Bootstrapped Web
Brian Casel (@casjam) and Jordan Gal (@jordangal) share their raw and real behind-the-scenes of their entrepreneur journeys. From bootstrapping software startups to raising money to selling and exiting businesses, to growing teams and the emotional rollercoaster that is startup life. It's all here in Brian and Jordan's weekly(ish) updates.
Episodes
It's true. We're calling this a final episode—for now—but don't unsubscribe! We promise to pop into the feed every few months to catch up :)
But for now, we're taking a breather and staying focused on executing our businesses in 2025: Jordan's crankin on Rosie, Brian's building Instrumental Products.
Don't be a stranger!
Connect with Jordan:
Connect with Brian:
2024 look-back and takeaways. 2025 goals. Let's go!
Connect with Brian:
- Follow Brian on Bluesky / Twitter
- Brian's products:
- Building! Instrumental.dev
- Instrumental Products
- Clarityflow
Connect with Jordan:
Bluesky is having a moment. Halloween. Customers telling us their problems are solved. Essential onboarding. Calm before the (hiring) storm. Projects are waiting. The podcasting election.
Bluesky starter packs to follow:
Connect with Jordan:
Connect with...
Join us in the (free) Bootstrapped Web community on Ripple.fm
Today:
Political noise. Removing features. Positioning. Products for developers. Idea wireframes (as a service). Hiring a video editor. Retainer-based hiring. Frequent flyer miles. Apple picking.
Brian's stuff:
- Brian's products:
- Brian on Twitter: @casjam
Jordan's stuff:
...Hey we didn't talk about WordPress this week! But we did talk about Elon... Also: Brian's working on a components product (instrumental.dev), Jordan's figuring out onboarding (heyrosie.com), and Brian's starting to scale consulting (onemonth.app).
Join our free community for Bootstrapped Web listeners
Connect with Jordan:
- Jordan's company, Rosie
- Jordan on Twitter: @jordangal
Connect with Brian:
Join us in the (free) Bootstrapped Web community on Ripple.fm
Today:
Brian's new product (Instrumental.dev). Comparing the open-source leadership styles of Matt, DHH, and Taylor. Building products for builders. Components. Tightening the team. Scaling consulting from 1 to...? Let's Go Mets.
Brian's stuff:
- Brian's products:
- Brian on Twitter: @...
Brian and Jordan's expert (lol) takes on WordPress-land. Car shopping. Netflix rec's. Funnel tracking. Customer observations. Over-building.
Join our free community for Bootstrapped Web listeners
If you're wondering "what's happening in WordPress?", our friend Matt Medieros published this excellent "just the facts" timeline.
Connect with Jordan:
- Jordan's company, Rosie
- Jordan on Twitter: @jordangal
- Jordan on Thre...
Join us in the (free) Bootstrapped Web community on Ripple.fm
Today:
Optimizing our onboarding funnels. Calls to action. Lead ads. ARPU. API plans. Pearl Jam. Sleep (or lack thereof).
Brian's stuff:
- Brian's "One Month MVP" service
- Brian's SaaS, Clarityflow
- Brian on Twitter: @casjam
- Brian on Threads: @brian.casel
Jordan's stuff:
- Jordan's company, Rosie
- Jordan on Twitter: @jordangal
- Jordan on Threads: ...
Q4 energy. Signup funnels. Self-serve vs. not. Building assets vs. building cashflow. Membership business models.
Join our free community for Bootstrapped Web listeners
Connect with Jordan:
- Jordan's company, Rosie
- Jordan on Twitter: @jordangal
- Jordan on Threads: @jordangal
Connect with Brian:
- Brian's MVP serice OneMonth.app
- Brian's SaaS, Clarityflow
- Brian on Twitter: @casjam
- Brian on Threads: @brian....
Join us in the (free) Bootstrapped Web community on Ripple.fm
Today:
Why makes SaaS more difficult than other business models? Rosie first customers! Brian's pricing experiment update. Training businesses. AI waves. Profitability at $1-2m. College Football. US Open Tennis.
Brian's stuff:
- Brian's "One Month MVP" service
- Brian's SaaS, Clarityflow
- Brian on Twitter: @casjam
- Brian on Threads: @brian.casel
Jor...
Today on Bootstrapped Web:
What if we bootstrapped? Funnel projects. Pricing experiments. Software speed. Tech-enabled services. Listener conversations on Ripple.
Join our free community for Bootstrapped Web listeners
Connect with Jordan:
- Jordan's company, Rosie
- Jordan on Twitter: @jordangal
- Jordan on Threads: @jordangal
Connect with Brian:
- Brian's MVP serice OneMonth.app
- Brian's SaaS, Clarityflow
- Bri...
Connect with Brian, Jordan and fellow listeners in the Bootstrapped Web community on Ripple.fm
Today:
Asking the hard-hitting questions like...
Coconut pastries... for or against? Is anyone actually able to log into the black hole that is Meta ads? Publishing a 1-page HTML landing page shouldn't be difficult. Should it?
