Fundraising Tips – Weekly for Founders

Why “Quick” Fundraises Rarely Happen

Written by Jason Kirby | May 27, 2025 2:00:00 PM

Hi there,

Welcome to the ~300 of you who have joined since the last issue! This week, I look at how long it really takes to raise capital from VCs as an early-stage startup. Stay tuned, I'll tackle the timelines for other capital strategies over the coming weeks. 

 Also; 

📸 - Social Snapshot- VC back in the day

📊  - How many startups go from seed to Series B

🎙️ - John Rood on exits and post-exit strategy

🆓 - Resources for founders


Welcome to issue 123.

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Fuel your growth. Keep your equity.
Wayflyer powers consumer founders with fast, non-dilutive capital in as little as 24 hours.

Access Funding With WayFlyer

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Social Snapshot

📈 Flashback to VC in the 90s by Sheel Mohnot on X.

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From Tutoring to 8-figure Exit: What Founders Get Wrong About Exits and How John Rood Got It Right

 

Last week,  I sat down with John Rood,  the author of Beyond the Exit,  an edtech founder who sold his company to a private equity firm after years of deliberate scaling and a smart capital strategy. We discuss how he engineered the exit, the surprising truth about life after the deal, and why most founders struggle post-acquisition. Happy watching.

Watch Now

Listen on: 

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Data Corner

Where did the founders funded in the past year study?

According to Peter Walker at Carta, what is the percentage of seed-stage startups that make it to Series B?
In bull markets: ~32%.
Today: Closer to 15%.

Even in boom times, the “2 years to A, 2 years to B” fairy tale barely holds up; only 1 in 5 make that leap. These days, it's more like 1 in 10. M&A helps a bit (5-6%), but for most, it’s a long, uncertain grind. Founders—this will take longer, cost more, and be messier than you expected. Plan for that.

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Raising Capital for your startup?

Thunder's mission is to guide founders toward the right path to reach their North Star, be it through securing equity or debt financing or navigating the path to a successful exit. 

Talk to us

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A Realistic Breakdown of Fundraising Timelines

The first time I raised institutional capital, I thought it would take 8 weeks.
We had traction, intros lined up, and a deck that had already turned heads.
Twelve weeks later, we were still “in conversations.” 4 months in, we were negotiating terms. We didn’t get funds wired until month five.

That’s not the exception. That’s the norm.

Founders consistently underestimate how long it takes to raise capital, especially in VC-backed rounds like Seed and Series A. The disconnect between expectations and reality is killing momentum, burning cash, and pushing good startups to the brink.

Why You’ll Hit Roadblocks

  1. Prep Paralysis

    • Data Room Drama: Organizing legal docs, cap tables, and financial models takes weeks, often longer if you’re chasing down co-founders or prior advisers. If you need support with this, check this out.

    • Deck Over-tweaking: Iterating your pitch deck endlessly without feedback is a timeline killer. Decko are pros with pitch decks and can help you sort this out fast.

  2. Investor Funnel = Sales Cycle

    • Prospect → Intro Call → Due Diligence → Term Sheet → Closing.

    • Expect a 30–50% drop-off at each stage if you’re doing it right.

  3. Compounding Delays

    • Holidays, LP vacations, internal partner debates, and re-reviews all add days/weeks.

    • A single “one-more-call” request can push your timetable out by 3–4 weeks.

  4. Market Shifts

    • Sector hotness changes: AI today, biotech tomorrow.

    • Frame your story to reflect current investor appetites without losing authenticity.

How Founders Self-Sabotage

  • Waiting for “Perfect” Metrics: You don’t need flawless growth, just a compelling story and honest data on burn multiple, CAC payback, and runway.

  • Scattered Outreach: Email every VC in your spreadsheet with generic intros? That’s the fastest way to zero replies.

  • Ignoring Feedback: If two investors say “we need deeper unit economics,” listen. Don’t press on unmodified.

You need to remember, 

1. Prep Always Takes Longer Than You Expect

That financial model you haven’t touched since last quarter? It’ll need a full rebuild.

Even if you’re ready to pitch, you're likely not ready to answer an investor’s second or third-level questions. And that’s where deals either stall or accelerate.

2. VCs Move on Their Schedule, Not Yours

Founders want to sprint. VCs operate on a quarterly calendar. They’ve got partner meetings, other deals in flight, and vacations in August that seem to last all month.

Even warm intros don’t guarantee urgency. “Let’s circle back in a few weeks” is investor-speak for "not yet". That’s not rejection, it’s just the process.

3. Your Funnel Is Leaky

Raising capital is a numbers game. But if your outreach is sloppy, unqualified VCs, generic emails, unclear stage-fit, you’ll lose weeks chasing the wrong people.

You can’t control investor timelines. You can control how ready you are when they finally say, “Send me your deck.”

How You Can Shave Months Off Your Raise

  1. Investor Shortlist + Intro Batch

    • Build a tiered target list: Lead, co-lead, follow. Thunder can definitely help you with that, build your targeted list here.

    • Send 5–8 personalized outreach emails over a 2-week sprint, not drip-campaign style. Your target number to close is 30-40 investors in outreach.

  2. Deck Sprint & Peer Audit

    • Lock your deck draft for 7 days.

    • Host a feedback session with three founders/investors who’ve closed rounds recently.

  3. Metric Mastery

    • Prep a one-pager: ARR, MRR growth %, CAC payback, churn, runway.

    • Memorize it. If an investor asks on the spot, you’re ready.

  4. Live Data Room

    • Use a platform (e.g., Google Drive, DocSend) with version control.

    • Tag key docs: financial model, cap table, legal. Investors appreciate clarity.

  5. Process Discipline

    • Create a shared fundraising calendar: deadlines for deck version, investor follow-ups, IC meeting dates.

    • Assign one founder as “Fundraise Lead” to avoid multi-tasking chaos.

Raising capital is a full-time job (I definitely know).  The founders who succeed aren't necessarily better, they’re just better prepared. If you need founder-tested templates, legit case studies, and playbooks to boost your prep, hit me up. 

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Fundraising Resources

💸 - Access working capital fast - Explore options for free

😍 - Free list of AI Recommended VCs - Apply for free

👨‍💻 - Free fundraising coaching session - Schedule 15 minutes with us

📝 - Playbook for Negotiating Term Sheets - Download it Here

💽 - Playbook for Setting Up and Sharing Your Data Room - Download it Here

✉️ - Playbook for Sending Investing Updates - Download it Here

📞 - Guide to Nailing Your First Calls With Investors - Download it Here

📆 - Your 12-month Fundraising Plan- Download it Here

💫 - Pitch deck design services for founders by VCs - Decko

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