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Your First 10 Hires Will Make - or Break - Your Startup.

Stewart Moss
Stewart Moss |

Ask any seasoned investor what really determines a startup’s trajectory, and you’ll hear the same answer: people. Product evolves, markets move, capital ebbs and flows—but your first hires set the culture, the cadence, and the bar. Hire well, and you compound execution. Hire badly, and you compound friction.

Harvard Business Review puts it bluntly: in a startup, the first ten people can determine whether the company succeeds or not. Each early hire is effectively “10% of the company.” Harvard Business Review

This guide gives you a founder’s playbook for those first hires—who to look for, who to avoid, and how to run a process that consistently selects for people who thrive in early-stage chaos.

Why your first hires matter disproportionately

  • They imprint the culture. HBR and operators agree: norms, decision speed, and quality bar are largely set by your first 10–15 people—and are very hard to unwind later. Harvard Business Review
  • They accelerate (or stall) scale. McKinsey’s research on hypergrowth links outlier outcomes to getting people and culture right early—before scale bakes in fragility. McKinsey & Company
  • They de-risk the #2 failure mode. Post-mortems show “team issues/disharmony” consistently feature among top reasons startups fail. Great early hiring is your cheapest prevention. CB Insights

The startup mentality vs the corporate mentality (and why it matters)

Not everyone who’s excellent in an established company will thrive in a startup—and vice versa. A useful lens:

People who thrive in startups typically show:

  • Comfort with ambiguity and breadth (happy to wear three hats today and a new one tomorrow).
  • Bias to action and short feedback loops; they ship, learn, iterate.
  • Builder energy—they create systems where none exist; low ego, high ownership.
  • Mission resonance—clear line of sight between the work and the “why”.

People who thrive in established companies often prefer:

  • Role clarity and depth, optimising well-defined processes.
  • Longer planning cycles and stakeholder consensus.
  • Scale levers—navigating complex orgs, extracting efficiencies, managing risk.

Harvard/HBS resources summarise the cultural split well: startups prize speed, informality and collaboration; corporates lean to structure, hierarchy and stability. Neither is “better”—they’re just different games. Hire for the game you’re playing. Harvard Business School Online

Who to hire first (and when)

HBR analysis of venture outcomes suggests technical founders who quickly add strong commercial operatorsimprove the odds of traction and fundraising. Translation: balance the table early. Harvard Business Review

A common early sequence (adjust for your model):

  1. 0–5: Founders + senior ICs who ship the core product and close early customers.
  2. 6–10: Player-coaches who can both do and build the first process (growth, success, finance ops).
  3. 10–15: Your first true managers; start separating “own a function” from “own an outcome”.

Founders consistently rank “hiring the right people” as the top concern in the first 24 months—plan time, not just budget, around recruiting. First Round+1

The First-10 Hiring Scorecard (attitude + ability)

Weight your evaluation towards mentality and evidence of scrappy execution.

Must-have attitudes

  • Ownership over scope
  • Learns fast (can show iteration cycles)
  • Pragmatic excellence (knows when “good enough” is right)
  • Low-ego collaboration

Must-have abilities

  • Spiky strength where you need it now (not theoretical future needs)
  • Systems thinking (can design a simple, repeatable way to do X)
  • Decision velocity under incomplete data

Anti-signals

  • Status orientation (“title/seat first”)
  • Process worship without outcomes
  • “I need a team before I can start”
  • Corporate-only experience with no evidence of self-directed building

Use short, structured prompts to surface this (e.g., “Walk me through the fastest 0→1 you’ve shipped; what broke?”). HBS guidance is clear: time invested in sourcing, structured interviewing and onboarding beats spending more on comp alone

Run a tight, founder-led process (four steps)

  1. Define the spike (one-page role canvas).
    • Mission-critical outcomes (next 6–9 months)
    • Top 3 skills, top 3 behaviours
    • Deal-breakers you won’t trade
  2. Source from trusted networks first.
    Early hires should come via warm referrals and operator communities; referral recruiting is the highest-signal channel at seed/Series A. First Round

