Co-founder splits, vesting, and your first five hires
Why near-equal splits with vesting beat "we'll sort it later", when to actually make hire number one, contractor vs employee, and how big an ESOP pool to set aside — with the equity guides worth reading in full.
Vishal · today
The frame
Most startups die of founder problems, not market problems. Two things prevent the common ones: an honest equity conversation early, and vesting on everyone including the founders. Both feel awkward and both are cheap insurance.
The co-founder split
· Near-equal beats lopsided. A 90/10 split usually means the 10% person checks out within a year; a 60/40 among equals breeds a decade of quiet resentment. Small differences for real differences (full-time vs part-time, who carries the salary risk) are fine; large ones rarely age well.
· Vesting for founders too. Standard is four years with a one-year cliff. If a co-founder leaves after six months, their shares return to the company instead of walking out the door — this protects whoever stays.
· Put it in writing before you incorporate: split, vesting, roles, what happens when someone leaves, how you break a tie.
· If contributions are genuinely uncertain and pre-funding, look at Slicing Pie — a dynamic model that splits equity by inputs until you raise.
Your first hires
· Make hire #1 when you are personally the bottleneck on something core and will stay that way — not to look bigger.
· Contractor first for anything you're unsure about or that isn't core. Convert to employee once the need is proven and permanent.
· Hire for the next twelve months, not the org chart you imagine at Series B.
· The first five people set the culture whether or not you write one down. Slow down for these.
The option pool
Set aside roughly 10–15% for early employees, created as a proper ESOP pool via board resolution. Grant on four-year vesting with a cliff, same as founders. Be explicit with candidates about strike price, vesting and what happens on exit or if they leave — vague equity promises are worse than none.
Read in full
· Index Ventures — "Rewarding Talent" — the reference on sizing and structuring option grants.
· Holloway — Guide to Equity Compensation — plain-English explanations of options, RSUs, taxes and offer negotiation.
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