Learn From a Remote Operator: How to Manage 70 Properties
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Managing from a distance works fine. Operating from a distance doesn't. In this episode of The Accommodation Show, Fred Cercena from Getaway VR breaks down how he manages 70+ vacation rentals across Vermont and Maine from his base in New York.
Fred shares why remote management requires physical local hubs for supplies, how he built an internal promotion track that turned a local housekeeper into a General Manager running two states, and why keeping your tech stack small beats constantly chasing new software.
We also dive into his lean tech setup—including Streamline PMS, SendSquared CRM, dynamic pricing with a dedicated revenue manager, and using Claude AI via MCP connectors to run nightly audits across system data.
Guest: Fred Cercena, Founder of Getaway VR
Website: getawayvr.com
📋 In this episode, we discuss:
00:00 - Introduction & Managing 70 Properties from NY
03:10 - Car Sales Marketing Tactics Applied to STR Photos
07:25 - Doubling Portfolio Size via Business Acquisition
11:40 - The Reality of Remote Management: Why You Still Need a Local Hub
16:15 - Building a Team: Promoting Housekeepers to General Managers
20:50 - Why You Must Earn the Right to Step Out of Daily Operations
25:30 - Being Known in the Community (Chamber of Commerce)
30:10 - The Lean Tech Stack: Streamline, SendSquared, & SMS Agreements
34:45 - Dynamic Pricing: Treating PriceLabs Like a Ferrari
39:00 - Running Nightly AI Audits on PMS Data via Claude MCP
43:15 - 3 Rules for Expanding Into Remote Markets
#ShortTermRentals #RemotePropertyManagement #PropertyManagement
SHOW LINKS
Getaway VR — getawayvr.com
Streamline PMS — streamlinevrs.com
SendSquared — sendsquared.com
PriceLabs — pricelabs.co
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Disclaimer: The content shared on this YouTube channel, Podcast, or associated posts reflects personal opinions and insights. This content is not intended as legal, financial, or investment advice. Always consult with licensed professionals before making decisions. The hosts and guests disclaim liability for any consequences of using this content. Actions taken should be based on your personal due diligence.
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