How founders should structure pre-seed equity and tech milestones for investor trust

How founders should structure pre-seed equity and tech milestones for investor trust

I often get the same questions from founders early in their journey: how much equity should I give away at pre-seed, how do I structure tech milestones so investors trust us, and how can I avoid giving up the wrong kind of control too early? Over the years — testing product hypotheses, building prototypes and negotiating term sheets — I’ve developed a practical framework that balances founder incentives, investor protection and the operational realities of shipping software. Below I share what I’d do (and have recommended to founders I work with) when structuring pre-seed equity and tying it to tech milestones.

Start with clarity: what you’re selling at pre-seed

Pre-seed investors are not buying a finished product. They’re buying a roadmap and a team that can execute it. That means your equity and milestone structure should reflect uncertainty while giving investors tangible triggers for progress.

Before you talk numbers, answer these internally and be ready to explain them: product scope for the next 12 months, key technical risks (scalability? data quality? ML model performance?), minimal viable metrics that materially de-risk the idea, and the team roles needed to hit those milestones.

Common pre-seed equity conventions I follow

Founders make mistakes by either giving away equity too cheaply or overcomplicating the cap table with too many instruments. Here are conventions I recommend as starting points:

  • Founder equity split: keep founders’ combined stake above 50% post-money where possible — ideally 60–75% pre-investment.
  • Pre-seed check sizes & dilution: typical pre-seed rounds in many markets range from £200k–£1M. Expect 10–20% dilution for the round depending on valuation.
  • Option pool: create or expand to a 10–15% option pool pre-money rather than post-money — that prevents hidden dilution surprises for the investor.
  • Vesting: standard 4-year vesting with a 12-month cliff for founders who haven’t fully vested yet; for co-founders already vested, maintain incentives through performance-based equity or time-based refreshers.
  • Linking equity to tech milestones: structure options

    Investors want both upside and assurance that progress will be made. One elegant solution is tranche-based equity or milestone-triggered convertible instruments. I prefer to keep the legal mechanics simple while making milestones concrete and measurable.

    Here are practical ways to structure it:

  • Tranche-based equity (preferred): Investor commits full capital but a portion is effectively escrowed and released upon achieving milestones. This is operationally simple and common in EU/UK deals.
  • Convertible notes / SAFEs with milestone price ratchets: use a SAFE but tie valuation cap adjustments to milestones — reach milestone A and the cap improves for the investor, fail and it stays worse for the investor.
  • Performance warrants: issue warrants exercisable at attractive terms if milestones are missed as downside protection for the investor.
  • Example tranche schedule (realistic & clear):

    Tranche Amount Milestone Timing
    Tranche 1 40% (£200k of £500k) Prototype with end‑to‑end flow + 500 engaged users Immediate
    Tranche 2 30% (£150k) Paying cohort (10 paying customers or £5k MRR) + stable infra Within 6–9 months
    Tranche 3 30% (£150k) Gross retention metrics + technical scale test (1k concurrent users) Within 12 months

    How I define quality tech milestones

    Vague milestones kill trust. If you promise “improve pipeline,” investors will be skeptical. Instead, pick milestones that are:

  • Measurable — numbers or binary results (e.g., “10 paying customers” or “API latency < 200ms under X load”).
  • Relevant — directly reduce the biggest risk for the business (product-market fit, scalability, data quality).
  • Timebound — assign realistic deadlines and allow for a small revision window to account for learning.
  • Testable — include acceptance criteria and a demo protocol so milestones can be objectively verified.
  • Drafting acceptance criteria: an example

    For a typical SaaS pre-product milestone, I’d include a short acceptance clause like:

    “Milestone A is considered achieved when the company demonstrates a working end-to-end prototype to the lead investor, with a data-driven usage dashboard showing at least 500 unique signups and 50 users reaching the core conversion event within a 30-day period.”

    That wording avoids ambiguity: it names the reviewer (lead investor), the evidence (dashboard), and the metric (500 unique signups + 50 conversions in 30 days). It’s not perfect, but it’s verifiable and fair.

    Protecting founders: guardrails I insist on

    Investors need to protect downside; founders need to protect control and optionality. My recommended guardrails:

  • Cap on dilution from milestone failure: if milestones aren’t met, avoid automatic punitive equity transfers. Use renegotiation triggers rather than hard transfers.
  • Founder friendly liquidation preferences: 1x non-participating preferences are common and fair. Avoid onerous participating prefs at pre-seed.
  • Board composition: keep it small. One investor observer seat is fine. Don’t cede board control unless the investment is large and demanding.
  • Pro rata & future rounds: grant reasonable pro rata rights but not pre-emptive vetoes on future fundraising.
  • Practical negotiation tips I use

  • Start with a simple SAFE or priced round template and layer in milestones — investors appreciate clarity and avoid dense bespoke clauses that lawyers struggle to operationalize.
  • Be transparent about failure modes. If scaling is the key risk, show stress tests, failure budgets, and the engineering plan to mitigate them.
  • Use independent verification for technical milestones when possible: run reproducible scripts, provide logs, or use third-party tests rather than subjective demos.
  • Keep the cap table readable. Avoid many small investors or convertible instruments that convert at different caps — that becomes a negotiation nightmare in the seed round.
  • Checklist I share with founders before a pre-seed term sheet

  • Define top 3 technical risks and convert them into 2–4 measurable milestones.
  • Decide desired dilution range (10–20%) and option pool size (10–15%).
  • Choose instrument: SAFE, priced round, or convertible note — keep it simple.
  • Write acceptance criteria for each milestone (who verifies, what evidence, timeline).
  • Negotiate investor rights: liquidation preference, pro rata, board observer, information rights.
  • Plan legal documents and set aside a small legal budget — clarity upfront saves months.
  • I’ve seen founders land better outcomes when they present a milestone-driven structure that’s fair, measurable and operationally realistic. It signals that you’ve thought through execution, that you respect investor risk, and that you value long-term partnership over short-term concessions. When done well, these structures preserve founder control, accelerate product delivery, and build genuine investor trust — which is the whole point at pre-seed.


    You should also check the following news:

    Startups

    How to test startup product-market fit using guerrilla usability sessions and metrics

    02/12/2025

    I test product-market fit (PMF) the hard way: not by running expensive cohort studies or waiting for months of traction, but by getting prototypes...

    Read more...
    How to test startup product-market fit using guerrilla usability sessions and metrics
    Cybersecurity

    Can consumer smart locks be safely integrated with Alexa and Google Home?

    02/12/2025

    I’ve been testing smart home gear for years, and door locks are the one device that makes me pause: they protect your physical space and they're...

    Read more...
    Can consumer smart locks be safely integrated with Alexa and Google Home?