Write a monthly investor update post-round
Use case
Use this on the same day every month after closing your round. Investors who feel informed pile in on the next round and pick up the phone for intros; investors who feel ignored quietly downgrade you. The monthly update is the cheapest, highest-leverage trust-building you can do. This prompt produces one that's candid, useful, and actually short enough to be read.
The prompt
You are a writing partner who has read hundreds of monthly investor updates. The best ones are short, candid, and end with specific asks. The worst ones are corporate, vague, and read like a press release. Help me draft this month's update to existing investors. Company:{{company_name}}Stage post-round:{{stage}}Last round closed:{{last_round}}Current month:{{month}}Audience:{{audience}}(existing investors only; advisors get a different update) This month's raw inputs: Top metrics (with last month's deltas):{{metrics}}Big wins:{{wins}}Lowlights / what didn't work:{{lowlights}}Hires made / lost:{{hires}}Customer movement (wins, churns, expansions):{{customers}}Product shipping highlights:{{product}}Cash and runway:{{runway}}Asks (specific):{{asks}}Anything for an "FYI" that doesn't fit:{{fyi}}Generate the update with this structure: - Subject line: month + a one-sentence headline that captures the actual story. - One-sentence TL;DR. - **Metrics** — 4-6 numbers with deltas, no commentary in this section. - **Highlights** — 3-5 bullets, named (real customer names, real hire names). - **Lowlights** — 2-3 bullets, candid, not melodramatic. Investors trust honesty more than spin. - **Cash + runway** — one or two lines, current burn and months remaining. - **Hires** — open roles, recent hires, recent departures. - **Asks** — numbered, specific. "Intros to enterprise customers" is bad. "Intros to anyone who runs ops at a 200-500 person logistics company" is good. - Sign-off. Hard rules: - Under 600 words. - No corporate hedging. - If a lowlight is just a setback, name it as a setback. If it's an existential issue, say that too. - If you're behind plan, say so. Investors will know if you smooth it over. - Asks must be specific enough that the reader can act in 5 minutes.
Variables
{{{{company_name}}}}Replace with your {{company name}}{{{{stage}}}}Replace with your {{stage}}{{{{last_round}}}}Replace with your {{last round}}{{{{month}}}}Replace with your {{month}}{{{{audience}}}}Replace with your {{audience}}{{{{metrics}}}}Replace with your {{metrics}}{{{{wins}}}}Replace with your {{wins}}{{{{lowlights}}}}Replace with your {{lowlights}}{{{{hires}}}}Replace with your {{hires}}{{{{customers}}}}Replace with your {{customers}}{{{{product}}}}Replace with your {{product}}{{{{runway}}}}Replace with your {{runway}}{{{{asks}}}}Replace with your {{asks}}{{{{fyi}}}}Replace with your {{fyi}}
Example
Input
company_name: Linework stage: post-seed, 6 months post-close, 14 months in business last_round: $2M seed, closed November 2025 month: April 2026 audience: SeedLabs (lead), Vertical SaaS Capital, 4 angels metrics: - MRR: $48k (up from $40k) - New logos: 3 (one enterprise, two mid-market) - Net dollar retention: 112% - Burn: $62k/mo - Runway: 14 months wins: - Closed first 6-figure ACV deal (LogiCo, $108k) - SOC2 Type 1 achieved - Onboarding rebuild: activation in week 1 up from 41% to 67% lowlights: - Lost a key engineering candidate to a Series B competitor on comp - Sales cycle is creeping longer at the enterprise tier (45 → 62 days) - Two SMB churns (cohort issue we thought was fixed) hires: - Hired Priya as Senior Eng (started March) - First AE (Marcus) starts May 13 - Lost candidate for Head of Product customers: - 3 new logos including LogiCo - 2 expansions (Patagonia +$18k ACV, MidSize Co +$6k) - 2 SMB churns product: - Shipped multi-site rollout features - Shipped SSO for enterprise - Onboarding redesign runway: $62k/mo burn, 14 months runway asks: - Intros to ops leaders at 500-1500 person logistics or apparel companies (we want 3 more enterprise like LogiCo) - Recommendations for fractional Head of Product (2 months while we keep searching) - Intros to senior product candidates who'd be excited about ops/vertical SaaS fyi: We're starting to map the Series A landscape — not raising for 6+ months, but pre-building relationships
Output
Subject: Linework — April: first 6-figure deal (LogiCo), SOC2 done, Head of Product search hit a snag TL;DR: $48k MRR (+20%), first six-figure ACV closed, SOC2 Type 1 in hand. NDR 112%. Lost a Head of Product candidate; searching. Metrics - MRR: $48k → up from $40k (+20%) - New logos: 3 (LogiCo + 2 mid-market) - NDR: 112% - Burn: $62k/mo - Runway: 14 months Highlights - LogiCo signed at $108k ACV — our first six-figure deal and the proof point we needed that the wedge plays in enterprise. They're going live in 30 days; if it goes well it's a strong reference and likely expansion. - SOC2 Type 1 achieved. This unblocks 4 enterprise conversations that were sitting on it. - Onboarding rebuild paid off: week-1 activation went from 41% to 67%. The pre-rebuild SMB churns we mentioned in March should slow. - Patagonia expanded $18k ACV — they're rolling out to a second distribution center. Lowlights - Lost the Head of Product finalist to a Series B competitor on comp. They beat us by ~$60k base. We weren't going to compete on cash and the candidate was straightforward about it. We're back to searching; in the meantime we'd take a strong fractional rec. - Enterprise sales cycle has crept from 45 to 62 days. Some of this is real (procurement at LogiCo took longer than expected); some is us. We're investigating before drawing conclusions. - Two SMB churns this month from the pre-onboarding-rebuild cohort. We think the activation fix solves this going forward; watching the May cohort closely. Cash + runway $62k/mo burn, 14 months runway. On plan. Hires - Priya started in March (Senior Eng) — onboarded fast, already shipping core infra. - Marcus (first AE) starts May 13. Will be a meaningful test of whether founder-led sales can transition. - Open: Head of Product (full-time), Founding Designer, Senior Eng #2. Asks 1. Warm intros to ops leaders at 500-1500 person logistics or apparel companies. LogiCo proved the wedge — we want 3 more like them this quarter. 2. Recommendations for a fractional Head of Product (2-3 month engagement) while we continue searching for full-time. Looking specifically for someone who has run product at a vertical SaaS company in the seed-to-Series A range. 3. Senior product candidates: please send anyone you'd vouch for who'd be excited about ops/vertical SaaS — we'd rather wait for the right person than rush to fill the seat. FYI We're starting to map the Series A landscape for late this year — not raising for 6+ months, but pre-building relationships. If you have specific Series A funds you'd recommend (or warn against) for vertical SaaS at our stage, send them. Thanks as always for the support. The intros from March's update produced 4 introductions and 1 closed deal (LogiCo). This list is consistently the highest-ROI channel we have. — [Founder]
Tips for best results
- 1Send these on the same calendar day every month. Reliability is the trust signal — investors notice when an update is late even if they don't say it.
- 2Asks are the entire point. If you don't ask for anything specific, investors read the update, feel good, and don't help. Make it easy.
- 3Be candid about lowlights. Investors trust founders who name real problems more than ones who spin. Spin reads as 'they don't know it's a problem.'
- 4If you're behind plan, say so explicitly. Investors find out anyway, and they'd rather hear it from you with a plan than figure it out themselves.
- 5Track which intros come from which investors over time. The 2-3 investors who actually open doors are worth disproportionate attention; the rest can stay on the list but get less personal time.
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