Philip O.
STR Growth Executive | Data Driven Pricing, Ops, Host Performance
The market doesn’t reward owners who work harder: it rewards owners who build systems that work smarter. I’m Philip, a Short‑Term Rental Strategist and Executive Operator. Owners bring me in when they want their properties to earn what the market is actually paying. You stay the owner; my team and I make the asset perform like a business. What I do (so you don’t have to) Dynamic pricing that reacts to real demand: daily rate updates with PriceLabs + live local signals to capture peak nights and protect occupancy in slow weeks. No more leaving money on the table because calendars weren’t updated. Listings engineered to convert: SEO‑optimized titles, photo sequencing based on booking psychology, and descriptions tuned for Airbnb, VRBO, and Booking. These optimizations routinely recover 20–40% of lost revenue. 5‑star guest operations on autopilot: 24/7 responses, proven SOPs for check‑in/turnovers/escalations, and a reliable vendor network. Every touchpoint is designed to drive repeat bookings and protect your reputation. Clear, useful reporting: real‑time dashboards for Occupancy, ADR, RevPAR and NOI, plus monthly P&Ls. You always know what your asset is doing and why. Why this works Most owners know acquisitions, few have time or interest in running daily operations. I combine operational discipline, marketing psychology, and revenue science so properties perform at market potential. My approach is proactive: I spot issues before they cost you bookings. Proven results 40+ properties across competitive U.S. markets and active portfolios in Mexico and Colombia. Current Miami luxury villa portfolio consistently outperforming market benchmarks in ADR and occupancy. Dozens of owners across four countries earning more and stressing less by delegating to a focused expert team. Tech & tools Hostaway · Hostfully · PriceLabs · Yardi · Asana · Notion · Slack · Custom analytics My promise You spend a few hours a month on strategy. My team handles the rest. Your reviews improve, your stress decreases, and your revenue scales. If you’re launching an STR, stabilizing a growing portfolio, or expanding into new markets, let’s talk. Book a 30‑minute strategy call: no pitch, just a clear audit of what your asset could earn and whether we’re the right fit.
Earnings and projects
Last 6 months ÷ 6
Last 6 months: $1.7k
Billed in all: $3,853$3.9k
$436 in the last 6 months
Across 5 contracts
Across 10 contracts
Earnings, last 30 days
Skill rankings: Top 18% in International Marketing
Ranked by MRR among everyone on Upwork with the skill.
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