top of page

How to Bootstrap Your SaaS to $100M ARR

Updated: Feb 3

In the world of tech startups, bootstrapping has a special cachet. Bootstrapped companies that make it big—say, to $100M ARR—without relying on venture capital or angel investors are looked on with awe and respect. (Note that relying is the key word here; some bootstrappers may eventually take VC money, but only after they don’t truly need it.)



6 Bootstrapping Lessons from Successful SaaS Businesses

The founders who successfully bootstrapped their businesses are the Yodas of the tech startup world, full of hard-won wisdom and quotable advice. They know what it takes to grow a company to profitability, the hard way.


Get inspired by the strategies the founders of MailChimp, Atlassian, and Tableau used to maximize their margins and bootstrap their growth to $100M ARR without venture capital.


1. Figure out what your customers really need

Ben Chestnut and Dan Kurzius, co-founders of MailChimp, got their idea by listening to the clients of the web design firm they used to run. Many of their customers wanted to improve their email communications. So the designers started a side project doing email marketing software.


17 years later, MailChimp hit $400M in annual revenue. Many SaaS bootstrappers get their start this way, funneling revenues from a consulting business into building and marketing a product. When you know you're solving a real problem for real customers, you're well on your way to finding product/market fit.


2. Start slow and steady, and stay focused

Bootstrapped businesses grow more slowly than VC-backed companies. Know that going in, keep your head down, and work your angle. That said, chasing growth for the sake of chasing growth is, more often than not, a losing strategy—steady and sustainable wins the race!



MailChimp existed for years before it became a full-time job for Chestnut and Kurzius. They stayed focused on the clients who inspired them: small businesses. VCs would tell them to go after bigger firms, demanding the startup grow faster to deliver the returns investors needed.


Chestnut and Kurzius were reluctant to chase enterprise clients at the expense of their customer base. As Chestnut remembers, “Something in our gut always said that didn’t feel right.” So he and Kurzius kept bootstrapping, staying methodical and laser-focused on making a product their clients couldn’t live without.


3. Change your lifestyle

Christian Chabot, co-founder of data visualization firm Tableau, says that bootstrappers need to be willing to make sacrifices that many founders would balk at. For example, working for free for longer than you would if you got funding—in the early years, there simply won’t be much income.


Chabot downsized his lifestyle a year before taking the plunge in 2003, moving to a small apartment, slashing his cable bill, and cutting off all extraneous expenses. His co-founders kept their already-frugal lifestyles pared down. Being thrifty with early revenues helped Tableau hit $100M ARR nine years after its founding.


4. Measure everything, test everything

Scott Farquhar, founder and owner of Atlassian, a enterprise software firm that went from garage to $60 million in eight years, recommends measuring and testing everything.


Make sure you know exactly how things are going along your entire sales funnel. Embrace failures, since they teach you something important. Just make sure to measure them so you know what precisely to change. There’s a reason the company's values includes, “Measure twice, cut once.”


 

How does your startup measure up?

Enter your own data to compare your startup's performance to the key metrics in our SaaS Benchmarks Report. 


Our one-of-a-kind SaaS Benchmarks Calculator makes it easy to evaluate your results alongside peers in your industry.






 

5. Be unique and create a good place to work

Bootstrapped companies often can’t pay their employees competitive salaries, but they can offer exciting opportunity and an awesome culture. Farquhar advises creating a company that has personality and concern for its employees. Be the one to stand out: “Buy the beer at the conference.” But also make those intimate relationships with your staff count.


One Atlassian employee reported finding a welcome card and some chocolates at his workstation on his first day, a small touch that thrilled him. Try to make your company a place you would want to work if you were that employee.


6. If you raise capital, do it right

Tableau’s philosophy from the start was, “Raise customers before raising capital.” Some bootstrappers never raise capital, but others do once they have customers and positive cash flow.


Tableau’s $15 million in VC funding served as insurance in case anything went wrong. Other bootstrappers turn to alternate funding sources, such as debt financing, which doesn’t involve handing over equity or making personal guarantees.


Bootstrapping takes sacrifice, energy, and smarts. But more than anything it takes steadily working to enact a vision that you know can make people’s lives better. Ultimately, these gurus will tell you that’s what matters most.


 

Need extra fuel to grow your startup?

At Lighter Capital, we’re proud to provide the most bootstrapper-friendly financing out there. If you're making at least $200K ARR, you may qualify for up to $4M in non-dilutive funding. Complete an application to find out what you could qualify for, and connect with our investment team about your growth goals.



bottom of page