$3.6M MRR Bootstrapping in a competitve market

This is one of the most inspiring charts you'll ever see.
The first 3 years of ConvertKit - January 2013 to January 2016

18 months into the project, Nathan Barry was stuck at $2000 MRR
But over the next 16 months he would skyrocket it to $128,000 MRR
And in 12 years he would take it to $3.6M MRR - January 2013 to February 2025

I don't think he realized back in August 2014, what he was about to achieve.
If you ever feel down and dejected, come back to this chart.
Starting with a challenge
Nathan was a designer and creator who was making a living selling e-books and doing client projects. He had no experience building a SaaS.
But he was getting excited about the idea of a predictable recurring revenue stream.
That’s when he decided to take on “The Web App Challenge” - build and grow a SaaS to $5K MRR in 6 months.
He documented the whole thing on his blog - This was back in 2012, much before building in public was a thing.
Setting an aggressive challenge like this can force you take action and move forward. Getting rid of perfection and doing only the most important aspects of a project.

ConvertKit is born
Eventually the Web App Challenge became ConvertKit - an email marketing tool for authors and bloggers, plugging all the gaps that Nathan faced with Mailchimp.
He missed his goal of $5K MRR, but did reach $2K MRR in 6 months, which is not bad.

Plateau and Turn around
But growth stalled after the first 6 months.
For almost a year, ConvertKit’s revenue didn’t go up. Instead it actually declined, went down to be as low as $1300 at one point.
Nathan had been trying content marketing to grow ConvertKit at the time. But he wasn’t seeing any results from it.
That’s when decided to go all in one direct sales.
- He reach out cold to influential bloggers and authors
- Got on demo calls with them
- Helpted them get onboarded, even manually onboarded many creators himself.
He did 100s of 1:1 demos like this.

This led to the eventual turn around of its fortunes.
And within 16 months ConvertKit crossed $100K MRR mark.
Today, 11 years later ConvertKit does $3M+ MRR - and it’s a completely bootstrapped business. Started by 1 person back in December 2012 as part of a crazy 6 month challenge!
Top Lessons
Top lessons from ConvertKit’s success -
- Take on extreme challenges when you’re short of ideas.
- Double down on 1 thing that gets traction
- Building in Public can help you get some initial traction, but it plateaus after a point.
- Outreach + Direct Sales is a great way to get customers in the early days.
- Content Marketing, SEO, paid ads all other channels come after this.
- Hang in there during tough times - we over estimate what we can do in 1 year, but under estimate what we can do in 10 years.
Further Reading -
- 0 To 28M ARR While Building In Public - Listen Up IH
- The Story of ConvertKit: From $0 to $597,000 in Monthly Revenue - Indie Hackers
- Nathan Barry’s thread
- ConvertKit’s Open Startups numbers on Baremetrics
3 types of experiences to learn from
Working theory -
There are 3 types of experiences you can learn from -
- 1st hand - do shit yourself
- 2nd hand - talk to someone who has 1st hand experience
- 3rd hand - Read/listen to a "produced piece of content" from someone who has 1st hand experience
All 3 serve different purposes
You need all 3
But can't over-index on any 1

More in this tweet
From the vault -
3 random post from the Superframeworks archives -
- $111K MRR - simple employee scheduling tool
- Put more buy buttons on the internet
- 3 Ways to showcase social proof
🔗 Super Links
Useful links you don't want to miss -
- Free website tools from Konigle - h/t Jatin Khosla for sharing
- Don’t Build the SaaS Around the Audience, Build the Audience Around the SaaS - Laura Roeder
- Revenue-driven SEO tips - Jules
- Introvert friendly marketing strategies - me
- Lessons from spending $173,000+ on coaches to make $3.73m+ in revenue - John Doherty
Last week’s top link -
- THIS is the best business model in the world - Codie Sanchez
🤗 How can I help?
"You are the average of the 5 people you surround yourself with"
Surround yourself with better people 🤷🏻
Whenever you’re ready, consider joining the Indie Masterminds community.
The goal of this newsletter is to inspire and motivate you, but the goal of the community is to help you take action and go to the next level in your journey.
So if you’re at that stage where you don’t need more inspiration, but you do need to take the right action, then come join us!
We’re here to help 🫂
Related Posts
How a Side Project Built Entirely on Mobile Got 167 Users in 30 Days (Without Spending a Dollar)
No time for side projects? This full-time employee built a SaaS entirely on mobile during nights and commutes. 167 users in 30 days. See his complete workflow.

The 3 Counterintuitive Lessons That Changed How Our Members Build Indie Businesses
Discover the counterintuitive strategies helping indie founders reach $10K MRR: compete don't innovate, give before taking, and set public goals. Case studies inside.

Reddit Marketing Secrets that Actually Work for Indie Hackers and Solopreneurs in 2025 (Complete Guide)
Reddit hates marketers but loves helpers. Learn the anti-promotion paradox and exact strategies that turned Reddit threads into paying clients. No spam required