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Bootstrapped Web

Latest episodes

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Mar 29, 2023 • 53min

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 business, Clarityflow (formerly ZipMessage)
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Mar 22, 2023 • 46min

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 ZipMessage) Learn about Section 174 tax issue for software businesses and join in the effort to repeal at ssballiance.org 
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Mar 14, 2023 • 54min

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-to-market heats up.Oh yeah, and recorded on the day the Silicon Valley Bank saga unfolded in realtime... So that was a (and scary) discussion. Jordan's business, Rally  Brian's business, Clarityflow (formerly ZipMessage)
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Mar 8, 2023 • 30min

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 business, Rally  Brian's business, Clarityflow (formerly ZipMessage)
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Feb 23, 2023 • 44min

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 Delegating strategy and teeing up for results And other rants… You know the drill Hit us on Twitter @casjam @jordangal with feedback on what we should talk about next week! Brian on Twitter Jordan on Twitter  ZipMessage Rally As always, thanks for tuning in. Head here to leave a review on iTunes. 
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Feb 6, 2023 • 49min

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 discussion around the usefulness of projections. Brian on Twitter Jordan on Twitter  ZipMessage Rally As always, thanks for tuning in. Head here to leave a review on iTunes. 
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Jan 31, 2023 • 48min

Communicating What's Next

This week, Brian and Jordan yap about: – Strategic partnerships – Pricing on transactions – Communicating company direction (internally) – Developer-focused content – …Creatine pills? We’re running out of ideas! Hit us up on Twitter (@casjam, @jordangal) and tell us what we should talk about. Brian on Twitter Jordan on Twitter  ZipMessage Rally As always, thanks for tuning in. Head here to leave a review on iTunes. 
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Jan 24, 2023 • 54min

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 hiring an SDR – Learning from strategic decisions that went wrong – Product insights with vs without a product in market Brian on Twitter Jordan on Twitter  ZipMessage Rally As always, thanks for tuning in. Head here to leave a review on iTunes. 
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Jan 18, 2023 • 55min

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” – ChatGPT is firmly in Brian’s coding workflow Brian on Twitter Jordan on Twitter  ZipMessage Rally As always, thanks for tuning in. Head here to leave a review on iTunes. 
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Jan 3, 2023 • 47min

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 on Bootstrapped Web. “Everything before product-market fit is a form of suffering” – Jordan Powered By the Tweet This PluginTweet This Talking Points:  Viruses, holiday cards, and coming back from vacation 2022 for ZipMessage and Rally Lack of product-market fit  Tim Ferriss’ Fear Setting The Ten-Year Business Staying “based” and staying true to your vision Themes and goals for 2023 Building features specifically for specific markets “The first year [for Zipmessage] was a dream and the second year was more bumpy and challenging.” – Brian Powered By the Tweet This PluginTweet This Resources: Brian on Twitter Jordan on Twitter  ZipMessage Rally As always, thanks for tuning in. Head here to leave a review on iTunes. 

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