Bootstrapped Web

“Fattening” Your Company and… Freemium?

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Welcome back to Bootstrapped Web! Today we share progress reports about our respective businesses and ask the question, “Should you go freemium or not?”

Jordan has begun the process of “fattening” up Carthook’s systems to add value to the company and move the business to the next stage. Carthook is also growing their team and there have been some growing pains in the communication process. There have been some hard lessons in the process that Jordan hints at that could help business owners build their systems more effectively.

Brian has been putting a lot of energy and time into Ops Calendar. He is getting a lot of interest in the service and the product. This new interest has given him a reason to ask the question if freemium is a viable option for Audience Ops.

There is some really useful and thoughtful discussion in today’s episode, so tune in to join the conversation.

I feel freemium is one of these things that a lot of bootstrappers have not given a fair shake as a strategy. – BrianPowered By the Tweet This PluginTweet This

Here are today’s conversation points:

  • The “fattening up” process of Carthook.
  • The struggles of building an effective team.
  • Audience Ops and Ops Calendar progress reports.
  • Ops Calendar’s features and fixing the unexpected bugs.
  • The usefulness of Slack.
  • The benefits of letting  people “win.”
  • Working with freelancers and building a positive business culture around them.
  • Jordan’s marketing experiments and the results.
  • The pros and cons of freemium.

    • I admire people who are super product focused because I think it’s fun. It’s so creative and interesting. – Jordan
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