Fundraise, Fundraise, Fundraise: Why Fundraising Is Non-Negotiable for Campaigns

Fundraising is the most uncomfortable part of running for office — but it’s also non-negotiable. Here’s how candidates can overcome the fear of asking and turn fundraising into a strength.

Celeste Wilson

9/27/20253 min read

If you ask a room of candidates what part of campaigning they dread most, almost every hand will go up for the same answer: fundraising. Whether it’s calling old colleagues, reaching out to extended family, or cold-pitching a stranger, asking for money feels uncomfortable — even unnatural.

But here’s the truth: fundraising isn’t optional. Campaigns run on money, and without it, your message simply won’t reach voters. The sooner candidates accept this reality — and learn to get comfortable with “the ask” — the stronger their campaigns will be.

Why Fundraising Matters More Than You Think

Campaigns cost money, plain and simple. From voter contact to mail pieces to field programs, every part of your strategy depends on having resources. A candidate with a compelling story but no budget is like a car with no gas: it might look good in the driveway, but it won’t take you anywhere.

Fundraising also signals viability. Reporters, opponents, and even voters watch fundraising numbers as a proxy for campaign strength. If you’re raising money consistently, people take your candidacy seriously. If you’re not, they wonder whether you’re ready to lead.

Why It Feels So Hard

Most candidates struggle with fundraising because it feels personal. You’re not just asking for support — you’re asking people to put their money where their mouth is. That can feel like a rejection waiting to happen.

But here’s the mindset shift: you’re not asking for money for yourself. You’re asking for an investment in the change your campaign represents. Donors aren’t buying you dinner; they’re buying into your vision.

Practical Strategies to Ease the Discomfort

1. Start with Your Inner Circle

Your first dollars should come from friends and family. If the people closest to you won’t invest, why should strangers? Think of it as proof of concept.

2. Build a Call Time Habit

Block out regular time — daily if possible — to make fundraising calls. Treat it like brushing your teeth: uncomfortable at first, but non-negotiable if you want long-term health.

3. Use a Script, But Don’t Sound Scripted

Prepare a short pitch that hits three points: who you are, why you’re running, and why their contribution matters right now. Then practice until it sounds natural.

4. Aim for Pledges, Not Just Checks

If someone can’t give immediately, ask when you can follow up. Pledges keep your pipeline full and show persistence.

5. Reframe Rejection

No’s are part of the game. A no today could be a yes later, or an introduction to another donor. Don’t take it personally; take it as data.

The First $10,000 is the Hardest

Every candidate feels awkward at the start. But once you raise that first chunk of money, the process gets easier. Each contribution builds momentum — and momentum attracts more contributions.

Remember: fundraising is not about begging. It’s about offering people the chance to be part of something bigger than themselves.

Every Event Should Be a Fundraiser

One of the most common mistakes candidates make is treating fundraising and campaigning as separate tracks. In reality, every event should serve a fundraising purpose — whether that’s direct contributions, collecting pledge cards, or adding new names to your donor pipeline.

House parties, meet-and-greets, volunteer kickoffs, even policy town halls — all of these moments are opportunities to invite supporters to invest in your campaign. You don’t need to make a hard ask every time, but you should never let an event end without giving attendees a clear path to contribute.

The campaigns that consistently grow their war chest are the ones that understand: every handshake is a potential donor realtionship.

Final Word: Leadership Means Asking

If you want to lead, you must be willing to ask. Leaders don’t shy away from difficult conversations — and fundraising is one of them. The candidates who embrace fundraising as an essential part of campaigning, rather than avoiding it, are the ones who actually win.

At CR Strategies, we help candidates build smart, sustainable fundraising plans that match their race, their network, and their goals. Because the ask may feel uncomfortable, but losing because you never asked is far worse.