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 routines and habits that work for your schedule and team? Today, Brian and Jordan are talking about their daily routines and how they plan their days around work, their personal life, exercise, and with team members that are scattered all around the globe. They share different time-saving tricks, apps that help hold them accountable t...
Sep 08, 2022•44 min•Transcript available on Metacast 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 routines and habits that work for your schedule and team? Today, Brian and Jordan are talking about their daily routines and how they plan their days around work, their personal life, exercise, and with team members that are scattered all around the globe. They share different time-saving tricks, apps that help hold them accountable t...
Sep 08, 2022•44 min•Transcript available on Metacast 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? After a short but busy couple of weeks, Brian and Jordan are back to talk about updates in their businesses and their lives. Jordan is starting to settle into Chicago and has come up with some interesting revelations. Meanwhile, Brian has also come up with some interesting revelations after listening to and analyzing customer feedba...
Aug 31, 2022•50 min•Transcript available on Metacast 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? After a short but busy couple of weeks, Brian and Jordan are back to talk about updates in their businesses and their lives. Jordan is starting to settle into Chicago and has come up with some interesting revelations. Meanwhile, Brian has also come up with some interesting revelations after listening to and analyzing customer feedba...
Aug 31, 2022•50 min•Transcript available on Metacast 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 plenty of changes with Brian and Jordan since the last episode: moving and changing environments, changing energies, and changing up routines. Today, Brian and Jordan are talking about what they do to stay productive, how their teams are forming and evolving, and what sales in 2022 looks like. What else should we talk about? What are you...
Aug 10, 2022•37 min•Transcript available on Metacast 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 plenty of changes with Brian and Jordan since the last episode: moving and changing environments, changing energies, and changing up routines. Today, Brian and Jordan are talking about what they do to stay productive, how their teams are forming and evolving, and what sales in 2022 looks like. What else should we talk about? What are you...
Aug 10, 2022•37 min•Transcript available on Metacast 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 roadmaps? What do you do when one of your features falls flat? It’s the middle of the summer edition of Bootstrapped Web. Brian and Jordan are back behind the mic after surviving family vacations, COVID, and cancelled flights. Today, Brian dives deep into repositioning and how ZipMessage has refocused in the past couple weeks. Meanw...
Jul 11, 2022•44 min•Transcript available on Metacast 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 roadmaps? What do you do when one of your features falls flat? It’s the middle of the summer edition of Bootstrapped Web. Brian and Jordan are back behind the mic after surviving family vacations, COVID, and cancelled flights. Today, Brian dives deep into repositioning and how ZipMessage has refocused in the past couple weeks. Meanw...
Jul 11, 2022•44 min•Transcript available on Metacast 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 while but Brian and Jordan are back, and they’ve brought updates with Rally and ZipMessage. Jordan talks about his fundraising efforts. Brian talks about his customer research project and what he has learned through that process. If you have any questions, comments, or topic ideas for Bootstrapped Web, leave us a message here “It went ...
Jun 07, 2022•44 min•Transcript available on Metacast 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 while but Brian and Jordan are back, and they’ve brought updates with Rally and ZipMessage. Jordan talks about his fundraising efforts. Brian talks about his customer research project and what he has learned through that process. If you have any questions, comments, or topic ideas for Bootstrapped Web, leave us a message here “It went ...
Jun 07, 2022•44 min•Transcript available on Metacast 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 dive on what content marketing will look like in 2022. Recently Aaron Francis (Tuple’s first marketer) talked about their $200,000 loan from Stripe and how he plans on publicly talking about how they will be spending that money. Brian and Jordan give their take on Aaron’s content marketing technique. If you have any questions, comme...
Apr 28, 2022•42 min•Transcript available on Metacast 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 dive on what content marketing will look like in 2022. Recently Aaron Francis (Tuple’s first marketer) talked about their $200,000 loan from Stripe and how he plans on publicly talking about how they will be spending that money. Brian and Jordan give their take on Aaron’s content marketing technique. If you have any questions, comme...
Apr 28, 2022•42 min•Transcript available on Metacast 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 are on the right path? As Brian comes back from a vacation and conference (and before Jordan leaves for his own), we’re catching up on the latest updates on ZipMessage and Rally. We’re also talking about how to best judge our own traction, and how to decide which feature to work on first. “All the best paying customers are usually ...
Apr 08, 2022•38 min•Transcript available on Metacast 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 are on the right path? As Brian comes back from a vacation and conference (and before Jordan leaves for his own), we’re catching up on the latest updates on ZipMessage and Rally. We’re also talking about how to best judge our own traction, and how to decide which feature to work on first. “All the best paying customers are usually ...
Apr 08, 2022•38 min•Transcript available on Metacast 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 business he has owned. Jordan talks about his latest tweet thread, responding to Moiz Ali’s criticisms of Shopify. We also talk about the power of audio, networking through podcasting, and marketing. “The relationship built through audio is so much more powerful. It’s really hard to do that with copywriting, with a website, with ads. It’s jus...
