All Episodes
Displaying 61 - 80 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...