| Location | Milwaukee, WI |
| Salary | $118,000–$140,000 Per Year |
Stillwater Properties | Southeast Wisconsin | