Founders must delegate core skills at different revenue milestones. Development help can be hired as early as $10k MRR and repeatable sales around $25k MRR. However, core product strategy should remain founder-led until the company is much larger, often not until reaching $1.5M-$2M ARR.
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After achieving repeatability, the founder/CEO has a 'second job.' They must stop building and selling the product themselves and start building the company that does it for them. This means shifting from being the PM of the product to becoming the PM of the company.
Getting to $1M ARR can be driven by a founder's personal hustle. To scale to $10M and beyond, you must have a repeatable GTM recipe. The key question is: can you hire an average account executive off the street and teach them to replicate your success? If not, you don't have a scalable business.
Resist hiring quickly after finding traction. Instead, 'hire painfully slowly' and assemble an initial 'MVP Crew' — a small, self-sufficient team with all skills needed to build, market, and sell the product end-to-end. This establishes a core DNA of speed and execution before scaling.
Founders often mistake $1M ARR for product-market fit. The real milestone is proven repeatability: a predictable way to find and win a specific customer profile who reliably renews and expands. This signal of a scalable business model typically emerges closer to the $5M-$10M ARR mark.
While founder-led sales are critical, StackAI believes they waited too long to hire their first salesperson. Bringing in help earlier, around $500K ARR, would have accelerated their ability to test and refine their go-to-market strategy much faster.
Founders are "unicorns" with unique skill sets impossible to hire for in a single person. To scale and remove yourself as a bottleneck, break your responsibilities into their component parts (e.g., sales, marketing, product) and hire specialists for each, assembling a team that approximates your output, even at a lower margin.
Founder-led selling is essential for the first 6-12 months but becomes a critical growth bottleneck if it continues. Founders who can't let go create a self-fulfilling prophecy where the business can't scale beyond them. They must be coached to transition from being the primary seller to an enabler of the sales team.
Don't outsource these core skills before reaching $1.5M-$2M ARR. If your founding team has a gap, the best path is to learn the missing skill or intentionally limit your business scope, not to hire an agency or junior employee.
While development is a core skill, it sits lower on the hierarchy than sales, marketing, and product. Companies can bootstrap to millions in ARR with strong go-to-market execution and fix technical debt later, but the reverse is rarely true.