Podcast: Bootstrapped Web | For Entrepreneurs Bootstrapping Web Startups


Bootstrapped Web is for entrepreneurs who are bootstrapping web startups and believe in order to achieve success, we must learn by doing. Interviews with bootstrapped entrepreneurs and case studies in building profitable businesses.

Visit website


Suggestions

No suggestions, be the first person to make a suggestion!

Recent Episodes

  • Rabbit Holes Within Rabbit Holes

    It’s September, which means we’re talking about the changing of the seasons: kids are back in school, we’re gearing up for Black Friday, updating websites, and checking our numbers. Brian talks about his email marketing, hiring developers, and changing we...

  • Move It up and Accelerate the Plan

    Jordan is back! We talk about what we’ve been up to: family trips to Cape Cod, productivity and the stress before vacations, Michigan in the summer, and buying houses, Brian’s assistant. After catching up, we jump right into updates, price changes, dual-t...

  • What Is a “Launch”, Really? w/ Ben Orenstein

    With Jordan out of the studio, today our guest is Ben Orenstein. He is the host of the Art of Product podcast as well as Co-founder of the online tool, Tuple, which was built for remote pair programming on Macs (screenshare with audio). We talk about what...

  • Starvation or Indigestion?

    Two weeks in a row, and still plenty of topics and updates to discuss! Jordan wants to talk about how startups fail when they take on more opportunities than they can handle. If he decides to pursue any of the big opportunities that popped up recently, wh...

  • Navigating First Customers / Making a Big Price Change

    We are back from a lengthy hiatus and we have plenty to discuss for today’s episode! Brian updates our listeners about ProcessKit and what he is learning from the process. Jordan wants to discuss the price increases coming to Carthook. He also dives into...

  • Inviting First Customers / App Stores

    Hey, we’re back and we’ve got some lessons and updates to share with you! Both of us have plans to travel over the next few weeks. Jordan will be visiting his Slovenia team and Brian will be attending WP Elevation. Carthook and ProcessKit are both at a pi...

  • Inviting First Users & Profitable Team Growth

    We ask ourselves a lot of questions during this episode. Jordan is looking at Carthook and seeing exciting changes but now he has to consider what comes next. Brian is still getting ProcessKit ready for users and has to ask himself who should the first gr...

  • The “Strings” Attached to VC

    We have had some major decisions to make lately. Brian is working on ProcessKit and his self-imposed deadline is just around the corner. Now, he has to decide if he wants to launch a semi-ready product to his users. We discuss when is the appropriate time...

  • Selling to Teams & Hiring an Assistant

    Hey! We are back from MicroConf and we’ve got some great takeaways from the experience. We discuss the speakers and the talks and how the experience changes for us year to year. We also have some updates for you. Brian is still working on ProcessKit and i...

  • When Customer Support Does & Doesn’t Pay

    MicroConf is coming and we’re psyched! We take a glimpse at the schedule for this year’s event and we talk about what we’re looking forward too. Brian has an update on his pricing issue with ProcessKit and the conclusion he came too. Jordan is happy to an...

  • Pricing Per User or…?

    MicroConf is just around the corner and we are ready for it! We share our excitement about the conference and encourage you the listeners to say hi if you plan to attend this year. Brian has an update about ProcessKit and he actually has a launch date! He...

  • Hiring (or not?)

    We cover a subject that affects all bootstrappers today. Should you hire or not? This topic comes up because we both are looking to hire some new team members. Jordan has seven job openings and Brian is looking for a new writer for Audience Ops. We discus...

  • Who Is Selling the Product?

    MicroConf is right around the corner! We are excited and really looking forward to this year’s event.

  • Sales to Onboarding Process / Profitable Side Projects

    This week, Jordan has been very focused on sales. He and his company are considering hiring their first salespeople. Jordan shares he believes that they’ve gotten complacent and are starting to look at things in the wrong way – in aggregate instead of in...

  • Churn and Onboarding. Onboarding and Churn.

    Today we talk about something that affects all businesses, churn. No matter how successful your business is, everyone deals with customer churn. Jordan has decided to tackle Carthook’s churn problem head-on. He shares with Brian how he and his team have g...

  • Speaking Our Minds in 2019 / How Not to Increase Prices

    Welcome to 2019! This is our first episode of the year and we have a lot to say! Brian is planning a lot of travel these few months. That means that some of his projects are on the back burner. He gives an update on both ProcessKit and Sunrise KPI and exp...

  • More Questions Than Answers in 2019

    We are shying away from discussing goals or resolutions for the businesses this year. Instead, we reflect on how the bootstrapped world and business models have changed. A lot of approaches and marketing techniques have gone by the wayside in the last two...

  • Team Equity / A New App / The Next App

    The holidays are here! The office parties are going on and Christmas music is everywhere! Today Jordan is celebrating the growth of Carthook by offering his employees stock options. He discusses the stickiness of the decision and the excitement and nervou...

  • Surviving & Thriving Through Black Friday / Building an App in a Week

    With the year winding down we are feeling reflective during this episode of Bootstrapped Web. Jordan compares the state of Carthook from last year versus this year. A lot can change in a year! Brian is in a transition period right now and is currently try...

  • Launching a New Product in a Month / VIP Customer Sales

    We are gearing up for the holiday season here at Bootstrapped Web. Jordan has a serious talk about self-care and knowing when to step back. Brian gives an update on ProcessKit and announces a new product. Automation Guides is launching later this month. B...

  • Ben Orenstein Joins us to Talk Bootstrapping

    Ben Orenstein, is the co-host of The Art of Product podcast, a show where Brian recently appeared. Ben also tells us about his most recent project, Tuple, a tool for remote pair programming. We discuss where the idea for Tuple came from and the team who i...

  • Building in Public / Case Study Marketing / TinySeed

    We have some exciting updates to share and we give our reaction to Rob Walling and Einar Vollset’s big announcement of the TinySeed Fund. Jordan and his team are preparing to move offices in Slovenia. He also sings the praises of case studies. Carthook ha...

  • Bootstrapping Reality / Technical cofounders / New Management

    Today’s episode is a straightforward update episode for us. Brian is moving forward with ProcessKit and reflects on his goals for the project. Jordan celebrates the awesome team he has built over at Carthook and shares what it is like to step back and see...

  • ProcessKit Early Access / Celebrating Growth / CTO Questions

    We are back to tell you about some exciting news and developments. Jordan is enjoying a high mark in Carthook’s business and he found a building so he can move his Portland team. He also discusses the marketing strategies and changes that are making Carth...

  • Learning Rails vs. Laravel / Branding / Education Marketing

    Summer is in full swing and we are back from our individual vacations. We discuss our businesses and our personal roadmaps for Carthook and Audience Ops. We vent about developing frustrations and we do an armchair quarterbacking session for ConvertKit’s n...