Technical skills

Technical writing

About this role

The client real estate and construction business with a rental portfolio of roughly 50 properties, managed through a mix of about seven external property managers and some units he oversees directly. He also has active new-construction projects, is acquiring a franchise (101 Mobility — mobility ramps and lifts), and is setting up a recording studio. This is his first time hiring support, and he needs someone to take ownership of recurring admin and communications so he can focus on

the business.

Key Responsibilities

Track mortgage payments across the rental property portfolio and follow up to keep
everything current.
Monitor rent payments for self-managed tenants; flag late or missing payments and escalate
appropriately (e.g., routing to eviction process when needed).
Keep organized records (currently Google Sheets) across ~7 property managers and ~50
rental units.
Manage Rob's email inbox — organize, label, and respond on his behalf where appropriate.
Manage his calendar and scheduling.
Make and take phone calls with vendors, utility providers, and servicers — e.g., setting
up/tearing down utilities between tenants on construction turnovers.
Provide general executive assistant support across Rob's ventures (construction, property
management, franchise acquisition, recording studio) — the day-to-day mix will be varied
and ad hoc.
Help coordinate documentation and

next steps

with outside professionals (e.g., tax

structuring) — not performing the work itself, but keeping it moving.

Help build out a simple, reliable tracking system for tenant and mortgage payments, with an

eye toward adopting dedicated software down the line.

What We're Looking For

Prior experience as a VA or EA, ideally with exposure to real estate, property management,

or small business operations.

Comfortable making and taking phone calls with vendors and service providers.
Highly organized and able to manage multiple, sometimes competing priorities for one busy

principal.

Proficient in Google Workspace (Sheets, Gmail, Calendar).
Discreet and dependable — this role touches sensitive financial information (rent, mortgages,

credit-related matters).

Comfortable with ambiguity — the role is still taking shape and will evolve as the working

relationship develops.

Able to work Eastern Time hours.

Why Join Assist World?

100% Remote

$50 birthday bonus

$200 testimonial bonus