It’s Lonely Being the CEO of a Growing Bootstrapped SaaS Company

Being the CEO of a growing SaaS company can be lonely, even with 15 or 50 employees.

This is especially true when the company is bootstrapped or lightly funded without big VC funding.

VC funding comes with board members, big lawyers, experienced executives, paid advisors, and CEO connections in your investors’ portfolio companies. Lots of people show up to help and guide you through your next phase.

But when you don’t have investors or pay big lawyers and consultants, you don’t get that help. And it’s hard to find like-minded CEO peers facing the same challenges you do.

You carry around big and important questions you can’t discuss with your employees, spouse, and often your leadership team.

But you’re not crazy.

You’re just facing complicated new challenges, as are all savvy SaaS founders learning to be CEOs as their companies grow past $1M or $2M ARR.

  • Should I hire that junior or senior leader for this function?
  • How can we reach our ICP to grow efficiently?
  • What growth strategies should we start on now? Raise prices, expand regions, ship new products, add new channels, go upmarket?
  • How do we coordinate our growing team? Should we use EOS or some other business operating system?
  • Is this employee or co-founder working out as our company has changed?
  • Should we raise angel funding, use SaaS debt, or consider growth equity?
  • What will be important to the company that acquires us someday?
  • How should we adjust our positioning as the market changes and competitors emerge?
  • What’s our explicit culture now that we must explain it clearly to find and filter new team members?
  • Should I be talking to some people who reach out about investing or acquiring our business?
  • What do I/we want this company to be in the next 3-5 years?
  • What kind of CEO must I be to achieve our vision?
  • Am I going crazy? Is this going to work? Can I really do this?

These are different for every founder, but there is a BEST answer for you, in your situation, for what you are trying to achieve in your market at your stage.

This is why I created Practical Founders Peer Groups.

To bring together savvy CEOs of B2B SaaS companies with $1M-$10M ARR who are building valuable software companies without big VC funding.

They face similar challenges, but each in their unique ways.

We meet in groups of 7-8 founders monthly to work on those issues. It’s not free.

To make better decisions on the big challenges they face this month. And to get through the occasional big crises that kill other startups.

To keep going, learn faster, make fewer mistakes, gain confidence, and connect with a team that understands you and your vision.

There are 32 awesome founder members in multiple peer groups now. Some have grown past $10M ARR.

If you’re this kind of founder with these challenges…

I have THREE OPENINGS for B2B SaaS founders in my Practical Founders Peer Groups right now.

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