ALL ARTICLES