AI Executive Coaching — Dr. Richard Hagberg
AI-Powered Executive Coaching

Decades of founder coaching.
Available whenever you need it.

Dr. Richard Hagberg has spent 40+ years coaching founders and CEOs through the hardest decisions in business. Now his methodology is available as an AI coaching companion — on demand, day or night.

Start Free — 10 Messages
No credit card required to try

Dr. Hagberg has personally coached executives at companies from early-stage startups to the Fortune 500, authored Founders Keepers , and built one of the largest proprietary leadership datasets in the field — spanning thousands of executives across industries and stages of growth.

How It Works
Real coaching methodology. Not a generic chatbot.
This isn't ChatGPT with a leadership prompt. It's a system trained on Dr. Hagberg's proprietary frameworks, pattern recognition, and decades of founder-specific insights.
01

Start a conversation

Describe what you're facing — a tough hire, a co-founder conflict, a scaling challenge, a board dynamic — whatever is keeping you up at night.

02

Get pattern-matched insight

The AI draws on decades of founder coaching data to identify patterns, risks, and blind spots specific to your situation — not generic advice.

03

Work toward a decision

Through guided follow-up questions and frameworks, the conversation moves you toward clarity and a concrete next step — not just validation.

What Founders Ask About
Built for the real problems founders face
Every conversation draws on research and direct coaching experience across these areas and more.
✓ Co-founder dynamics
✓ Hiring & firing executives
✓ Scaling your leadership style
✓ Board management
✓ Delegation & letting go
✓ Managing through fundraising
✓ Team culture & accountability
✓ Founder isolation & burnout
✓ Difficult conversations
✓ Transitioning from builder to CEO
✓ Executive presence & communication
✓ Identifying your blind spots
Pricing
Unlimited access to AI coaching
Start with 10 free messages. When you're ready, choose the plan that fits.
Monthly
$499 /mo
 
  • Unlimited coaching conversations
  • Full access to all topic areas
  • Cancel anytime, no commitment
  • Priority support
Get Started
Most Popular
Quarterly
$1,297 /quarter
$432/month — save 13%
  • Everything in Monthly
  • Locked-in rate for 3 months
  • Best balance of value & flexibility
  • Priority support
Get Started
Annual
$4,497 /year
$375/month — save 25%
  • Everything in Quarterly
  • Lowest monthly rate
  • Full year of coaching access
  • Priority support
Get Started

Direct Coaching with Dr. Hagberg

For founders who want the full experience — personalized leadership assessment, 360-degree feedback, and six months of one-on-one video coaching with Dr. Hagberg directly. AI coaching access included.

Inquire — Starting at $50K
[ Photo of Dr. Hagberg ]
About

Dr. Richard Hagberg

Richard Hagberg is an organizational psychologist who has spent over four decades coaching founders, CEOs, and senior executives. His work spans early-stage startups to publicly traded companies across technology, healthcare, semiconductors, and venture capital.

He is the author of Founders Keepers and the creator of proprietary leadership assessment tools including the Personality Leadership Profile — instruments used with thousands of executives to surface the patterns that drive success and the blind spots that silently erode it.

His AI coaching companion is built on this same body of research and direct experience — not on generic leadership content scraped from the internet.

40+
Years coaching
1000s
Executives assessed
1
Published book
Questions
Common questions
Is this just ChatGPT with a coaching prompt?
No. The AI is trained on Dr. Hagberg's proprietary research, frameworks, and decades of direct founder coaching experience. It draws on pattern data from thousands of executive assessments — not generic internet content.
What kind of questions can I ask?
Anything you'd bring to a coaching session — co-founder tensions, hiring decisions, board dynamics, scaling challenges, communication issues, team culture problems, or any leadership challenge you're navigating. The more specific you are, the more useful the responses.
Is my conversation private?
Yes. Your conversations are not shared with other users and are not used to train the AI further. Your coaching sessions are confidential.
Can I switch to direct coaching with Dr. Hagberg later?
Absolutely. The AI coaching companion is designed to be valuable on its own, but founders who want deeper, personalized work — including leadership assessments and 360-degree feedback — can engage Dr. Hagberg directly for a comprehensive coaching engagement.
Can I cancel anytime?
Monthly plans can be cancelled at any time. Quarterly and annual plans are paid upfront and provide access for the full period purchased.
What if I've already done a leadership assessment with Dr. Hagberg?
Even better. Clients who have completed a Personality Leadership Profile or 360-degree assessment will find that the coaching conversations build naturally on that foundation. We're actively building deeper integrations for assessment clients.
Try it now. Ten messages, no commitment.

See for yourself whether this is the kind of coaching that moves the needle.

Start Your Free Conversation