About Host Sidecar

Built by hosts.
Engineered for the work behind the stay.

Our starting point was one Charleston rental and a familiar question: how do we keep the hospitality personal without manually coordinating every detail?

Tim Waldron

Systems & operations

Tim Waldron

Tim brings more than 30 years of enterprise systems and automation experience, along with more than a decade refining the operating routines behind our own Charleston vacation rental.

His focus: make the tools, information, and workflows work together in the real world.

Erin Perkins

Editorial & design

Erin Perkins

Erin brings more than 23 years of tourism journalism, editorial leadership, and art-direction experience, including leading Eater Charleston and Eater Carolinas.

Her focus: clear property information, useful guest guidance, and communication that feels like hospitality.

Our property was the proving ground

Built through real stays.
Refined through real problems.

We connected pricing, calendars, guest information, arrivals, turnovers, access, and follow-through. Then we kept improving them as the same questions and friction points appeared.

Over more than ten years, much of the repeat work in our own operation moved into dependable routines. That experience is the foundation of Host Sidecar.

Every customer’s property and team are different. We bring the method and operating experience, then configure the system around the way you work.

Charleston-built. Proof in practice.

One property.
26% more net revenue
already booked for 2026.

Built and refined through real Charleston vacation-rental operations, Host Sidecar helped strengthen the property’s listing, calendar strategy, and pricing decisions.

More than ten years of hands-on hosting shaped the system we bring to your business.

See the work behind a stay →
Anonymized property dashboard showing $94,528.81 in net revenue for 2026 bookings and a 26 percent increase
At the time of this snapshot, net revenue from paid bookings for 2026 was 26% above the comparable 2025 figure. Further bookings may change the result. One property example; results vary.