The Messy Middle - Weekly Operator Room
A weekly advisory room for women solopreneurs and small business owners (less than 5 employees) navigating growth
You’ve built something you believe in, secured clients, and you see success.
Now it’s sticky - the decisions are heavier, the path is less clear, and what got you to this point isn’t moving the needle any longer.
This is the room where we work through that - Together
Mondays at Noon CT
$65 per session | 10 sessions for $550
The early stage of business is about starting, the messy middle is about figuring out how to grow.
At this point you are:
Rethinking strategy
Refining offers
Balancing relationships with revenue
navigating decisions not faced before
And you are feeling stuck and alone.
This is the room that will help you think clearly, decide faster, and move forward
This room is for women who:
Have established business with active clients
Are generating revenue and want to grow with intentionality
Can clearly articulate what they do and who they serve
Are navigating real, current challenges
Want to build relationship, not chase transactions
Are ready to be challenged - want to do the work
Monday @ Noon CT
Messy Middle
Women Only Room
Drop in Sessions
Monday @ Noon CT Messy Middle Women Only Room Drop in Sessions
What happens each week
Each session is structured for clarity and movement
Inside the Hour:
Check In: each participant shares what she’s working on and where she’s stuck
Deep Work Sessions: 2 to 3 women work through real challenges such as
Strategic pivots
Pricing decisions
Client dynamics
Growth blockers
Commitment & Close: we all leave with a decision made, a clear next step, something to execute this week
Inside the Room:
This is a working room.
Come prepared to participate
Conversations will get specific quickly
Decisions can happen in real time
Plan to be fully engaged, camera on, actively participating in the conversation lead by Kara
Inside Membership:
Weekly Advisory Sessions
Join when you need support or come consistently to build momentum
Focused Deep Advisory Work
Bring your hardest challenge and work through it real time
A Curated Room of Women in Growth
No early-stage noise, no explaining the basics. We all learn from each other.
Ongoing Slack Community
Stay connected between sessions to ask questions, share progress, stay accountable
How it Works:
Sessions held weekly on Mondays at Noon
Each session is limited to 10 participants
Reserve your spot in advance
First come, first served
24-hour cancellation window: late cancellations or no-shows forfeit the session
Meet Your Instructor
Kara Kuykendall
Executive Advisor