Coaching

Hands-On STR Operator Accelerator (Small Group)

Built for early stage operators who want hands-on guidance and real momentum

This coaching offer is designed specifically for short term rental management operators who are early in their journey and want direct, practical support to build and scale a real management business.

This is intentionally more hands on, personal, and execution focused.

If you are managing anywhere from zero to ten properties and want help signing owners, building systems, and focusing on what actually moves the needle, this is for you.

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Who This Is For

This is a fit if you:

  • Are launching or have recently launched a short term rental management business

  • Are managing your first few properties or actively trying to sign your first owners

  • Want clear direction, accountability, and real feedback

  • Feel overwhelmed or unsure what to focus on next

  • Want to avoid wasting time on the wrong things in the early stages

This is especially valuable for operators who need more support than traditional group coaching provides but still want the benefit of learning alongside a small group of peers.


What We Work On Together

This is not a templated or one size fits all program. Coaching is tailored to where you are right now.

Common focus areas include:

  • Getting clear on your goals and your ‘why’

  • Structuring your STR management business correctly from day one

  • Pricing and positioning your management offer

  • Owner outreach and signing your first clients

  • Systems for cleaning, maintenance, vendors, and guest communication

  • Transitioning from self-managing to building repeatable processes

  • Time management and prioritization as a solo operator

  • Understanding what actually moves the needle early and what wastes time

You bring your real business challenges. We work through them together until there’s clarity and clear next steps.


How the Coaching Works

This is a six month coaching engagement. At the end of the six months, students who are a good fit may have the option to continue.

Included in the program:

Weekly Small Group Office Hours

These are live, interactive sessions where everyone has time to ask questions, get feedback, and work through real scenarios. Group size is intentionally kept small to ensure hands-on learning and attention.

Monthly One-On-One Coaching Call

Each student receives a private monthly call focused entirely on their business, decisions, and next steps.

Ongoing Support & Accountability

You will have continued access to guidance, resources, and feedback throughout the six months.

This is practical, early operator level coaching focused on execution, not theory.


Who This Is Not For

This is not a fit if you:

  • Want passive income without doing the work

  • Are already running a large, mature management company and only want high level strategy

  • Prefer generic courses over personalized feedback

  • Avoid being held accountable to your goals

  • Are not willing to take action between calls


Investment

Option 1: $500 per month for six months

Option 2: $2,500 paid in full

Spots are limited to 20 people to keep the group small and the coaching high touch.


Next Steps

If you are serious about building a real short term rental management business and want hands-on guidance in the early stages, book a call with me by clicking the button below:

Book A Call With me