Your Guide
Brooke Bains
A no-B.S. truth teller and space holder. I help you remember who you actually are, clarify what you want and why it matters, and build the structure that turns it into work you love and wealth that’s yours.
The track record
Twenty years inside
the machine.
From shaping go-to-market strategies for large corporations to nurturing high-growth startups, I have lived across the full spectrum of profitable, unprofitable, and wealth-generating businesses.
- ■Bootstrapped a multi-million dollar healthcare tech company
- ■Owned and operated a functional medicine clinic
- ■Experienced a FinTech IPO as an executive
- ■Raised more than $75 million in venture capital with startups
- ■Co-developed early AI technology acquired by the Fortune 100
- ■Acquired companies and been acquired
- ■Angel investor and Techstars mentor
The turning point
When momentum
hides misalignment.
I was the one everyone leaned on. The strategist. The closer. The person who could walk into any room, read it in seconds, and move the business forward. I built my entire identity around that ability.
Then my nervous system gave me the truth. Years of self-override, urgency, and relentless performance caught up. I got sick. I got fired. I lost financial footing when business and marriage collided. From the outside: momentum. Inside: exhausted in a way ambition could not fix.
I stepped away from the image to rebuild the person. Not a sabbatical. Not a pivot. A complete disassembly.
“You don’t need to walk away. You need to turn it around. And turnaround is a skill.”
The rebuild
Seven years building
a better system.
My collapse wasn’t only professional. It hit my body, my emotions, and my energy all at once, and you cannot think your way out of that. So I rebuilt the whole person, not just the career.
That search took me deep into Eastern medicine and other healing traditions, and I’ve stayed with it for twenty years. It shapes how I approach everything now: nutrition, movement, supplementation, and how I build a business.
Out of that came the alignment system I teach. The throughline is simple. You and your business are one system. Tend one part and neglect the rest, and nothing holds. So this work is whole-you: when something is stuck, we look at how it all connects, and we solve it from there.
The three lessons that
changed everything.
Start with value
Wealth follows value. Not the reverse. Build what creates real value and the financial model reveals itself.
Know what is unique about you
Develop the right model and match it to your funding plan. Doing it in reverse is disastrous.
Define what you want and why it matters
Clarity is not a luxury. It is infrastructure. Without it, every decision is a guess.
How I work.
I will not teach something unless I have lived it, tested it, and made it simple enough to practice in five minutes a day.
No jargon. No babble. No B.S.
Compassionately direct. I have explored the patterns and drawn seemingly unrelated connections to make sense of something confusing, so you don’t have to.
Systems, not advice.
New systems are what propel change. This is not accountability coaching. This is alignment coaching with execution structure.
Challenge, advocate, uplift. Not a crutch.
The client does the work. I provide the structure, the gut-check, and the guide.
Beyond the coaching room.
Co-leading the Retrocause Fellowship (opens in new tab) with Amos Schwartzfarb, a 2-year program for founding CEOs
Playing my inner rock star as a singer with Future Hippies of Punk. Check us out on Spotify (opens in new tab)
Deepening my study of Eastern Medicine and Functional Nutrition toward board certification in nutrition end of 2026
Practicing Qigong, singing loudly, developing sound experiences, and taking epically long walks with my husband and friends
Developing a med spa concept and product with a good friend
Thoroughly enjoying my life and grateful for the journey that brought me here
In their words.
“Nobody has ever had a bigger impact on me at a time when I needed it as acutely. Brooke sized up the situation in what seemed to be a millisecond, and guided me with technical expertise and high EQ in her no-nonsense, but very kind way.”
Jennifer L.
Managing Director, Public Speaking & Coaching Technology
“Brooke’s coaching brings a necessary revival in an industry often mired in conventional methods. She doesn’t just teach strategies; she rejuvenates them with fresh perspectives.”
Kimber F.
CEO & Co-founder, Travel Technology
“You’ve got this punk rock methodology, and it needs to be shared.”
Jenny E.
CEO
“Brooke is an executive athlete. I’ve seen her create strategic initiatives with c-level executives, flex her go-to-market prowess, and rally cross-functional teams to accomplish improbable things.”
Neil P.
CEO & Board Member, Enterprise Software
Common questions
Questions people ask.
Who is Brooke Bains?
Brooke Bains is the founder of Bold Enterprise, a coaching practice for accomplished women building businesses. She has 20+ years of business-building experience, including bootstrapping a multi-million dollar healthcare tech company, navigating a FinTech IPO as an executive, helping startups raise $75M+ in venture capital, and co-developing AI technology acquired by a Fortune 100. She developed the Bold Enterprise alignment system over seven years following her own nervous system crash and identity collapse at 37, and is deepening her study of Eastern Medicine and Functional Nutrition toward board certification in nutrition end of 2026.
What is Bold Enterprise?
Bold Enterprise is Brooke's coaching practice. The flagship offering is a 90-day 1:1 coaching sprint that integrates nervous system regulation, identity clarity, and practical business execution through three proprietary tracking tools: Living Integrity™, Energy Drift™, and Structured Momentum. It is application-only and results-driven.
Who is the 90-day coaching sprint for?
Accomplished women (senior leaders, executives, and entrepreneurs) who want to build their own businesses without replicating the systems that burned them out. Typical clients include women leaving corporate for their own business, entrepreneurs hitting plateaus they cannot push through, and high-achievers who have done inner work but cannot translate awareness into action.
How is this different from other business coaching?
Most programs skip straight to strategy. Bold Enterprise treats the nervous system as infrastructure: stabilize the builder first, protect capacity second, then execute. Internal work and business work happen simultaneously, not sequentially. It is 1:1 coaching with Brooke, not a group program or course, and uses three proprietary daily tracking tools for behavior change, not just insight.
What does the 90-day coaching sprint include?
Weekly 1:1 coaching sessions with Brooke, three proprietary daily tracking tools, and five to ten minutes of daily practice. The three phases are Internal Stabilization (days 1–30), Capacity Protection (days 25–55), and Business Execution (days 45–90). By day 90, clients have a regulated internal operating system, a clear seasonal target, a simple P&L, and evidence they can build without burning out.
How do I start working with Brooke?
Start by booking a Power Sesh, a paid 1:1 strategy conversation via Calendly. If the work is a fit, the fee is credited toward the 90-day coaching sprint or any other service offering. The engagement itself is application-only; Brooke selects for fit and readiness.
Everything is
turn aroundable.
Survival is not a strategy. You already know that. The question is whether you are ready to build differently.
Paid strategy call. Credited toward any 90-day coaching sprint or service offering.