  3. Interview for evidence, not theatre.
    • Work-sample test tied to real deliverables (2–4 hours)
    • Behavioural loop: “Tell me about a time… how did you decide?”
    • Reference for “hard days”: “How did they act when the plan broke?”
  4. Onboard like it’s day zero.
    Your first hires are multipliers—give them context, not chores.
    • 30/60/90 with outcomes and guardrails
    • One owner for onboarding
    • Access to founder and customers in week one

Comp, equity and progression (set expectations early)

  • Be explicit about trade-offs. Startups offer meaning, scope and upside—not corporate perks.
  • Align equity to impact and scarcity, not titles; front-load refreshers to avoid “stale grants” by month 18.
  • Publish progression early (IC and manager tracks). It reduces churn and politics as you scale.

McKinsey’s work on scaling talent highlights the importance of retaining the cultural differentiators that got you here—clarity on mission, pace, and what “great” looks like. Bake those into your talent narrative and reviews. McKinsey & Company

When a corporate veteran is the right early hire

You can absolutely hire big-company talent early—if they demonstrate builder evidence: created a new line, stood up a zero-to-one product, or owned a P&L in ambiguity. HBR’s career guidance is useful here: choose people who knowingly want the startup game, not those escaping the corporate one. Harvard Business Review+1

Red flags that predict early pain

  • Role tourism: candidate wants “strategy” with little appetite for execution.
  • Process as a crutch: long slide-decks, thin artefacts.
  • Low mission energy: smart, but not moved—motivation will decay.
  • Reference whiplash: glowing peers, lukewarm managers (or vice versa).
  • Culture misfit to your speed. (If your cadence is weekly releases, avoid monthly planners.)

CB Insights’ failure analysis is a sobering reminder: mis-hiring into the first cohort amplifies risk just as much as product mistakes. CB Insights

Action plan for your next three hires (90-day sprint)

This week

  • Write the one-page role canvas for each hire.
  • Block two founder hours daily for sourcing and outreach.
  • Spin up a simple work sample for each role.

Next 30 days

  • Run a structured loop (founder screen → work sample → panel → references).
  • Close fast—great people have short market half-lives.
  • Start a living onboarding doc; assign a buddy.

By 90 days

  • Ship a visible win per new hire; celebrate it to set norms.
  • Run a retro on your hiring process; cut a stage if you can.
  • Document “how we hire” and “how we work” for the next 10.

The founder’s takeaway

Your first ten hires are the culture, the cadence and the standard your company will live with for years. Hire for mentality and evidence, not just CV gloss. Move fast—but never rush the bar. The compound interest on great early hiring is extraordinary.


References

  • Harvard Business Review — Think Hard About the First People You Hire for Your Start-Up (why early hires set culture and trust). Harvard Business Review
  • Harvard Business Review — The Startups Most Likely to Succeed Have Technical Founders Who Quickly Hire Businesspeople (balance technical/commercial early; “first ten people” principle). Harvard Business Review
  • HBS Online — Startup vs Corporate: Which Culture Is the Right Fit for You? (cultural contrasts that inform selection). Harvard Business School Online
  • First Round Review — A Primer for Startups and Job Seekers to Both Win the Talent War (founders rank hiring as top concern). First Round
  • First Round Review — Mine Your Network for Early-Stage Hiring Gold (referral recruiting for early cohorts). First Round
  • McKinsey — Achieving hypergrowth: It’s all about the people (retain cultural differentiators as you scale). McKinsey & Company
  • HBS Startup Guide — Want to Build a Strong Team? Spend More Time on Recruiting—Not Money (process over spend). ROCK CENTER STARTUP GUIDE
  • CB Insights — The Top 12 Reasons Startups Fail (team disharmony among top failure reasons). CB Insights

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