After selling his company, the founder experienced six months of bliss followed by a period of feeling useless and lacking purpose. This 'valley of shadows' is a common but rarely discussed phenomenon where accomplished founders struggle with a loss of identity and intensity, ultimately driving them to build again.
In fast-moving industries like AI, achieving product-market fit is not a final destination. It's a temporary state that only applies to the current 'chapter' of the market. Founders must accept that their platform will need to evolve significantly and be rebuilt for the next chapter to maintain relevance and leadership.
After realizing their initial idea was wrong, the founder tried to return $200K to angel investors. The investors refused, stating their investment was in the founders, not the specific idea. They insisted the team take the money and pivot, demonstrating that early-stage bets are often on people's potential to find a solution.
The founder's number one piece of advice is to 'get on the plane.' In an era of digital communication, physically meeting customers is a powerful differentiator. He was shocked by how many customers said his was the only startup vendor to ever visit their office. This direct, in-person connection provides insights that competitors miss.
The moment you find product-market fit is not a time to celebrate; it's a signal that competitors will soon flock to your space. The founder’s immediate reaction was paranoia and an urgent need to build a moat, raise capital, and scale aggressively. The discovery of 'gold' means you must instantly shift from exploration to defense.
Product-market fit isn't a sudden switch but a palpable shift in momentum. As a founder, you feel the change from pushing against the current (hard selling with little traction) to suddenly being pulled by it (easier sales, inbound interest). This directional change in velocity is the clearest signal that you're onto something.
Past success can create a dangerous belief that 'I know how to do this.' Second-time founders must actively fight confirmation bias. The fundraising process, even when capital is easy to access, serves as a crucial crucible to hold ideas accountable and ensure they are building something the market truly needs, not just what they think it needs.
Promote IQ succeeded by targeting large retailers, a market other startups avoided due to its notoriously difficult and long sales cycle. They turned this pain point into a strategic advantage. By mastering the difficult sales process, they created a high barrier to entry that gave them time and space to dominate the category before competitors could catch up.