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Founder advisory

I help with the decisions that are hard to reverse.

  • You’ve built something and can’t tell if the lack of traction is the product or the market.
  • You back a company that needs help and you’d rather send someone who has done it than someone who has studied it.
  • You’re selling into companies far bigger than yours and every deal stalls somewhere you can’t see.
  • You have an idea you believe in but the numbers behind it are still a guess.

Five companies, one failure

I’ve turned five ideas into bootstrapped SaaS companies that have generated seven figures in revenue. Some of my first clients were Harvard, SAP, and Yale. No sales team. No investors.

One of my biggest failures was a company that never found product-market fit. We overbuilt it feature by feature until the reason people showed up in the first place was buried under everything we’d added. It took two years to see the fix wasn’t more work, it was less. We stripped it down and pivoted. That version is alive and profitable today. That’s the kind of mistake I now help founders catch early, before it costs them the same two years.

Overbuilding is just one version of it. The pattern shows up in pricing, hiring, positioning, and product scope too, any decision that’s expensive to reverse.

That’s what 11+ years, five companies, and one hard failure taught me to spot early. It’s what I help other founders avoid.

Ben Comstock in a dark collarless shirt, head tilted, smiling.

What founders usually bring me

  • Selling into Fortune 500.

    B2B sales, procurement, legal, twelve month cycles. SAP, Harvard, Mondelez, Yale.

  • Knowing when to stop.

    I pivoted two years later than I should have. I know the signs now.

  • Pricing.

    Enterprise contracts, self-serve, and when a product should be neither.

  • Staying profitable without raising.

    Five companies, no outside money.

  • First hires.

    When to hire, what to contract, and what never to hand off.

  • Founder-led sales, and when to stop doing it yourself.

    The handoff most founders get wrong, in both directions.

  • Running more than one thing at once without any of them dying.

    Four companies, currently operating.

How it works

  • Advisory retainer

    Someone who already knows your business when the decision comes up.

    from $2,500 a monthcancel anytime

  • Strategy session

    One problem, worked through properly, with a written plan at the end.

    $800written plan within a few daysno commitment after

For accelerators

Working sessions for a cohort.

The same work as a strategy session, with the whole room in it.

from $1,500 per cohortin person or remote

Next step

Let’s talk it through.