Our story
We built the business we wished existed.
Stress Free Management was founded by investors who were tired of the headaches that came with short-term rentals — and decided to solve the problem for everyone.
From frustrated investors to full-service managers
We started as rental arbitrage investors ourselves. We knew the income potential was real, but the reality was exhausting — late-night guest messages, unreliable cleaners, pricing guesswork, and the constant anxiety of whether the property was being taken care of.
So we built the systems, hired the right people, and created a management operation that actually works. Today we manage properties across multiple markets, and our owners don't have to think about any of it.
Our mission is simple: make rental arbitrage genuinely passive for property owners. You bring the property. We bring everything else.
What we stand for
Transparency first
No hidden fees, no surprise deductions. You always know exactly what your property is earning and where every dollar goes.
Owner-first mindset
Every decision we make is filtered through one question: is this good for the property owner? Your success is our success.
Operational excellence
We obsess over the details — guest experience, cleanliness, pricing — because a well-run property earns more and causes fewer problems.
Long-term partnerships
We're not looking for quick wins. We build lasting relationships with owners who want a reliable, professional partner for the long haul.
The people behind your property
A small, focused team with deep experience in rental arbitrage, hospitality, and property operations.
Jordan Ellis
Founder & CEO
Former real estate investor who built and scaled a 20-property rental arbitrage portfolio before founding Stress Free Management.
Maya Chen
Head of Operations
10 years in hospitality management. Maya oversees every property turnover, guest experience, and vendor relationship.
Derek Okafor
Revenue & Pricing Lead
Data-driven pricing strategist who manages dynamic rate optimization across our entire portfolio to maximize owner income.
Ready to work with a team that actually cares?
Book a free call and let's talk about what your property could earn.