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Execution Trumps Ideas
Why 'bulldozer energy' won over industry expertise | Issue #001

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The founders who have all the answers arenโt always the ones who succeed.
This week, I'm examining two founders on opposite ends of the execution spectrum. One lacks perfect answers but radiates unstoppable energy, while the other has the right market knowledge but fundamental execution risks.
The difference? It all comes down to raw execution ability.
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Founder A | Founder B |
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๐ Age: 30-35 | ๐ Age: 40-45 |
๐ Geography: Bay Area | ๐ Geography: Midwest |
๐ Stage: Early-stage, recent pivot | ๐ Stage: Pre-product |
๐ฅ Industry: Longevity & human optimization | ๐ฆ Industry: Insurance tech startup |
๐ Background: Stanford undergrad โ Athlete โ McKinsey | ๐ข Background: Serial founder with multiple insurance exits |
๐ฅ X-Factor: "Bulldozer energy" - pure determination in the face of uncertainty | โ๏ธ X-Factor: Strong industry expertise, but limited technical startup experience |
๐๐ก๐ ๐๐จ๐ฐ๐ง๐ฅ๐จ๐๐
๐ ๐จ๐ฎ๐ง๐๐๐ซ ๐: ๐๐๐ฌ โ
I said โyesโ because of their undeniable potential.
Their "bulldozer energy" was immediately apparent - they knew where they were going and wouldnโt let obstacles stop them. While they didn't have perfect answers to all my questions, their background shows they can perform in different domains.
What really impressed me was their willingness to pivot. Initially focused on male fertility, they recognized that the product had low margins and limited scalability. Rather than stubbornly pushing forward, they leveraged their research and platform to expand into the broader longevity space, where potential margins and the market opportunity are higher.
The recent pivot doesn't concern me - it demonstrates willingness to adapt rather than stubbornly pursuing a failing path. Plus, their career experience provides solid downside protection even if the business fails.
This combination made it a yes.
๐ ๐จ๐ฎ๐ง๐๐๐ซ ๐: ๐๐จ โ
A month of consideration led to a reluctant pass.
We really wanted to make this work given the founder's strong insurance industry expertise - they had successfully built and sold multiple insurance agencies, giving them a deep domain knowledge for their InsurTech venture.
However, the red flags were impossible to ignore: they met their technical co-founder just a few months prior to the conversation. Additionally, they were planning to outsource development for over $150K to build their app - an approach Iโve seen fail in the past. The core product would essentially live outside the founding team, making iterations costly and knowledge transfer difficult.
Despite their impressive track record in traditional insurance and a business thesis I genuinely liked, this approach to building tech rarely succeeds. The founder-market fit was excellent, but the execution approach presented too much risk. If they return with in-house technical talent instead of outsourced development, Iโd strongly reconsider.
This combination made it a no.
๐๐ฒ ๐๐ฎ๐๐ซ๐ข๐ค
๐ ๐ฏ๐ข๐ฌ๐ฎ๐๐ฅ ๐๐ซ๐๐๐ค๐๐จ๐ฐ๐ง ๐จ๐ ๐ค๐๐ฒ ๐๐๐๐ญ๐จ๐ซ๐ฌ ๐ข๐ง ๐ฆ๐ฒ ๐ข๐ง๐ฏ๐๐ฌ๐ญ๐ฆ๐๐ง๐ญ ๐๐๐๐ข๐ฌ๐ข๐จ๐ง

The numbers reveal why Founder A's combination of grit and untapped potential ultimately outweighed Founder B's strong business fundamentals.
๐๐ง๐ ๐๐ ๐๐ฆ๐๐ง๐ญ ๐๐จ๐ซ๐ง๐๐ซ
Q: "Is it better to launch quickly with outsourced development or wait until I find the right technical co-founder?"
This depends entirely on your business and timeline, but companies with in-house technical talent significantly outperform those relying on outsourced development, especially in the earliest stages.
Outsourced development can lead to three major issues:
Expensive iterations (every change costs more money)
Knowledge stays outside your company
Technical decisions made without full business context
If you absolutely must launch quickly, consider a hybrid approach: use an outsourced team to build a minimal MVP while simultaneously recruiting your technical co-founder who can eventually take ownership.
๐๐ก๐๐ญ'๐ฌ ๐๐๐ฑ๐ญ?
What would you like to see in next in The Talent Ledger? |
๐๐ฅ๐จ๐ฌ๐ข๐ง๐ ๐๐ก๐จ๐ฎ๐ ๐ก๐ญ๐ฌ
Ideas are easy. Execution is everything. The balance sheet of success always shows execution as the greatest asset.
Many investors get caught up in the perfect plan, but in early-stage investing, it's all about betting on people who can execute through uncertainty. Having all the answers often means you haven't asked the hard questions yet.
Auditing more talent next week,
Will Stringer

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