Meet Tim & Erin

Hospitality expertise.
Practical systems.

Host Sidecar pairs real hospitality experience with systems thinking to create stronger operations around short-term rentals in different markets.

Tim Waldron of Host Sidecar

Tim Waldron

Systems & Operations

Tim brings more than 30 years of enterprise computer systems and automation experience, together with more than 10 years of hands-on short-term-rental operations.

Erin Perkins of Host Sidecar

Erin Perkins

Hospitality & Guest Experience

Erin brings 15 years of Charleston hospitality experience and 23 years in tourism journalism, along with deep expertise in guest experience, communication, and how people choose where to stay.

Built around the realities of
hospitality.

Host Sidecar grew from the practical realities of operating a short-term rental in Charleston. Great hospitality depends on more than a strong listing. It also depends on timely communication, reliable turnover coordination, accurate calendars, thoughtful pricing, clear reporting, and consistent follow-through.

Tim brings the systems thinking and automation discipline needed to reduce manual work and keep important details from falling through the cracks. Erin brings hospitality, tourism, journalism, and communication experience to the way properties are presented and supported.

Together, Tim Waldron and Erin Perkins built Host Sidecar for co-hosts, STR operators, owners with a co-host, owners seeking one, and owner-hosts who want stronger systems without giving up control of the property or the people around it.

Host Sidecar strengthens trusted co-host relationships already in place. When an owner needs someone to manage a property, Host Sidecar can also introduce a suitable co-host partner—backed by the same Host Sidecar Operating System.

Built from real short-term rental operations

What that experience built.

Host Sidecar brings enterprise systems thinking and real hospitality experience into the practical work of running a property well.

30+ Years in enterprise systems and automation
10+ Years in short-term-rental operations
15+ Years in hospitality
23+ Years in tourism journalism

The work that keeps the property moving.

The important work has a clearer rhythm, while the people closest to the property keep their relationships, judgment, and final say.

01

Guest communication

Property-specific messages, reminders, arrival details, and approved escalation paths keep guests informed at the right time.

02

Active revenue management

Pricing, stay rules, booking windows, market signals, and gap nights are actively reviewed as conditions change.

03

Turnover coordination

The designated co-host or cleaning team stays coordinated around each turnover, with timely reminders and clearer next steps.

04

Arrival and access

Access instructions, guidebook information, and smart-lock workflows help guests arrive prepared and supported.

05

Reporting and review

Clear reporting and recurring operating review make it easier to see what is working and where adjustments are worthwhile.

06

A system that stays

Standards, reporting rhythm, recurring workflows, and property knowledge stay documented as the team or portfolio evolves.

Start with your property.

Tell us a little about the property, portfolio, or operation around it. We can talk through whether Host Sidecar is the right fit.

Start the conversation