Redefining the Fundraising Mindset: Why 'Trying' Turns Off Investors and 'Doing' Opens Doors

Medium - Requires some preparation Recommended

Too many founders enter fundraising with one foot in and one foot out, testing interest or softly 'exploring options.' Investors can sense hesitation and, as behavioral psychology tells us, people are more likely to bet on those who bet on themselves. When invitations are framed as tentative, investors pick up on uncertainty—it’s a subtle cue to withhold commitment or walk away entirely.

Instead, adopting the language of intent changes the dynamic. Founders who state clear numbers and timelines, commit to the process, and present milestones confidently tend to hold attention and close rounds.

In these interactions, even if you don’t end up raising the ideal amount, your clarity and resolve signal to VCs (and yourself) that you’re running a real business, not just searching for validation. This internal shift also affects your mood—you feel less like you're begging, more like you’re leading. Neuroscience confirms: commitment-driven thinking activates reward centers and focuses the brain to solve problems more directly.

Challenge yourself to drop passive, hedging language from your fundraising communications, choosing instead to state clear goals and commit to decisive next steps. Back this up with focused mental prep—review your numbers, rehearse your pitch, and knock out distractions before you engage. Even when not actively raising, keep building real relationships that will pay off when the time comes to go all-in. Experiment with this mindset shift next time you draft an update or reply to an investor email.

What You'll Achieve

Build a resilient, action-oriented attitude that inspires confidence in your network. Externally, gain stronger engagement from backers and boost your chances of closing deals; internally, experience greater self-belief and resolve.

Adopt a Commitment-Oriented Attitude and Language

1

Replace tentative phrases with statements of intent.

Say, 'We are raising $X million and will close this round,' instead of 'We are trying to raise' or 'testing the waters.'

2

Model mental preparation before entering fundraising mode.

Block distraction, rehearse your core metrics and pitch, and visualize a successful close before meetings or correspondence.

3

Continue relationship building during quieter periods, but go 'all-in' during active raises.

Use informal coffees when not raising, then switch to focused, professional outreach and decisive follow-through when you start.

Reflection Questions

  • Do your emails and pitches lean toward apologizing or acting?
  • Where do you find yourself using ‘try’ language in daily life?
  • How does your energy change when you state goals with conviction?
  • What would it take to feel worthy of decisive language?

Personalization Tips

  • In a college application essay, use confident language about your plans and contribution, not vague hopes or apologies.
  • Prepping for a sports season, set clear season goals—don’t just mention 'hoping for wins,' but state, 'We’re competing for the top spot.'
Venture Deals: Be Smarter Than Your Lawyer and Venture Capitalist
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Venture Deals: Be Smarter Than Your Lawyer and Venture Capitalist

Brad Feld
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