Venture Out is the place we love and call home. We have pre-existing deep and permanent roots to the community, understand the diversity of our fellow neighbors, and appreciate the culture of the community.
People and Processes: The Key to Our Success
At the heart of our rental management success is a simple but powerful formula: exceptional people and efficient processes. Our team, Jessica Smith and Marcelo Papalardo, proud Venture Out owners—brings years of experience and a deep connection to the community. Their leadership and vision ensure that every detail is handled with precision and care.
What sets us apart is our commitment to working with local talent. We proudly contract local residents, many of them fellow Venture Out homeowners, to deliver unparalleled service. Their firsthand knowledge of the community and dedication to excellence create a seamless experience for homeowners and guests alike.
Rentals Property Management & Cleaning Services
Owner of Jessica Smith's Amazing Cleaning LLC
Licensed Property Manager.
Owner at Venture Out, year-round resident.
10+ years specializing in cleaning services in the Lower Keys.
5+ years actively managing properties and marketing rentals of Venture Out Properties.
Long-time resident with deep roots in the Community.
Mentored by Ruby Shipley.
Technology Management & Finance Administration
Owner of Venture Out Property Solutions LLC
Venture Out Owner , seasonal resident.
20+ years managing services businesses and customer service to top corporations worldwide.
10+ years developing software based solutions to optimize customer service and services delivery.
2+ years developing a Venture Out specific rental management process, supported by technology systems.
Active member of the Venture Out Community.
Founder of our partnership model, mentor and inspiration
Owner of Fussy Flamingoes LLC.
Owner at Venture Out, year-round resident
20+ years leading cleaning operations and customer service operations in the Washington DC area for large corporations
5+ years involved in managing rentals and cleanings at Venture Out
Active member of the Venture Out Community.
Our philosophy is "win-win-win." Homeowners and the community are our partners.
We are obsessed with customer service, continuous improvement.
We leverage cutting edge technology, innovative processes, quality control, and our disruptive DNA to empower our team to deliver the best results in the industry.
Under our care, property owners will have the peace of mind that their properties are being managed, maintained, and serviced, with the care and dedication.
We provide best in class home solutions for homeowners, regardless of the type of property. Our flexible business models allow us to provide the service under their terms generating value for our homeowners, their guests, and the community.
We are Venture Out owners who understand all things Venture Out, literally.
We have been successfully managing rentals at Venture Out for years.
We understand that each owner and each property is not the same. We provide unmatched flexibility to work with our individual owners to cover their needs.
We have fine tuned the rentals management process at Venture Out over years, applying best operational practices and technology to provide the best rental experience for owners and guests. Nobody can match our value proposition.
Mentored by Ruby Shipley
Owner at Venture Out, year-round resident
5+ years of property management experience including rental management and cleanings
Specialist in customer service and property management services.
Venture Out Owner , seasonal resident.
20+ years managing services businesses and customer service to top corporations worldwide.
10+ years developing software based solutions to optimize customer service and services delivery.
2+ years developing a Venture Out specific rental management process, supported by technology systems.
Active member of the Venture Out Community.