Real Estate Wholesaling VA — Cold Calling + Acquisitions (Chicago / Midwest)

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TYPE OF WORK

Part Time

WAGE / SALARY

$7 - $9/hour

HOURS PER WEEK

TBD

DATE UPDATED

Jun 20, 2026

JOB OVERVIEW

What you'll be doing:

Lead generation: Pull distressed property lists (pre-foreclosure, probate, tax-delinquent, absentee owner, vacant/high-equity) from county records, PropStream, and free sources
Skip tracing: Run batches to get accurate owner contact info
Cold calling & texting: Reach out to motivated sellers, qualify interest, and book follow-ups for me
CRM management: Keep REsimpli (or Podio) clean and current — every lead tagged, every follow-up scheduled
Comps & analysis: Run ARV and repair estimates to help evaluate deals
Disposition support: Once we're under contract, help market the deal to our cash buyers list



What I'm looking for:

2+ years of real estate wholesaling experience (acquisitions, cold calling, or disposition)
Strong, confident phone presence — comfortable handling objections and building rapport with motivated sellers
C1/C2 English — sellers need to understand you clearly and feel at ease
Experience with REsimpli, Podio, Mojo, BatchDialer, or similar wholesaling CRM/dialer tools
Comfortable with PropStream, skip tracing platforms, and basic comps/ARV analysis
Self-directed — I need someone who can run the pipeline with minimal hand-holding once trained
Bonus: experience working Midwest/Illinois markets, though not required



How to apply - Please reach out with the following:

A short intro — your wholesaling background and which markets you've worked
Which CRM/dialer tools you've used most
A recent example of a deal you helped move from lead to close, and what your role was
Your availability (hours/week) and rate

Paid test task: Before any long-term commitment, I'll have you complete a short paid task (skip tracing + cleaning a sample list, ~2–3 hours) so we can both make sure it's a good fit.

Looking forward to hearing from you.

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