Apr 08, 2022•38 min•Transcript available on Metacast 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 business he has owned. Jordan talks about his latest tweet thread, responding to Moiz Ali’s criticisms of Shopify. We also talk about the power of audio, networking through podcasting, and marketing. “The relationship built through audio is so much more powerful. It’s really hard to do that with copywriting, with a website, with ads. It’s jus...
Apr 08, 2022•38 min•Transcript available on Metacast 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 Jordan are back with some big news: Carthook was officially acquired! Jordan shares what details he can about the acquisition as well as the process and journey of the company. They also talk about the upcoming MicroConf and what conferences can do for you. After all, they’re not just about networking, there are a lot of things gained ...
Apr 06, 2022•51 min•Transcript available on Metacast 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 Jordan are back with some big news: Carthook was officially acquired! Jordan shares what details he can about the acquisition as well as the process and journey of the company. They also talk about the upcoming MicroConf and what conferences can do for you. After all, they’re not just about networking, there are a lot of things gained ...
Apr 06, 2022•51 min•Transcript available on Metacast 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 talking about marketing, hiring developers and writers during “The Great Resignation,” and tokenizing. Token-based economics is the future of SaaS. Web3 tech isn’t just in the future, it’s happening right now. “I would aim for zero commercial partnership: no rev share either way. Those are the best partnerships.” – Jordan Powered By the...
Feb 22, 2022•38 min•Transcript available on Metacast 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 talking about marketing, hiring developers and writers during “The Great Resignation,” and tokenizing. Token-based economics is the future of SaaS. Web3 tech isn’t just in the future, it’s happening right now. “I would aim for zero commercial partnership: no rev share either way. Those are the best partnerships.” – Jordan Powered By the...
Feb 22, 2022•38 min•Transcript available on Metacast 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’s unscripted and random episode, Brian and Jordan give us some great news in terms of business updates. They also talk about one of the bigger customer issues when it comes to running a SaaS company. Not to mention, a deep dive into the metaverse: what does the future look like with Web3? “What shoe will need to drop in order for Web3 ...
Feb 09, 2022•34 min•Transcript available on Metacast 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’s unscripted and random episode, Brian and Jordan give us some great news in terms of business updates. They also talk about one of the bigger customer issues when it comes to running a SaaS company. Not to mention, a deep dive into the metaverse: what does the future look like with Web3? “What shoe will need to drop in order for Web3 ...
Feb 09, 2022•34 min•Transcript available on Metacast 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 updates on Rally’s marking and sales funnels, and prioritization at ZipMessage. Today’s episode is filled with business updates, optimism, and great outlooks for 2022. Don’t forget to check out ZipMessage on ProductHunt ! “I prioritize [the reliability of recording and playback] over shipping a brand new feature.” – Brian Powered By th...
Jan 18, 2022•41 min•Transcript available on Metacast 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 updates on Rally’s marking and sales funnels, and prioritization at ZipMessage. Today’s episode is filled with business updates, optimism, and great outlooks for 2022. Don’t forget to check out ZipMessage on ProductHunt ! “I prioritize [the reliability of recording and playback] over shipping a brand new feature.” – Brian Powered By th...
Jan 18, 2022•41 min•Transcript available on Metacast Brian’s product, ZipMessage, is live today on Product Hunt the same day this episode airs—Tuesday, January 11th
Jan 18, 2022•39 min•Transcript available on Metacast Brian’s product, ZipMessage, is live today on Product Hunt the same day this episode airs—Tuesday, January 11th
Jan 18, 2022•39 min•Transcript available on Metacast 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 niche market? Jordan and Brian talk about these questions and more on this episode of Bootstrapped Web. Jordan talks about his hangups and why his need for idea exploration is causing difficulties with his leadership team. Meanwhile, Brian is continuing to navigate the challenges of starting a new business with a niche target market. I...
Jan 10, 2022•43 min•Transcript available on Metacast 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 niche market? Jordan and Brian talk about these questions and more on this episode of Bootstrapped Web. Jordan talks about his hangups and why his need for idea exploration is causing difficulties with his leadership team. Meanwhile, Brian is continuing to navigate the challenges of starting a new business with a niche target market. I...
Jan 10, 2022•43 min•Transcript available on Metacast What does traction feel like? How do you authentically build a network? Brian and Jordan talk about marketing, website updates, and the different phases of product/market fit. Jordan dives into the different and unique ways Rally is marketing. Brian updates us on ZipMessage momentum: website updates, premium enrollment, and crossing a customer milestone. Today’s episode is all about the different ways you can build traction but also the different ways you can define traction. “If you can work di...
Jan 10, 2022•36 min•Transcript available on Metacast What does traction feel like? How do you authentically build a network? Brian and Jordan talk about marketing, website updates, and the different phases of product/market fit. Jordan dives into the different and unique ways Rally is marketing. Brian updates us on ZipMessage momentum: website updates, premium enrollment, and crossing a customer milestone. Today’s episode is all about the different ways you can build traction but also the different ways you can define traction. “If you can work di...
Jan 10, 2022•36 min•Transcript available on Metacast 
