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How being bootstrapped saved us

… and how service provided a spark to blue ocean opportunity that lead to a $1M SaaS pivot and why we did it

Jonathan Fishbeck · EstateSpace

Published September 1, 2022
About this resource

Jonathan Fishbeck, CEO of Estatespace shares:

- What caused us to lose focus, almost fail

- How we converted $4.38M debt to 8.5% equity

- Why SaaS is the best thing on earth

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What you’ll learn

Jonathan Fishbeck explains why bootstrapping gave EstateSpace room to reset, solve a shared customer problem, and stay independent. He also discusses capital-gains considerations and the value of learning from a founder community.

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Key moments

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Identify the shared problem

“million in service revenue and at that time we realized that that's just not where we wanted to be so we had like a client we had a a shareholder and we also had an affiliate partner that uh that was that was really investing in us so we were able to actually convert all of that to equity to benefit the company save on taxes and really start to partner with our with our biggest client which was a 100 million dollar construction management firm out of New York um and so so now uh 2022 we're finally scaling they were able to help us kind”

Use a business reset

“takes integration you know to start a conversation to solve a problem for what we were trying to solve for started at like sixty thousand dollars to talk to somebody another sixty thousand dollars to figure it out and maybe I needed an I.T team to run it and so our in our space we realized that SAS was going to be the thing that we could really have a huge advantage in right we didn't so custom became a swear word in our company right you could only be configurable we wanted to be easy for people to use I mean we wanted to have”

Solve a capital-gains constraint

“this is the harder part this part sucked right I had 29 people I had to fire everyone down to six two of them in the back of the room with us still right now to this day um but that was a tough part thank God we were bootstrapped um because my father and I we were able to find a loophole in the IRS which I'm going to show you some artifacts on how we did that and I think that and then we had a pandemic we were able to the pandemic is part of our Survival Story which I'm also going to show you in a second but I think what's really cool here is that you know sometimes I think that as a”

Learn from the community

“they they SBA looked at that was that okay they counted us for the 2018-2019 time when we had a lot of employees so we were able to get a ton of free money a little bit of debt I put in another 500 our shareholders put in another 275 and now we're to the to the point where we've got about an 880k shortfall between now and the next 12 months and we're going to bridge that through shareholder Milestones so um and as you can see here our burn rate it's it's going to be close to about 4 million dollars and we're going to see”

Evaluate founder products

“simplify something that's super complex right we came from a world where it was super manual a lot of time a lot of effort and and and a lot of times he would follow you'd fall short so um really being able to to kind of to come through all of that you know we talk about and I think in my takeaway you know we talk about pivoting and I think that the most important thing is that you're never going to be scared to Pivot um you don't always have to Pivot right it may be like right now we're not”

A large market with little technology

“Big Industry, Big Data, No Tech. From $15M ARR construction firm to SaaS”

Breaking a service mindset

“Hard to Break a Service Mindset ZERO “Trying to do too much to fast and no one thing worked.” I’m going to show you how success doesn’t just transfer CUSTOMERS PRODUCT REVENUE BETA-LESS “Because we were chasing revenue, we got lost.” $0.00 “We were bleeding family money, but everything is about to change.””

Learning from the market

“We Know the Problem, We Have Demand Speak to people Survey the market Study key segments Fast growth market We’re not alone Be purpose built Inclusive SaaS Define our bullseye”

Converting debt to equity

“EstateSpace Revenue Growth $4.38M in Debt to 8.5% Equity How being bootstrapped as a family saved us! 2019”

Staying lean and bootstrapped

“Stay Lean, Stay Bootstrapped… Less you weigh, the faster you go. Find your PMF and get traction Own YOUR business, don’t let it own you Keep alike network, stronger together”

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About the speaker
Jonathan Fishbeck

Jonathan Fishbeck

Founder & CEO · EstateSpace

CEO and Founder of EstateSpace. 3x Founder.

Company revenue
$2.7M
Team size
18

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Slide text

Find a passage in the slides and open the original deck.

16 passages

The EstateSpace pivot

  1. Jonathan Fishbeck CEO of Estatespace Founder500, Sept 2022 How being bootstrapped saved us … how service provided the spark to a blue ocean opportunity that lead to a $1m SaaS pivot and why we did it

  2. Over the next 20 minutes: Got us to this amazing opportunity I’m going to show you our WHAT HOW WHY We did to better understand it Caused us to lose focus, almost fail We made our move to SaaS We converted $4.38M debt to 8.5% equity We thrived in a pandemic Our passion to serve, served us well What we knew all along came to fruition SaaS is the best thing on earth.

  3. EstateSpace Revenue Growth

Understanding the problem

  1. Let’s start with Section 1 Got us to this amazing opportunity “We lived the problem.” I’m going to show you WHAT WHAT WHAT We did to better understand it “To serve we needed scale.” Caused us to lose focus, almost fail “This was the hard part.”

  2. Big Industry, Big Data, No Tech. From $15M ARR construction firm to SaaS

  3. U.S. Market Growth 10X 500k in 2000 to 5M in 2020 - 1M+ in 4 years

  4. Why No Clear Technology Leader? …not an easy problem to solve!

The limits of a service mindset

  1. Hard to Break a Service Mindset ZERO “Trying to do too much to fast and no one thing worked.” I’m going to show you how success doesn’t just transfer CUSTOMERS PRODUCT REVENUE BETA-LESS “Because we were chasing revenue, we got lost.” $0.00 “We were bleeding family money, but everything is about to change.”

  2. We Know the Problem, We Have Demand Speak to people Survey the market Study key segments Fast growth market We’re not alone Be purpose built Inclusive SaaS Define our bullseye

Moving to SaaS

  1. Let’s jump in to Section 2 We made our move to SaaS “This was the harder part!” I’m going to show you our pivot HOW HOW HOW We converted debt to equity “Thank God for bootstrapping.” We thrived in a pandemic “How a pandemic saved us.”

  2. EstateSpace Revenue Growth $4.38M in Debt to 8.5% Equity How being bootstrapped as a family saved us! 2019

  3. How We Made Our Pivot to SaaS

  4. How We Stayed Bootstrapped

Staying lean and bootstrapped

  1. Stay Lean, Stay Bootstrapped… Less you weigh, the faster you go. Find your PMF and get traction Own YOUR business, don’t let it own you Keep alike network, stronger together

  2. Over the last 20 minutes Got us to this amazing opportunity WHAT HOW WHY We did to better understand it Caused us to lose focus, almost fail We made our move to SaaS We converted debt to equity We thrived in a pandemic Our passion to service, helped best serve us What we knew all along came to fruition SaaS is the best thing on earth. I showed you

  3. September 2022 Jonathan Fishbeck CEO of EstateSpace