Linear's CEO ignores most inbound VC interest to avoid distraction. However, he strategically meets a few select VCs each year to build relationships. This creates a pre-vetted shortlist of ~5 firms, making the actual fundraising process faster and more focused when the time is right.

Raise capital when you can clearly see upcoming growth and need resources to service it. Tying your timeline to operational milestones, like onboarding new customers, creates genuine urgency and momentum. This drives investor FOMO and helps close deals more effectively than an arbitrary deadline.

The best time to raise capital is when you don't need it. Approach early conversations with investors not to ask for money, but to listen, learn, and improve your strategy. Genuinely excited investors will offer to invest without being explicitly asked.

To maintain focus during prospecting, treat these time blocks with the same respect as a face-to-face meeting with a top client. This mental framework means no emails or coworker chats. The time becomes a non-negotiable appointment with yourself for revenue-generating activities.

Counterintuitively, targeting significantly larger deals forces extreme focus. A $5 billion fundraising goal might involve only 10 conversations, whereas a $5 million goal could involve 1,000. This massive scale filters for serious professionals and eliminates the distractions common in smaller-scale endeavors, simplifying the process.

Effective fundraising isn't a single event but a process. By conducting regular 'non-deal roadshows,' you build investor confidence and prove management's ability to execute on promises over time. This makes the eventual request for capital much more likely to succeed because trust has already been established.

A powerful fundraising tactic is to continually increase your total round size as you hit initial targets. This allows you to always be '50% closed' or more, constantly signaling momentum and de-risking the opportunity for new investors you speak with.

Never tell investors you've raised zero. The best narrative is that the round is nearly complete, creating urgency and social proof. This makes attracting the final checks easier, as no one wants to be the very first money in a cold round.

Saarinen contrasts his first startup's "brute force" fundraising (emailing 100 VCs) with Linear's targeted approach. He cultivated a few relationships, waited for a moment of peak company momentum (strong growth, positive metrics), and then approached his small, pre-vetted list to maximize leverage and make the process easy.