How do I decide the right time to start raising, if at all?
Raise when you have a specific, fundable milestone the money unlocks, not when the runway gets scary. The strongest position is raising from a place of strength, when you don't strictly need it and the metrics are climbing. If you're only raising because you're about to run out of cash, you've already lost the negotiation.
Go deeper
3 resources, 3 link-checked.
📄 Article
✓ Link checkedFreeBeginner
The canonical, no-nonsense overview of how seed fundraising works, written by a former YC president who has seen thousands of rounds. It's the single best starting point before you talk to a single investor.
The single most useful mental model for whether you actually need to raise. Graham's 'default alive vs default dead' framing forces the financial clarity most founders avoid until it's too late.
The definitive book on how VC deals really work, written by two Foundry Group VCs. It demystifies the term sheet term-by-term so you negotiate from knowledge, not fear.