Factory's founder views fundraising as a milestone marking a shift in the company's state, triggered by rapid growth and the need to scale the team, rather than an end goal. This mindset keeps the focus on the core business.
Related Insights
The founder describes growth not as a smooth upward curve, but as a series of chaotic 'bursts.' Each spurt breaks existing systems and requires intense effort to adapt processes and thinking to meet the new demand. The feeling of success only arrives after the chaos has been managed and new systems are in place.
Raise capital when you can clearly see upcoming growth and need resources to service it. Tying your timeline to operational milestones, like onboarding new customers, creates genuine urgency and momentum. This drives investor FOMO and helps close deals more effectively than an arbitrary deadline.
Around the $5 million revenue mark, a founder's primary responsibility shifts from operational tasks to talent acquisition. This transition to becoming a "collector of people" is often jarring but essential for scaling further, mirroring the biblical "fisher of men" concept applied to business.
Flexport's CEO advises founders who've raised a large round to immediately implement a 90-day hiring freeze. This prevents the team from defaulting to hiring as the solution to every problem, reinforcing a culture of internal problem-solving and preventing the new capital from creating bloat and slowing the company.
The founder classifies fundraising into six buckets: finding PMF, funding growth, employee liquidity, trust/publicity, strategic partnerships, or ego. This framework helps founders avoid raising capital for momentum's sake, which often adds unnecessary risk and dilution.
Investors like Stacy Brown-Philpot and Aileen Lee now expect founders to demonstrate a clear, rapid path to massive scale early on. The old assumption that the next funding round would solve for scalability is gone; proof is required upfront.
Founder Harris Kenney frames hitting break-even as 'the end of the beginning.' This reframes profitability not as a destination, but as the transition from survival-mode (building a product) to a new phase of strategic growth (building a company). The core challenges shift entirely.
The most effective fundraising strategy isn't a rigid, time-boxed "process." Instead, elite founders build genuine relationships with target VCs over months. When it's time to raise, the groundwork is laid, turning the fundraise into a quick, casual commitment rather than a competitive, game-driven event.
Founders mistakenly believe large funding rounds create market pull. Instead, raise minimally to survive until you find a 'wave' or 'dam.' Once demand is so strong you can't keep up with demo requests, then raise a large round to scale operations and capture the opportunity.
