A Small Room Built for Leaders Who Are Playing the Long Game.
Weekly live conversations, real-time strategy, and a tight-knit group of business owners who understand that the best growth comes from intentional relationships and consistent momentum.
Not a Webinar. Not a Course. A Real Conversation.
The 100 Cups Mastermind is a small strategy room for leaders who are serious about building relationships that grow their business. Every week, the same tight-knit group shows up, sharpens their thinking, and holds each other accountable.
This isn't passive learning. It's active, practical, and built around the people in the room. Jason facilitates every session, brings in guests a couple times a month, and keeps the focus squarely on what actually moves the needle.
Everything You Need to Stay Sharp and Keep Moving.
Weekly Live Conversations
Every Thursday at noon CST, the group gathers on Zoom for an hour of focused coaching, strategy, and real talk about what's working and what isn't.
Real-Time Strategy and Feedback
Bring your actual challenges and get direct input from Jason and the group. No theoretical frameworks, just practical guidance on the situations in front of you right now.
Accountability That Sticks
Showing up every week with the same group creates the kind of accountability that keeps momentum going even when things get busy. The group holds you to what you said you'd do.
Guest Speakers a Couple Times a Month
Jason brings in outside voices regularly, because great relationships and great thinking both require fresh perspective. Past guests have included business owners, sales leaders, and relationship-focused entrepreneurs who bring real experience to the room.
Built for Business Owners Who Are Done Going It Alone.
The Mastermind is a small room and it's meant to stay that way. It's for the right people at the right time.
What Members Are Saying.
"Thursday at noon has become the most valuable hour of my week. The group keeps me honest and Jason has a way of getting to the root of what's actually holding you back."- Brian K., Insurance Agency Owner
"I've been in masterminds before that felt like a big sales pitch. This one is different. It's a real conversation every single week and the people in the room actually care."- Tanya M., Financial Advisor
"The guest speakers alone are worth it. Jason brings in people who have something real to say and the conversations always go somewhere useful."- Ryan S., Business Development
Everything You Need to Know.
What exactly happens on the Thursday calls?
Each week is a live Zoom session at noon CST. Jason facilitates the conversation, the group shares what they're working through, and everyone gets real-time input and feedback. Some weeks have a specific topic, others are open coaching. Either way, you leave with something useful.
How many people are in the group?
The group is kept intentionally small. The whole point is that every person in the room gets heard and contributes. When the room gets too big that stops happening, so membership is limited.
What if I miss a session?
Life happens. Sessions are recorded so you can catch up. That said, the value of this group comes from consistent presence, so the expectation is that you show up most weeks.
How often do guest speakers come in?
A couple times a month. Jason is always looking for people who have real experience and something genuine to contribute to the group. It's not about big names, it's about good conversations.
Can I cancel anytime?
Yes. Membership is month to month and you can cancel anytime. The goal is to keep people because it's worth it, not because they're locked in.
Every Thursday. Noon CST. $99 a Month.
A small group, a consistent rhythm, and a conversation worth showing up for. Apply today and let's see if it's a good fit.
Helping business owners build steady, meaningful growth through intentional connection.