Article · Multi-chapter guide

The Ultimate Startup Guide to Outbound Sales

Steli Efti · Close Free Intermediate

When your first ten will come from cold outreach, this guide gives you the full mechanics: building a target list, qualifying, writing the email, and running follow-ups without being annoying. It is the operational counterpart to the Lenny and YC pieces, showing the actual day-to-day of prospecting. Work through it as a checklist for your outbound.

  • Build a tight, specific list of the right people before you write anything.
  • Qualify hard so you spend time on prospects who can actually buy.
  • Structured follow-up, not a single email, is where most deals are won.

It answers 22 questions

  1. How do I actually get my first 10 customers when nobody has heard of me?
  2. I'm a technical founder and I hate selling, do I really have to do sales myself?
  3. How do I run a sales call without sounding like a pushy salesperson?
  4. How do I handle objections and prospects who go silent on me?
  5. When do I know it's time to hire a salesperson instead of doing it myself?
  6. How do I get my first users for the MVP?
  7. What sales process should I follow if I've never sold anything before?
  8. How do I build a targeted list of the right people to cold email?
  9. I only have a landing page and a waitlist, how do I turn signups into paying customers?
  10. How is founder-led sales different for Indian founders selling to global (US) buyers?
  11. How do I find my first 10 customers to sell to when I have zero network and no inbound?
  12. How many people should I actually reach out to before I expect to close my first 10 paying customers?

And 10 more across the hub.

Read with it

  1. The authoritative handbook on founder-led sales, written for technical/first-time sellers building B2B SaaS. Readable free... foundingsales.com Book · book (~400 pages) Founding Sales: The Early Stage Go-to-Market Handbook Peter Kazanjy
  2. The single best thing ever written on customer conversations. It teaches you to ask about the customer's life and past... momtestbook.com Book · ~130 pages The Mom Test Rob Fitzpatrick
  3. Jen Abel has coached over 300 early-stage founders through their first sales, so this is grounded in what actually happens when... Lenny's Podcast Podcast · About 1 hour 16 minutes The ultimate guide to founder-led sales | Jen Abel (JJELLYFISH) Lenny Rachitsky with Jen Abel
  4. An Indian founder story where the early demand test was manual, cold emails and direct outreach to find the first customers... Prime Venture Partners Podcast Podcast · ~50 min How Khadim Batti Built Whatfix Into a Global SaaS Leader Prime Venture Partners
  5. The permission slip to recruit users by hand, do things manually, and deliver 'insanely great' experiences to your first few... paulgraham.com Essay · ~15 min read Do Things That Don't Scale Paul Graham
  6. A tactical follow-on covering the channels and motions top B2B startups scale after the first ten. Grounds distribution... Lenny's Newsletter Article · ~15 min read How to win your first 10 B2B customers Lenny Rachitsky
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