Source
Cheeky Pint — The company building underwater drones for $50,000 (October 15, 2026) ·
at 39:46 ▸
When this applies
when evaluating whether to pursue a customer segment with long sales/procurement cycles but potentially high switching costs
The takeaway
Long, bureaucratic procurement processes, while slow to close, often produce the stickiest customer relationships because the approval friction that kept you out also keeps competitors out once you're in.
Why it works
Lengthy qualification processes (master service agreements, clearances, contract vehicles) create high switching costs once a vendor is approved, because competitors would have to go through the same multi-year process to displace them.
One level up
Evaluate 'bad buyers' not just by sales cycle length but by the durability of the relationship they create once won — venture-backed companies can afford to trade cash burn now for stickiness later.
Where it stops holding
This stops working when the company runs out of capital before completing the procurement process, or when the buyer's switching costs are actually low despite bureaucratic appearance.
Detail
rule: Treat long government/regulated procurement cycles as a venture-fundable investment: expensive patience now buys very sticky, reliable revenue later.
threshold: Applies when winning the contract requires qualification steps (MSAs, clearances, contract vehicles) costly enough that competitors won't easily repeat them to displace you within ~2 years.
rationale: Once you win those contracts, you're very sticky, actually... they don't want to wait two years to put someone else in against you. Chris adds: once these companies actually get to the contracting phase, they're very reliable and very bankable.
In their words
I think they're actually the shape of business that venture companies are actually very well suited to go after.