Bring Me Your Biggest Problem

Submit your business.

If you run an advisory business and there is one problem you cannot seem to solve, I want to hear it. Marketing. Sales. Technology. Operations. Positioning. AI. Growth. Bring the real problem—not the polished version.

This is not another financial-services interview podcast.

I am more interested in the problem you cannot hide than the success story you can rehearse.

Most business content starts after the hard decisions have already been made. The messy part gets edited out. The failed experiments disappear. Everyone sounds smarter in retrospect.

This show starts earlier. The goal is to diagnose the constraint, challenge the assumptions behind it and work through what I would actually consider doing next.

Who should apply

Bring something worth solving.

You do not need a perfect company. You do need a real operating business, a meaningful constraint and enough openness to have your assumptions challenged.

01
You run the business.
Owners, founders, executives and decision-makers are the best fit because the discussion should lead to decisions—not another list of ideas someone else has to approve.
02
The problem is specific.
“We need more growth” is too vague. “We generate leads but our first-meeting show rate is poor and our follow-up is fragmented” gives us something we can actually diagnose.
03
You can handle disagreement.
I may think the problem is not the problem. I may challenge the strategy, the economics, the technology, the positioning or the way you have designed the business.
04
You are willing to be useful.
The best episode should help more than one company. Your situation should expose a broader lesson about growth, sales, marketing, AI, operations or building a modern advisory firm.
This is probably not a fit if you mainly want promotion.

The show is built around 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.

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.

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.
01 About you
02 The business
Which area is closest to the problem? *
03 The problem
04 The conversation
Are you comfortable having your assumptions challenged? *
Are you open to discussing the problem publicly? *
By submitting, you acknowledge that this is an editorial application and not a request for individualized investment, legal, tax or compliance advice. See the Privacy Policy and Disclosures.

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 →