Founder Office Hours

Join Underpin Founder, Jonathan Kaylor, for free weekly Office Hours for small business owners. Bring your questions, roadblocks, or ideas and leave with clarity, support, and next steps.

What are Founder Office Hours?

These are casual, no-pressure 1:1 video calls where you can ask questions, get feedback, and talk through what’s working (or not working) in your business. Whether you’re stuck on pricing, unsure how to grow, or just need a sounding board, I’m here to help.
It’s free. It’s supportive. And it’s built to give you real value.

Why Do I Offer This?

I believe every business owner deserves support, even if they’re not in a position to hire that support. Office Hours are my way of staying accessible and satisfying our mission of making sustainable success possible for every business owner.

Sometimes one good conversation can change everything.

Who’s It For?

• Solo or small business owners.
• Newer entrepreneurs or the entrepreneur curious who are looking for direction.
• Experienced owners who want a second opinion or fresh perspective.
• Anyone feeling stuck, overwhelmed, or unsure what to prioritize.

How Does It Work?

• Sessions are held once a week on Fridays.
• Each session is 20-30 minutes.
• Limited spots available each week.
• You’ll receive a confirmation email with the Zoom link.

What Can You Ask About

These sessions are designed to be AMA (Ask Me Anything), so I am happy to offer whatever guidance and expertise I can to help or connect you to someone who might be in a better position to help than me.
Here are some specific topics:
• Business Model, Budget, Goal Setting.
• Sales, Marketing, Pricing Strategy.
• Customer Service, Communications, Conflict Resolution.
• Mindset, Time Management, Overwhelm

Ready to talk?

Reserve your spot for this week’s Office Hours below. I look forward to hearing your story.