My wife Jane and I started Outpost in September of 2014 when we were 24 and 26, respectively. We managed our own home as our first property and over the next five years, built the company to become the largest in Jackson Hole. Through growth and change, one core value has remained constant: we treat each guest of Outpost as if they were staying at our own home. Guests care more for your home if they know someone personally owns and loves the property rather than it “just” being managed by a rental company.

We want to bring this same philosophy down to 30A — a place Jane, Penelope, and I hold very close in our hearts. We’ve started this adventure along 30A much like we did five years ago in Jackson Hole. Our home is the first in the portfolio and we would love for you to join us. Just as no two homes are alike, the structure we create for you should not be a mold. Let’s create a program specific to your needs and truly start a lasting partnership.

– Mekki Jaidi, Broker & Owner  •  850.347.4605


We have a department dedicated to revenue, which allows for our pricing and strategy to shift daily. Our methodology depends heavily on analyzing data, but we also focus on the psychological nature of the booking cycle. Herd behavior influences booking patterns; we recognize trends and therefore have a strong grasp on finding the perfect balance between occupancy and price.

According to KeyData Dashboard, our sister company in Jackson Hole boasts the highest occupancy in the region at 66% available occupancy with our competition falling nearly 30% behind. That’s about 110 less nights booked based on a 365 calendar year. We are able to achieve impressive gross rental numbers for each home in our portfolio and continue to improve on these figures year after year.

Available occupancy is defined as the ratio between nights booked versus the total nights available for booking. The calculation strips out owner stays and only factors nights available for guests to book. Therefore, it is a true measure of how well we as a company are able to book homes.

We are constantly improving our systems, experiences, and strategy to ensure that we maximize your rental income. Innovation is a large part of our culture at Outpost as we strive to deliver an exceptional owner and guest experience. Please feel free to reach out with any questions whatsoever. We would love to chat with you about the potential of your home or future home!  •  850.347.4605  •  850.347.4605

Before placing you in a set structure, we like to really understand our homeowners’ financial goals. The owner of Outpost studied Operations Research: Financial Engineering at Columbia University’s School of Engineering and Applied Sciences and can therefore create and tailor structures to better suit your overall goals.

While we do offer more straight-line commission structures, we can also think outside the box and discuss targets, incentives, etc. Our program is extremely owner friendly.  •  850.347.4605  •  850.347.4605

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Connect with us to start tailoring a program specific to your very needs. Each home is unique; the structure we create for you should be too.

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