01 / SUBMIT
Tell me what is actually happening.
Explain the business, the constraint and what you have already tried. Specifics are more useful than polished language.
Bring Me Your Biggest Problem
Bring me the problem you cannot solve.
Real advisory businesses. Real constraints. No canned answers. If there is a consequential problem inside your business that you have not been able to solve, I want to hear it.
The best conversations start where the easy answers stop.
Most business advice starts with the answer. I would rather start with the diagnosis.
A lot of problems inside advisory businesses are misdiagnosed. A marketing problem may actually be a positioning problem. A sales problem may really be a qualification problem. A technology problem may be an operating-model problem.
Bring Me Your Biggest Problem is built around getting underneath the first explanation. We work through the business as it actually exists, challenge assumptions when necessary and identify what I would do next if I were sitting in your seat.
Who should apply
Bring a real business and a real constraint.
This is designed for people building and operating businesses in financial services who are willing to have an honest conversation about what is working, what is not and what may need to change.
01
Independent Advisors
You are building an advisory practice and have hit a constraint
around growth, marketing, sales, positioning, technology,
operations or scale.
02
RIA Owners + Executives
You are responsible for a larger organization and the problem
affects how the firm grows, operates, competes or prepares for
what is coming next.
03
Financial-Services Founders
You are building a company, platform or technology serving the
financial industry and need to pressure-test a consequential
business problem.
04
Operators
You are close enough to the business to know what is actually
happening and have the authority or influence to act on what
comes out of the conversation.
The size of the company is not what makes the problem interesting.
The quality of the problem matters more. This is about useful problem solving, not flattering founder profiles. A strong company with a weak submission is less interesting than a smaller company with a sharp, consequential problem.
What happens next
The process is intentionally simple.
02 / REVIEW
We look for a problem worth unpacking.
Not every submission becomes an episode. The problem has to be specific, consequential and useful enough to explore publicly.
03 / DIAGNOSE
We get underneath the stated problem.
Marketing problems can be positioning problems. Sales problems can be qualification problems. Technology problems can be operating-model problems.
04 / WORK IT
We work through what I would do next.
No magic formula. No fake certainty. The goal is a sharper diagnosis, better decisions and a useful path forward.
Submit your business
What is the problem?
Give me enough context to understand the business and enough honesty to understand the constraint.
Submitting does not guarantee participation. The information
provided here is used to evaluate potential fit for the show and
related editorial content.
The polished story is less interesting than the hard problem.
If you are not submitting a business but want to understand the broader thinking behind the show, AI-native financial companies and the future of advice, keep exploring.
Explore the Ideas →