
Most STR business owners hit a ceiling around 10 properties. Instead of scaling, they end up bottlenecked; answering the same team questions, micromanaging every decision, and burning out as the firefighter CEO.
The truth? You don’t need another tool or assistant. You need a true Ops Leader who can run the business for you.


Out of the Weeds™ is a step-by-step course that trains your Ops Leader to lead with clarity, culture, and systems. You’ll finally trust your team, step out of the weeds, and focus on growing your portfolio like a true CEO.
Growth slows, stress skyrockets, and the “freedom business” you dreamed of starts feeling like a 24/7 job. The real problem? You’ve been hiring assistants when what you actually need is a true Ops Leader.
That’s why I created Out of the Weeds™. Inside, your Ops Leader will learn how to run your STR business with clarity, culture, and systems so you can finally step back, trust your team, and think like a CEO instead of a firefighter.
"Your STR business can’t scale if you’re still the one putting out fires.” - Jess
Why Join the Waitlist??
First access to enrollment (Sept 29)
Only 10 Founding Member spots available
Lowest price it will ever be ($497)
🌱 Phase 1: Foundation
Shift from task-doer → emerging leader
âś” Define culture + values that guide decisions
âś” Build professional presence + confidence
âś” Start making decisions instead of waiting for approval
âś” Install the Ops Dashboard Lite (a simple Notion hub to track priorities + KPIs)
🔑 Phase 2: Leadership & Mastery
Step fully into Ops Leadership
âś” Run EOS-style meetings + rhythms
âś” Confident communication with guests, owners, and vendors
âś” Feedback + accountability systems that help the team self-manage
âś” Crisis playbooks so issues get solved without always landing on your plate
🚀 Phase 3: Strategic Growth
Ops Leader → Integrator
âś” Financial scorecards that track what really matters
âś” Systems that scale with EOS + AI
âś” Retention strategies to keep guests + owners happy
âś” Capstone: Build your full Ops MBA Dashboard in Notion