Build Your SaaS – bootstrapping in 2019

Build Your SaaS – bootstrapping in 2019
Can you bootstrap a profitable startup in 2019.

What’s threatening our business?
Oct 15 • 54 min
“All of these eyeballs are giving me anxiety.”
User tracking, Basecamp, $30k
Oct 8 • 51 min
Hot topics
How do you even sleep at night?
Oct 1 • 46 min
A lot of business owners have a hard time sleeping; what can be done about it?
Bootstrapping loneliness
Sep 24 • 37 min
No safety nets – there’s going to be some injuries
Is it a good idea to be a transparent startup?
Sep 17 • 44 min
We’ve started our 6-week dev cycle.
How much MRR is enough?
Sep 10 • 44 min
Also: will paid podcast feeds be a thing?
Change is in the air
Sep 3 • 47 min
Do you feel it?
The constant feature release cycle
Aug 27 • 41 min
How could we enjoy the journey more?
Aug 20 • 44 min
Two peanut butter banana sandwiches at 2am
How we’re Shaping Up
Aug 13 • 36 min
Lots of feedback on our last episode with Jason Fried
Jason Fried wants to delete our backlog
Aug 6 • 50 min
Also: it’s our 1-year launchiversary!
No sleep ‘till Brooklyn (what we learned in New York)
Jul 30 • 50 min
Justin visits Spotify, Chartable, and many others. Jon found an office!
Once you launch, you’re immediately behind
Jul 23 • 43 min
We want to improve the app, but we’re stuck fixing bugs!
Your backlog is making me thirsty
Jul 16 • 45 min
Jon had a bit of anxiety about a growing backlog of new features and ideas.
What if there’s an accident?
Jul 9 • 53 min
Also: tips for working on your own.
Jon’s big announcement
Jul 2 • 48 min
Jon makes an overdue announcement about the future of Transistor.
I want to work at
Jun 25 • 43 min
Bootstrapping, starting a software company, getting traction, finding cofounders?
We took funding (from our customers)
Jun 18 • 46 min
How we’re going to use investment to fuel Transistor’s growth
“I can’t believe you’re using that in production”
Jun 11 • 45 min
Also: we were wrong about our target market.
How big of a market should you target?
Jun 4 • 49 min
Transistor’s launch has felt different than other products we’ve been involved with
Four different git branches in various unfinished states
May 28 • 45 min
How do you prioritize with limited resources?
You can’t put me in a box
May 21 • 36 min
Software engineer? Marketing? Product person?
Wrestling with our company’s growth
May 14 • 43 min
Should we aggressively go after the market?
Burn it all to the ground
May 7 • 48 min
Would you take $5 million?
Keeping the dream alive in Portland
Apr 30 • 37 min
We visit Oregon to answer some big questions about our business.
The “charge more” debate
Apr 23 • 58 min
Ben Orenstein, Jordan Gal, Patrick Campbell, and I discuss SaaS pricing
Taylor Otwell: “PHP (and a cheap laptop) changed my life”
Apr 16 • 57 min
How Taylor earns a living from a free, open-source PHP framework called Laravel
The market for your startup matters
Apr 9 • 46 min
I phoned up Spencer Fry, founder of Podia
When should bootstrappers get paid?
Apr 2 • 45 min
When should you take a salary from your startup?
Worst day ever
Mar 26 • 51 min
What happens when your app breaks on a Sunday
Pro athletes are mocking me on the internet
Mar 19 • 48 min
Also: have you signed up for your app with your own credit card?
Do startups need specialists or generalists?
Mar 12 • 45 min
Startup Kung-Fu, enterprise customers, status page, podcasting docs
Full-on sweatpants mode
Mar 5 • 46 min
Jon ran into a famous podcasting man
Did we solve our bandwidth cost crisis?
Feb 26 • 44 min
And, our accountant might be a socialist ;)
Counting beans and getting hit by a bus
Feb 19 • 48 min
Justin is worried about bandwidth costs and Jon is worried about getting hit by a bus.
Is this the best time to start a podcasting startup?
Feb 13 • 51 min
The CEO of Chartable calls up Justin to talk about bootstrapping and podcasting
Getting real: sharing our founder struggles
Feb 5 • 43 min
It’s a struggle when you’re bootstrapping, but you’re not yet full-time. Also: Spotify buying Gimlet for $200 million?
How to grow your audience
Jan 29 • 42 min
Want more paying subscribers? More Twitter followers? More podcast listeners?
Should startups worry about their competition?
Jan 22 • 44 min
Are your SaaS competitors keeping you up at night?
Marketing tactics for your SaaS: how to get the word out
Jan 15 • 33 min
Looking for ideas on how to promote your software product?
Our predictions for 2019
Jan 8 • 58 min
Why we’re not drinking booze this year, and some new year’s predictions for tech, podcasting, and startups
How to find the right customers for your software business
Dec 19, 2018 • 31 min
There are different tiers of customers: B2C, B2B, B2Enterprise. Which is right for you?
Let’s chat about the podcast industry
Dec 12, 2018 • 42 min
Justin is interviewed by Harry Duran on the Podcast Junkies show.
Why does Jon need a co-founder?
Dec 5, 2018 • 42 min
Jon is tired from all the Black Friday madness. Justin is drinking flavored light beer.
How did you split equity in Transistor?
Nov 27, 2018 • 20 min
Justin answers listener questions on founder equity splits and more!
