Practical Founders Peer Groups

Get the right support to build a valuable SaaS company faster by joining a Practical Founders Peer Group with serious software CEOs like you.

Growing a valuable SaaS business is really hard

As a scaling SaaS founder, you want to make confident strategic decisions and accelerate your growth trajectory. But it’s lonely and often confusing to make these big decisions on your own.

It’s always hard and often overwhelming, but the odds of success are in your favor if you don’t get stuck or slow down.

  • Being the CEO of a growing SaaS company is lonely, especially when you are bootstrapped.
  • You’ve got a lot to learn and execute as your company grows. You can’t make big mistakes.
  • SaaS startup content is great, but it applies differently to every founder in every business.

Who would my peers be?

For serious SaaS founders scaling to $5M or $10M+ ARR

This peer group is for bootstrapped and lightly-funded Saas founders who are serious about growing their companies and want to be around other founders like them to grow faster.

  • Your company has at least $1M in annual recurring software product revenue.
  • You might have some practical angel funding, but you don’t have institutional VC funding.
  • You have a clear customer focus, and your core product is improving steadily.
  • You just need more revenue to fund your investments and hires. You are not trying to raise VC funding.
  • You could sell the company at some point when it is much bigger, or you could run it as a happy, profitable business.

Practical Founders Peer Groups Stats

0

Active CEO
group members
in 4 groups

$0million

Avg. ARR of
member companies

0

Member companies
> $10M ARR

$0billion

Total founder
equity value @6X

0

VC-funded
CEO members

What Current CEO Members are Saying

Work on your business with a trusted group of practical SaaS founder peers

Be part of a committed and confidential group of practical founders creating valuable software companies without big funding. Every member gets valuable tactical insights monthly and powerful strategic results every year.

A Practical Founders Peer Group is a committed and confidential group of founders/CEOs who want to help you succeed on your terms. Each Practical Founders Peer Group is personally curated and moderated by Greg Head.

  • Get savvy perspectives and honest feedback on your biggest business challenges.
  • Stay sane and overcome big challenges to keep making progress.
  • Learn what it takes to be a successful CEO of a valuable $10M+ ARR company
  • We meet every month on Zoom for three hours at a scheduled time.
  • Fast-paced and structured meetings to help serious founders.
  • Access to 1-1 advisory support working with Greg Head.

Every month, member CEOs bring important questions like these to get feedback and practical actions they can apply to their unique situations:

Should I hire a great first Head of Sales that can take us to the next level?

How can I hire a Head of Sales that will get actual results and help us grow?

Should we invest more or be more profitable this year?

How can we optimize our content for both SEO and AI GPT searches?

Should I raise prices this year? Charge for our new add-on product?

What should I do with investor and acquisition inquiries that I get every week?

I'm tired after 10 years grinding away. Should I consider selling sooner than later?

When do I need a fractional CFO? What kind would I need?

Should we start using EOS or another business operating system for goals, meetings, and coordination?

Should I raise a little practical funding (angel, debt, royalty-based funding) to grow a little faster?

How can I get each of my leaders and their teams to adopt AI tools more seriously?

How are you dealing with security and regulatory issues with AI tech inside your product?

How should we raise prices this year and evolve our pricing scheme?

I have a serious personal issue that is causing problems for me in my business. How can I manage this better and not disrupt my business?

Should I fire a current department leader and hire a more experienced leader?

What can I do in the next 12 months that can make my business much more valuable to a buyer?

Should I invest more to grow faster or should we be more profitable in the next year?

How can work better with our big ecosystem partners to grow faster and become a potential acquisition?

How should we handle a major shift in our market that is creating massive headwinds for us?

What’s the best way for us to provide profit-sharing or share incentives to our employees?

A smaller competitor wants us to acquire them. Should we do it?

Practical Founder in Chief

Meet Greg, your host

I’m Greg Head. I’m an experienced SaaS entrepreneur and exec leader who has grown two software companies from startups to $100 million in revenues, including one IPO. Now I help serious practical SaaS founders all over the world create valuable software companies without big outside funding.

 

As an entrepreneur and operator, I love how serious founders can build valuable SaaS companies in many different ways. You get to choose your own adventure, but you can’t defy the laws of nature with your valuable products, efficient GTM, amazing teams, and a compelling vision.

 

Let’s have a conversation to see if a Practical Founders Peer Group will help you win your game and get there faster.

Real Founders, Real Results

Testimonial - Morgan Katz

Now I can just pick up the phone at any time and call one of the CEOs in the group and ask, What are you doing about this? And with Greg, I'm in this situation. Can we talk through it? It comes back to me, too. I'm happy to help our peer group CEOs anytime.

Morgan Katz, CEO
Ticketnology

Now I can just pick up the phone at any time and call one of the CEOs in the group and ask, What are you doing about this? And with Greg, I'm in this situation. Can we talk through it? It comes back to me, too. I'm happy to help our peer group CEOs anytime.

Testimonial - Morgan Katz
Morgan Katz, CEO
Ticketnology
Testimonial - Justin Hewett

It is amazing to get unfiltered feedback from such experienced founders who don't have an agenda other than to be helpful to me. I also get to hear that other savvy founders are dealing with hard challenges, making mistakes, and making things up, just like me.

Justin Hewett, CEO
Flashlight Learning

It is amazing to get unfiltered feedback from such experienced founders who don't have an agenda other than to be helpful to me. I also get to hear that other savvy founders are dealing with hard challenges, making mistakes, and making things up, just like me.

Testimonial - Justin Hewett
Justin Hewett, CEO
Flashlight Learning
Testimonial - Josh Turley

The quality of this peer group is completely night and day better compared to other CEO peer groups I have tried. That has a lot to do with the amazing SaaS founders who are on our calls. They're all just as invested in my business, asking questions, and they generally want to help.

 
Josh Turley
CEO, RTA Fleet

The quality of this peer group is completely night and day better compared to other CEO peer groups I have tried. That has a lot to do with the amazing SaaS founders who are on our calls. They're all just as invested in my business, asking questions, and they generally want to help.

 
Testimonial - Josh Turley
Josh Turley
CEO, RTA Fleet

Annual Practical Founders Summit event

CEO Members at our 2024 Summit in Phoenix

Join Today

Enrollment is Open

Become a Practical Founder Peer Group member this year. Let’s talk to see if this is a great fit to help you realize your vision. 

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