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Back to PlaybookChapter 10

Fundraising

How startup fundraising works — from seed to Series A.

How Fundraising Actually Works

One YC company mapped their entire process: 160 investors met. 39 said yes. Check sizes ranged from $5K to $200K. It took four months and 18 days to close $1.6 million. Fundraising is painful and a grind, but straightforward — just a bunch of conversations.

The Timeline
Active process: compress to 6–8 week sprint. All meetings happen simultaneously. Relationship-building: start 6–9 months before you need capital. Two of three Series A deals in 2026 involve investors who already knew the founder.

Round Thresholds

Pre-Seed
Raised: $250K–$1.5M. Valuation: $3M–$8M. Need: Strong team, clear idea, early users.
Seed
Raised: $1.5M–$4M. Valuation: $8M–$20M. Need: Functional MVP, real feedback, early traction.
Series A
Raised: $7M–$15M. Valuation: $25M–$50M. Need: $1M–$3M ARR, 15–20% MoM growth, NRR 120%+.

What Investors Look For

Market size
TAM in billion-dollar range. Credible path to $100M+ annual revenue.
Team
Ability to execute. Domain expertise. Repeat founders have structural advantage.
Traction
ARR, growth rate (15–20% MoM for seed), NRR, CAC payback, gross margins.
Product-market fit
Active usage growth without marketing. Users who would be disappointed if product disappeared.

SAFEs: The Standard

SAFEs dominate pre-seed and seed. Five pages, $0–$2K legal cost, close in days. Only two terms matter: valuation cap and discount (nobody does discounts). No board seats, no shares change hands, no information rights.

Keep SAFE Count Under 10
Stack SAFEs at progressively higher caps without modeling conversion dilution and you'll discover real dilution only at Series A close. Model conversion before stacking.

Common Fundraising Mistakes

Raising too early — need signal of something real, not just a deck
Not compressing timeline — drip meetings over 6 months kills momentum
Trying to impress instead of explain — show the product, talk about customers
Not knowing your metrics cold — LTV/CAC, CAC payback, NRR, burn multiple
Letting someone else pitch for you — founders should always pitch their own company

Alternative Funding

Revenue-Based Financing
1–3x MRR upfront, repay 3–10% monthly. No dilution. Best for $30K+ MRR SaaS.
Grants
SBIR/STTR, NSF, DOE. Slow (6–9 months) but free. Great for deep tech, health, climate.
Venture Debt
Term loan stapled to equity rounds. 12–15% all-in. Extends runway 12–18 months.
Cloud Credits
AWS, GCP, Azure credits reduce burn 30–50%. Apply before spending.