Communicating What’s Next

Bootstrapped Web
Communicating What's Next
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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

Product in Market (Is How We Learn)

Bootstrapped Web
Product in Market (Is How We Learn)
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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

Building in public… More.

Bootstrapped Web
Building in public… More.
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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

Another Year

Bootstrapped Web
Another Year
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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.

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

Resources:

Brian on Twitter

Jordan on Twitter 

ZipMessage

Rally

As always, thanks for tuning in. Head here to leave a review on iTunes

Hey ChatGPT, what should we talk about?

Bootstrapped Web
Hey ChatGPT, what should we talk about?
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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 about what’s happening in ZipMessage and Rally. Enjoy.

If you have any questions, comments, or topic ideas for Bootstrapped Web, leave us a message here.

Here are today’s conversation points:

  • The future of AI and creators
  • Q4 spreadsheets and budgeting
  • Updates in Rally and ZipMessage
    • SEO content
    • Marketing and sales
    • Product-led content

Resources:

Brian on Twitter

Jordan on Twitter 

ZipMessage

Rally

As always, thanks for tuning in. Head here to leave a review on iTunes

Twitter Takes (and Some Business Talk)

Bootstrapped Web
Twitter Takes (and Some Business Talk)
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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 run your board meetings? When it comes to growth targets, where do you focus your energy? 

If you have any questions, comments, or topic ideas for Bootstrapped Web, leave us a message here

Here are today’s conversation points:

  • The conclusion of Jordan’s moving saga
  • The new era of Twitter
    • Verification
    • Twitter as a product
    • Building in public
  • Team retreats and all-hands meetings
  • ZipMessage updates
  • SEO: quantity, speed, and AI tools
  • Board meetings and keeping records
  • Growth Targets

Resources:

Brian on Twitter

Jordan on Twitter 

ZipMessage

Rally

As always, thanks for tuning in. Head here to leave a review on iTunes

Q4 Energy

Bootstrapped Web
Q4 Energy
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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 you have any questions, comments, or topic ideas for Bootstrapped Web, leave us a message here.

Here are today’s conversation points:

  • NoSnowTinyConf Recap
  • Residual issues that arise after raising funds
  • Rally updates
  • Launch of Coach Club and Coach Club Digest
  • Treating marketing as a product
  • Team updates, accountability, and weekly stand-ups

Resources:

Coach Club

Brian on Twitter

Jordan on Twitter 

ZipMessage

Rally

As always, thanks for tuning in. Head here to leave a review on iTunes

Tools & People

Bootstrapped Web
Tools & People
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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 and Jordan asked for your questions and Twitter delivered. Today, they are answering Twitter’s questions about what tools they use, and who to hire, and when.  

If you have any questions, comments, or topic ideas for Bootstrapped Web, leave us a message here.

Here are today’s conversation Points: 

Resources:

Brian on Twitter

Jordan on Twitter 

ZipMessage

Rally

As always, thanks for tuning in. Head here to leave a review on iTunes

What We’d Build (If Not This)

Bootstrapped Web
What We'd Build (If Not This)
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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 Web episode yet? 

How do you navigate the Catch-22 that is operations versus growth? If you were to jump into a completely different niche or industry right now, what business would you start? Brian and Jordan are answering some of your questions and topics submitted through Twitter. 

If you have any questions, comments, or topic ideas for Bootstrapped Web, leave us a message here

Here are today’s conversation Points: 

  • Operations versus growth 
    • In SaaS versus as a freelancer
    • What you need to do in order to not interrupt the forward momentum
    • Invite-only feature launch with ZipMessage
    • Does funding really help extend your roadmap?
    • The Catch-22 of growth and operations
  • New and different niches and industries
    • Time away for research
    • AI-driven tech
    • Media businesses in the modern web
      • YouTube, TikTok, OnlyFans, etc.
      • Different use cases for almost anything
    • Separating passion from a career?
  • The formatting of new podcasts
  • Types of tweets and content on Twitter

Resources:

Brian on Twitter

Jordan on Twitter 

ZipMessage

Rally

As always, thanks for tuning in. Head here to leave a review on iTunes

Work-Life (Hour-by-Hour), Explained

Bootstrapped Web
Work-Life (Hour-by-Hour), Explained
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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 to staying healthy, and their opinions on morning productivity and pulling all-nighters.

If you have any questions, comments, or topic ideas for Bootstrapped Web, leave us a message here

Here are today’s conversation Points: 

  • Rocks, pebbles, and boulders (and hair and sand)
  • Daily routines and how to optimize your day
    • Personal life
    • Professional life
  • Morning productivity versus night owl hours
  • The ultimate productivity app: a notepad and a pen
  • Productivity hours when your team members live in different time zones
  • Separating professional and personal life

Resources:

Brian on Twitter

Jordan on Twitter 

ZipMessage

Rally

As always, thanks for tuning in. Head here to leave a review on iTunes