All Episodes
Displaying 61 - 90 of 281 in total
Raising Funding (& Pricing)
Jordan announces Rally's Series A and we unpack the whirlwind road that it took to get there. Brian launched a pricing increase, which coincided with a competitor's un...
Artificial Intelligent Business
Random thoughts on what's happening in AI and startups. Jordan and co move to self-signups. Brian and co work on marketing projects. Jordan's business, Rally Brian's ...
Websites & Taxes
Both Jordan and Brian are in the thick of redesigning their SaaS websites. Plus some tax talk. Jordan's business, Rally Brian's business, Clarityflow (formerly ZipMes...
ZipMessage has a new name...
Brian shares the news rebranding ZipMessage to a new name and the transition roadmap ahead... And the new name is...Jordan and team step away to a conference while go-...
Putting in the hours
Jordan and Brian both feel overworked this week. Putting in more hours than usual, and more importantly, strategizing on which priorities get those hours. Jordan's bus...
All the Things
Another week in the chaos that is startup land for Brian and Jordan. Topics include: Starting and finishing our day Managing focus through daily distractions ...
Projections… What Are They Good For?
The episode streak continues! Brian’s product design process, Jordan’s annual budget meeting (and takeaways), outbound vs. inbound marketing, and an interesting discus...
Communicating What's Next
This week, Brian and Jordan yap about: – Strategic partnerships – Pricing on transactions – Communicating company direction (internally) – Developer-focuse...
Product in Market (Is How We Learn)
Back for our weekly founder therapy session, err… podcast episode Here’s what’s up this week: – Brian (finally) ships sub-threads in ZipMessage – Jordan’s h...
Building in public… More.
We kick off 2023 with a grab bag of topics: – Jordan’s building in public more – Brian’s building solo with contractors – Headless ecom becoming “a thing” ...
Another Year
We look back on the ups and downs in 2022 and look ahead to 2023. The emotional rollercoaster rolls on… Thanks for listening and for sticking with us another year ...
Hey ChatGPT, what should we talk about?
We asked ChatGPT to suggest some topics for today’s episode but it came up short. So you’ll have to settle for the boring human versions of Brian and Jordan, talking a...
Twitter Takes (and Some Business Talk)
Our obligatory take on Twitter in the Elon era. Also: SEO, board meetings, and growth targets. What are your thoughts on Twitter in the time of Elon? How do you r...
Q4 Energy
Jordan talks defining their category and stepping back into the sales demo seat. Brian launched a community strategy while big product plans are underway in Q4. If ...
Tools & People
What tools do you use for sales and support? Which tools work best for project management? How do you know who to hire first if you’re a bootstrapped company? Brian...
What We'd Build (If Not This)
Brian and Jordan are back behind the mic and are powered by the chilly fall weather and some pretty strong cold brew. Are you ready for the most random Bootstrapped We...
Work-Life (Hour-by-Hour), Explained
What are the rocks in your life right now? How do you balance work and life? What are some good compartmentalizing tactics, so you can leave work at work? What are rou...
Research, Roadmaps, People, and Product
How do you figure out the next iteration of your business? What keeps you unemployable? Does your environment change your outlook on personal and professional goals? ...
Company as a Product
How do you get rid of post-illness brain fog? How do you build company culture when you’re absent? What are your steps to shipping out features? There have been ple...
Product vs. Pipeline
What has happened in the venture funding world in the past couple of months? How do you handle repositioning? Can you lean too heavily on your product, features, and r...
Talking to Customers
How do you avoid consistent churn with new products? What tools do you use to learn about your market? What influences the changes in your products? It has been a w...
Marketing in 2022
Brian and Jordan are both in flux between school, stressing over work, selling houses, and MicroConf. They summarize their chaotic couple of weeks and then do a deep d...
Traction... Then what?
How do you decide what features you should work on now? How do you stay unplugged during a vacation? What are the milestones and progress markers that tell you if you ...
Everything Must Go
We have some big news to share before we go on a (much needed) two-week hiatus. Brian talks about his sale of Productize, in addition to nearly every other busines...
CartHook Acquired!
What do you get out of conferences? Do you mute competitors on Twitter? How to you utilize Twitter as a budding SaaS entrepreneur? After a brief hiatus, Brian and J...
Tokenizing
How are you and your company changing with the times? Are you considering tokenizing your software company? Have you begun adopting web3 technology? Today, we’re ta...
So Meta
Brian and Jordan are having a great time as they ride good days, give great updates, and look forward to some exciting things in the near and far future. In today’...
Wheels Are Turning
Brian has sold ProcessKit! He explains the surprisingly stress-free and smooth process. Jordan talks about his upcoming move to Chicago. Meanwhile, they also give upda...
2021/2022 New Year reflections
Brian’s product, ZipMessage, is live today on Product Hunt the same day this episode airs—Tuesday, January 11th
The Chaos
Does experimentation affect your business and cause more stress within your leadership team? How are the communication levels within your team? How do you reach a nich...