Interesting ways you can use a podcast
Nov 20, 2018 • 45 min
Ideas on why you should podcast, and how you can use your podcast to reach your goals
Insulating our recording studio with dollar bills
Nov 13, 2018 • 40 min
Bootstrappers are extending their runway with a new type of funding.
There’s a new funding option for bootstrapped founders
Nov 6, 2018 • 47 min
Jon and Justin consider a new early-stage fund called Earnest Capital
Your startup’s expenses are too high
Oct 30, 2018 • 56 min
It’s easy to get carried away with the “you gotta spend money to make money” meme.
How’d you get into computers? (Apple II, PC clones, BBSes, CYBERSPACE)
Oct 23, 2018 • 72 min
Nostalgia! Jon and Justin talk about their “tech origin stories.”
You forgot $20,000 in your snowboard pocket
Oct 10, 2018 • 58 min
Want to hear a crazy story? Here’s a crazy story.
You drew a prototype on that napkin from Portland
Oct 2, 2018 • 50 min
Follow-up on “what’s the best metric for a new web app?”
What’s the most important metric for a web app?
Sep 25, 2018 • 46 min
When you’re building a SaaS, you don’t have the bandwidth to focus on everything. So what’s the one thing you should focus on?
We have some explaining to do
Sep 18, 2018 • 45 min
Making software in public – how big is your market?
Your revenue forecast is wrong
Aug 28, 2018 • 45 min
Responses from Des Traynor, Jason Cohen, Natalie Nagele, on the Bootstrapper’s Paradox.
The problem with podcasts
Aug 21, 2018 • 53 min
To make our customers successful we have to help them create entertaining audio. Is that even possible?
What’s a good conversion rate for a web app?
Aug 14, 2018 • 30 min
Also: should you ask for credit card upfront? How many signups have we had since launch?
Launch week hangover
Aug 7, 2018 • 27 min
Still overwhelmed from their launch week hustle, Jon and Justin recorded a phone call to talk about their experience.
The opposite of bored money
Jul 24, 2018 • 9 min
We’re 7 days away from the launch of Transistor. Justin is reflecting on bootstrapping.
Startup advice from Justin Kan, Stephanie Hulburt, and Naval
Jul 17, 2018 • 29 min
Which is better: B2C or B2B? When should you walk away from a sale? How do you make difficult decisions?
Meet me in Chicago
Jul 10, 2018 • 35 min
A change of plans. And, Jon and Justin go over their launch strategy for Transistor.
I see Spots
Jul 3, 2018 • 41 min
After last week’s cliffhanger ending, here’s the follow-up. What’s going to happen next with Transistor?
Our Voltron needs fuel
Jun 26, 2018 • 31 min
Is the honeymoon over? Jon and Justin talk about what’s not working with their new startup.
Teaser: I don’t want to get crushed by the VC monster
Jun 19, 2018 • 1 min
Next week: Justin and Jon have a hard conversation about startup funding.
Bonus: building a SaaS on the side is hard!
Jun 12, 2018 • 32 min
Ben Orenstein, Derrick Reimer, and Justin Jackson discuss anxiety, increasing app usage, and tricks for building anticipation.
SaaS pricing advice from Rob Walling and Patrick Campbell
Jun 5, 2018 • 48 min
We asked Patrick Campbell (Price Intelligently) and Rob Walling (Drip) to help us with our pricing tiers.
What does Nathan Barry think of podcast hosting pricing?
May 29, 2018 • 11 min
Justin shares a phone call he had with Nathan, the founder of ConvertKit.
How should we price our SaaS?
May 22, 2018 • 57 min
Jon and Justin try to decide how much to charge for Transistor.
Should we make our revenue numbers public?
May 15, 2018 • 46 min
Jon and Justin debate the pros and cons of being a “transparent startup.”
How to validate your product idea
May 8, 2018 • 37 min
Don’t waste time and money building something people don’t want!
Live from Las Vegas
May 2, 2018 • 49 min
Justin shares with Jon what he’s learning at MicroConf, a conference for self-funded startups.
How to organize your time when your startup is your side-hustle
Apr 24, 2018 • 48 min
We both work full-time. Here’s how we find time to work on
Startup money
Apr 17, 2018 • 48 min
Money: how to get it (and how we spend it).
We need to talk
Apr 10, 2018 • 37 min
How to communicate (and make decisions) with your co-founder.
My teenager wants to play Dungeons & Dragons
Apr 3, 2018 • 52 min
How do you know what product idea to pursue?
Six screens and a power glove
Mar 27, 2018 • 56 min
Why we’re using Ruby on Rails in 2018, and Justin’s hilarious live chat experience.
What are you scared of?
Mar 20, 2018 • 44 min
When you’re running a web app, there are worries that keep you up at night.
I want Castle Grayskull
Mar 13, 2018 • 33 min
Jon and Justin answer the question: how is going to compete in the crowded podcasting market?
How to find a cofounder (our story)
Mar 6, 2018 • 37 min
When building a SaaS, going alone is a tough road. But finding someone to work with can be intimidating as well. Jon and Justin talk about how they found each other, the steps they took to safeguard each other in business, and making sure they’re in…
What does it take to build a SaaS in 2018?
Feb 16, 2018 • 5 min
In 2004, 37signals started an indie SaaS revolution when they launched Basecamp and Ruby on Rails. But can you still succeed with something new?