Remote Strategic Coach Jobs Near Me

At Thanks for Visiting, we believe short-term rental owners deserve more than generic advice—they deserve proven strategies that help them build profitable, sustainable businesses. Since 2019, we've helped more than 1,200 vacation rental entrepreneurs stop guessing and start making confident, data-driven decisions through expert coaching, education, and community.

We're a small but mighty remote team where collaboration, innovation, and continuous improvement are part of our everyday culture. Every voice matters, every idea is welcomed, and every team member has the opportunity to make a meaningful impact.

With a thriving community of more than 100,000 followers, a podcast with over 5 million downloads, and our flagship Strategic Host coaching program, we're recognized as a trusted leader in the short-term rental industry. If you're passionate about helping business owners succeed and want to be part of a team that's raising the standard for vacation rental education, we'd love to meet you.

The Short-Term Rental Business Coach reports directly to the Chief Operating Officer and Vice President of Product and serves as a trusted advisor to Strategic Host clients.

In this role, you'll work one-on-one with vacation rental owners to help them understand their business performance, identify opportunities for growth, and implement strategies that improve profitability. You'll combine financial insight, operational expertise, and coaching skills to guide clients toward measurable results while helping shape the future of our Strategic Host program.

No two days are exactly alike. You'll spend your time leading coaching sessions, onboarding new clients, facilitating group trainings, engaging in our online community, collaborating with teammates, and contributing to curriculum development. Your ability to translate business data into clear, actionable recommendations will directly impact client success, retention, and the continued evolution of our coaching program.

• Conduct one-on-one coaching calls for your assigned Strategic Host clients, completing all preparation before each session.

• Lead onboarding sessions for new clients, including the 10 Grand Plan diagnostic to identify revenue opportunities and build an action plan.

• Hold clients accountable to the goals and milestones established during coaching.

• Host or co-host weekly group coaching sessions, developing presentations, supporting materials, and educational resources.

• Collaborate with leadership to build, refine, and improve Strategic Host curriculum and coaching frameworks.

• Maintain an active presence within the Strategic Host community by answering questions, providing guidance, and celebrating client successes.

• Support quarterly Bootcamp programs through live training sessions, Q&A events, and prospective client conversations as needed.

• Participate in weekly team strategy meetings and coaching reviews to continuously improve client outcomes.

• Review AI and team feedback from recorded coaching sessions and implement ongoing improvements.

• Identify recurring client challenges, industry trends, and opportunities to strengthen Strategic Host resources and frameworks.

• Active or recent experience building, owning, operating, or leading a short-term rental business.

• Strong understanding of short-term rental business analytics, including OTA performance metrics and direct booking data.

• Experience with revenue management, dynamic pricing strategies, seasonality, and market demand.

• Experience hiring, managing, and holding teams accountable to performance goals.

• Ability to interpret complex business data and translate it into practical, actionable coaching.

• Excellent verbal and written communication skills with a confident, engaging on-camera presence.

• Self-motivated and highly organized with the ability to thrive in a collaborative remote environment.

• Experience using PriceLabs or comparable dynamic pricing software.

• Previous coaching, consulting, or client advisory experience.

• Familiarity with Skool or similar online community platforms.

• Experience creating curriculum, educational content, or training programs.

• Comfortable presenting live and creating recorded educational content.

Compensation

• $65,000 - $82,000 annually

• Bonus opportunity available

Benefits

• Health insurance

• Dental insurance

• Vision insurance

• Retirement benefits

• Paid time off, including vacation, sick leave, and holidays

Schedule

• Monday - Friday

• 9:00 AM - 5:00 PM Eastern Time

Location

• Remote (United States)

Application Process: This role requires frequent virtual communication. To move forward in the interview process, you'll be asked to complete a brief Predictive Index (PI) personality assessment, followed by a 2-minute video introduction. Please keep an eye out for an email from Better Talent with instructions to complete these required steps to move forward in the interview process.