Brian's stuff:
- Brian's "One Month MVP" service
- Brian's SaaS, Clarityflow
- Brian on Twitter: @cas...
Ripple.fm is live and open. Rosie is live for self serve signups. Niche social networking. Advertising using video. Cold outreach playbooks. And a special guest joins the show
Join our free community for Bootstrapped Web listeners
Connect with Jordan:
- Jordan's company, Rosie
- Jordan on Twitter: @jordangal
- Jordan on Threads: @jordangal
Connect with Brian:
- Brian's Consulting services: OneMonth.app &...
Brian launches built and launched something new. 2 things actually. Jordan changes pricing strategy for Rosie. Brian also changes pricing strategy for Clarityflow. And all find our AI hardware "friend".
Connect with Brian, Jordan and fellow listeners in the Bootstrapped Web community on Ripple.fm
Brian's stuff:
- Brian launched Ripple.fm
- Brian's new "One Month MVP" service
- Brian's SaaS, Clarityflow
- Brian on Twitter...
Yet another new product announcement from Brian. Jordan launches to first customers. The era of hacking on new ideas. Summer speed ups. Professional standards. Vacations. Special guest joins us to tell us it's time to stop.
Connect with Jordan:
- Jordan's company, Rosie
- Jordan on Twitter: @jordangal
- Jordan on Threads: @jordangal
Connect with Brian:
Brian's next product announcement. Marketing first. Small bets. Private podcasting. AI product development speed. Summer vacations.
Connect with Brian:
- Brian's next product landing page
- Brian's Service: Tailor-Made UI
- Brian's SaaS, Clarityflow
- Brian on Twitter: @casjam
- Brian on Threads: @brian.casel
Connect with Jordan:
- Jordan's company, Rosie
- Jordan on Twitter: @jordangal
- Jordan on Threads: @jordang...
US Presidential debate analysis. America. Launch week. First customers. Perfect storm for a new product idea. Questioning assumptions. Seeking feedback.
Connect with Jordan:
- Jordan's company, Rosie
- Jordan on Twitter: @jordangal
- Jordan on Threads: @jordangal
Connect with Brian:
- Brian's consultancy: Tailor-Made UI
- Brian's SaaS, Clarityflow
- Brian on Twitter: @casjam
- Brian on Threads: @brian.casel <...
Tailor-Made UI. Knowing your customer. Launch-week learnings. Sales calls. Cold outreach. Margin & space. Date night hangovers. Summer camp.
Connect with Brian:
- Brian's Service: Tailor-Made UI
- Brian's SaaS, Clarityflow
- Brian on Twitter: @casjam
- Brian on Threads: @brian.casel
Connect with Jordan:
- Jordan's company, Rosie
- Jordan on Twitter: @jordangal
- Jordan on Threads: @jordangal
Popular Podcasts
I’m Jay Shetty host of On Purpose the worlds #1 Mental Health podcast and I’m so grateful you found us. I started this podcast 5 years ago to invite you into conversations and workshops that are designed to help make you happier, healthier and more healed. I believe that when you (yes you) feel seen, heard and understood you’re able to deal with relationship struggles, work challenges and life’s ups and downs with more ease and grace. I interview experts, celebrities, thought leaders and athletes so that we can grow our mindset, build better habits and uncover a side of them we’ve never seen before. New episodes every Monday and Friday. Your support means the world to me and I don’t take it for granted — click the follow button and leave a review to help us spread the love with On Purpose. I can’t wait for you to listen to your first or 500th episode!
Ding dong! Join your culture consultants, Matt Rogers and Bowen Yang, on an unforgettable journey into the beating heart of CULTURE. Alongside sizzling special guests, they GET INTO the hottest pop-culture moments of the day and the formative cultural experiences that turned them into Culturistas. Produced by the Big Money Players Network and iHeartRadio.
Does hearing about a true crime case always leave you scouring the internet for the truth behind the story? Dive into your next mystery with Crime Junkie. Every Monday, join your host Ashley Flowers as she unravels all the details of infamous and underreported true crime cases with her best friend Brit Prawat. From cold cases to missing persons and heroes in our community who seek justice, Crime Junkie is your destination for theories and stories you won’t hear anywhere else. Whether you're a seasoned true crime enthusiast or new to the genre, you'll find yourself on the edge of your seat awaiting a new episode every Monday. If you can never get enough true crime... Congratulations, you’ve found your people. Follow to join a community of Crime Junkies! Crime Junkie is presented by audiochuck Media Company.
The Clay Travis and Buck Sexton Show. Clay Travis and Buck Sexton tackle the biggest stories in news, politics and current events with intelligence and humor. From the border crisis, to the madness of cancel culture and far-left missteps, Clay and Buck guide listeners through the latest headlines and hot topics with fun and entertaining conversations and opinions.
Listen to 'The Bobby Bones Show' by downloading the daily full replay.