Bootstrapped Founders

Bootstrapped Founders is a long-form interview show with the people who built profitable software companies on their own terms. Every conversation goes deep on one number, one decision, and one mistake — not the highlight reel. We focus on the unglamorous middle: the boring SaaS that paid the rent, the year ARR didn't move, the pricing change that did. Recurring formats include "First $100K of revenue" (where every guest shows the receipts), "What I'd charge today" (live pricing teardowns), and "The pivot I almost made" (founders walking through the strategic decision they got right or wrong). For solo founders and small teams who want the real cost-of-living math, not motivation. New episode every Tuesday.

1. 01

   First $100K of Revenue

   A profitable founder shows exactly where the first six figures came from — month by month, customer by customer.

2. 02

   The Pricing Change That Doubled Us

   Live teardown of a SaaS that 2x'd ARR by raising prices and losing 12% of customers.

3. 03

   The Pivot I Almost Made

   How a founder talked themselves out of pivoting at $40K MRR — and what happened to the year they didn't.

4. 04

   We Killed Our Marketing Channel On Purpose

   Why a $2M ARR founder fired their best-performing ad spend and what they replaced it with.

5. 05

   The Year ARR Didn't Move

   An indie hacker walks through their flat year — what broke, what they tried, and the decision that finally moved the metric.

6. 06

   Hiring My First Employee

   From founder-only to founder-plus-one: the financial and emotional math of a profitable solo SaaS taking the leap.

7. 07

   Customer Support As Distribution

   How a 12-person agency built their entire growth engine on hand-written replies.

8. 08

   Saying No To $5M

   The founder who turned down a strategic acquisition and what their cap table looks like five years later.

9. 09

   The Customer Who Cost Us Money

   Why a $40K-a-year contract was actually losing the company $80K — and how they killed it.

10. 10

    Pricing Audit, Live

    We walk through a founder's pricing page line by line and identify the one change that probably moves their conversion.

• 01

  “The first time you can write yourself a real paycheck from your software is the loudest moment in any founder's life — and the quietest, because nobody else cares.”

• 02

  “Three weeks before this episode, the company we're about to talk about almost went under for the second time. Today they're profitable. Here's what happened in between.”

• 03

  “Most founder podcasts skip the part where the year was flat. We're going to spend ninety minutes on exactly that year.”

• 04

  “There's one decision in this conversation that I've thought about every day for the last six months — and I think you will too once you hear it.”

• 05

  “Today's guest crossed a million dollars in annual recurring revenue with seven employees and zero outside funding. We're going to spend the entire episode on what they would do differently.”