From Zero to Pipeline: How SaaS Founders Can Win Their First 10 B2B Deals

Stop guessing: here’s the outbound system that actually works.

Nico

9/26/20251 min read

Why the first 10 deals matter

For early-stage SaaS or AI founders, the first 10 customers are the hardest. Not because of competition, but because you don’t yet have:

  • Social proof (logos, case studies)

  • A repeatable playbook (what works, what doesn’t)

  • Clear ICP definition (you think you know, but reality teaches you)

Those 10 deals are not just revenue — they’re validation, product feedback, and leverage for investors.

Step 1: Define your ICP narrowly

Don’t say “mid-size SaaS companies.” That’s too vague.
Instead: “US-based SaaS startups between Series A–B, hiring SDRs, with ARR $1–10M.”
Why? Because outreach works when it feels like a mirror, not a spray.

Step 2: Use real buying triggers

The worst cold emails say: “I wanted to introduce myself…”
Better: “Congrats on your Series A — we help teams like yours ramp GTM without burning cash on SDRs.”
Triggers to use:

  • Funding rounds

  • New VP/Head of Sales hires

  • Job postings (SDRs, BDRs)

  • Geographic expansions

Step 3: Multichannel outreach (without spam)

Forget blasting thousands of emails. Instead:

  • 20–30 targeted touches per week

  • Mix warm intros (VCs, advisors, other founders) with direct cold

  • Keep messages <100 words, personal, outcome-driven

Step 4: Sell meetings, not demos

Don’t push “schedule a product demo.”
Push “12-minute intro call to see if this fits your GTM priorities.”
Low friction = higher conversion.

Step 5: Learn and adapt

In the early stage, every reply — even a rejection — is feedback. Track what objections repeat, and update your messaging weekly.

Pro tip: Your first 10 deals will almost always come from hyper-personalized outreach. Scale comes later.

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