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The Art of Timing
Why the right moment often outweighs the right implementation

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Sometimes, great teams build the right product at the wrong time. Other times, good-enough execution, perfectly timed, creates outsized success.
I evaluated two founders this week that perfectly illustrate this dynamic. One caught a regulatory wave with a solution that arrived precisely when customers needed it most, while another built a technically impressive product for a market that doesn't exist yet.
Today, I'm analyzing how market timing can make or break even the sharpest execution - and how to spot markets truly ready for disruption.
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Founder A | Founder B |
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๐ Age: Late 30s | ๐ Age: Early 30s |
๐ Geography: Mid-Atlantic | ๐ Geography: Northeast |
๐ Stage: $10K+ in early revenue from 3 paid pilots, pre-seed | ๐ Stage: Fully built MVP, no paying users, $150K+ raised |
๐ข Industry: B2B procurement SaaS for government contractors | ๐ฅฝ Industry: VR social platform for remote team-building |
๐ Background: Former federal procurement officer, 10+ years inside the pain point | ๐จ Background: Design and media studies, experience at major VR gaming studio |
๐ฅ X-Factor: Launched right as new regulations forced contractors to update their systems | ๐ก X-Factor: Beautifully designed product with imaginative vision |
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๐ ๐จ๐ฎ๐ง๐๐๐ซ ๐: ๐๐๐ฌ โ
This founder's B2B procurement platform demonstrates the power of perfect market timing. They built a vendor management solution just as new regulations forced contractors to modernize their compliance systems.
With only $10K+ in early revenue from their first three customers, the speed to first dollar told the real story - they signed contracts within three months of launching. This quick adoption wasn't luck; it resulted from recognizing a regulatory shift creating urgent demand.
As a former federal procurement officer, they had firsthand knowledge of the problem. This insider perspective allowed them to recognize when the market would suddenly need their solution and be ready when that moment arrived.
Despite lacking startup experience - initially a concern - they quickly converted domain knowledge into paying customers. When customers are actively searching for solutions, even a basic product can gain traction.
This combination of right product, right time, right customer made it a yes.
๐ ๐จ๐ฎ๐ง๐๐๐ซ ๐: ๐๐จ โ
This founder's VR social platform showcases exceptional execution for a market that doesn't exist yet. The virtual environments were thoughtfully crafted, the avatars were expressive, and the collaborative features were genuinely innovative. From a pure product perspective, this was excellent work.
However, our research revealed a fundamental timing problem. Remote teams simply aren't prioritizing VR solutions yet - they're still struggling with basic collaboration challenges and aren't seeking additional complexity.
Despite having a fully built MVP for months, they couldn't convert enthusiasm into paying customers. The absence of revenue wasn't due to product issues but rather to timing โ they were too early by several years.
The founder showed impressive technical and creative skills, but built for a future market rather than a present need. If major shifts occurred or clear enterprise demand emerged, this would be a different conversation.
This combination of strong execution but misjudged timing made it a no.
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๐ ๐ฏ๐ข๐ฌ๐ฎ๐๐ฅ ๐๐ซ๐๐๐ค๐๐จ๐ฐ๐ง ๐จ๐ ๐ค๐๐ฒ ๐๐๐๐ญ๐จ๐ซ๐ฌ ๐ข๐ง ๐ฆ๐ฒ ๐ข๐ง๐ฏ๐๐ฌ๐ญ๐ฆ๐๐ง๐ญ ๐๐๐๐ข๐ฌ๐ข๐จ๐ง

This comparison reveals how market readiness can outweigh even exceptional talent and execution, creating a counterintuitive investment decision.
๐๐ง๐ ๐๐ ๐๐ฆ๐๐ง๐ญ ๐๐จ๐ซ๐ง๐๐ซ
๐: ๐๐จ๐ฐ ๐๐๐ง ๐๐จ๐ฎ๐ง๐๐๐ซ๐ฌ ๐ข๐๐๐ง๐ญ๐ข๐๐ฒ ๐ญ๐ก๐ ๐ซ๐ข๐ ๐ก๐ญ ๐ฆ๐๐ซ๐ค๐๐ญ ๐ญ๐ข๐ฆ๐ข๐ง๐ ๐๐๐๐จ๐ซ๐ ๐๐จ๐ฆ๐ฆ๐ข๐ญ๐ญ๐ข๐ง๐ ๐ญ๐จ ๐๐ฎ๐ข๐ฅ๐?
A+ execution on a D- timing opportunity still nets out to a pass. Meanwhile, even a scrappy MVP can fly if the market is begging for a solution.
The most reliable timing signals I look for center around market pull versus push. When potential customers are actively seeking solutions rather than needing education on why they should care, timing is right. Watch for market indicators like regulatory changes creating new requirements, platform shifts enabling new behaviors, or buyers facing urgent pain points they're actively trying to solve.
Sometimes the smartest move is knowing when not to build. If you're consistently hearing "this could be interesting in the future" rather than "when can I start using this?", you're likely too early. Being too early is just as fatal as being too late, but with a longer, more expensive death.
I advise founders to conduct time-to-first-meeting tests before building anything. How quickly can you get potential customers to talk about your concept? When decision-makers eagerly discuss your idea (not just the finished product), the market timing is likely right.
๐๐ก๐๐ญ'๐ฌ ๐๐๐ฑ๐ญ?
What would you like to see next in The Talent Ledger? |
๐๐ฅ๐จ๐ฌ๐ข๐ง๐ ๐๐ก๐จ๐ฎ๐ ๐ก๐ญ๐ฌ
Market timing can override almost any other founder quality. As I observed in my analysis of Smart Resource Deployment, recognizing the right signals often matters more than having the perfect solution.
The contrast between these founders tells a clear story: one recognized a critical moment when customers suddenly needed a solution, while the other built an impressive product for a future that hasn't arrived.
The ledger entry is clear: bet on founders who can read market timing accurately. Great entrepreneurs aren't just skilled builders โ they're attentive listeners who can spot when customers are ready for what they're building.
Auditing more talent next week,
Will Stringer

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