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Team planning

Planning your first technical hires

How to sequence early technical hires against runway and delivery: what to hire first, what to defer, and how to model the combined cost of a hiring plan.

In short

Sequence early technical hires by what unblocks delivery soonest, not by org chart tidiness. Decide the order first, attach months to it, then model the combined cash impact of the whole plan rather than approving roles one at a time.

Key facts

Sequence by
What unblocks delivery soonest
Model
The whole plan, not one role at a time
Watch
Two hires whose costs land in the same month
Revisit
Every funding event or plan change

Four steps to a defensible plan

  1. List the blockers, not the roles

    Write what is currently stopping delivery — for example 'nobody owns infrastructure' — then decide which of those a hire actually fixes.

  2. Order them

    Rank by how much each unblocks. First hires should remove the constraint that everything else is waiting on.

  3. Attach months

    Put an intended start month against each role, allowing more time for scarce or deep-technical searches.

  4. Model the combined cost

    Add every role to the team hiring planner with its phasing to see total payroll and total recruitment cost month by month.

Sequencing patterns that tend to hold

  • Hire the person who removes the bottleneck before the person who scales output.
  • One strong senior hire early usually beats two mid-level hires at the same cost.
  • Do not hire a manager before there is a team to manage.
  • Defer specialist roles until the problem they own genuinely exists.
  • Leave a gap between critical hires so onboarding does not collide.

Model the plan, not the role

Approving hires one at a time hides the compounding effect. Three hires each look affordable; the three of them starting inside one quarter may not be.

The team hiring planner exists for this: add each role with a salary and a start month, and it shows the combined monthly cost of the plan and how it accumulates. Every figure it shows is illustrative and based on the numbers you enter.

Common questions

How many roles should an early hiring plan contain?
Only the ones you can name a reason for. A plan with three well-argued roles is more useful to a board than one with ten aspirational ones.
Should we hire generalists or specialists first?
Generalists early, specialists once the specialism is a permanent part of the work. Hiring a narrow specialist before the problem exists is one of the most common early-stage mistakes.
How often should the plan change?
At every funding event, every significant product change, and whenever a search takes materially longer than expected.

Plan several hires together

Add the roles you expect to hire, phase them across the year and see the combined monthly cost of the whole plan.

Open the team hiring planner

Any percentages or figures shown in this article are illustrative examples used to explain the model. They are not quoted rates, market benchmarks or salary data.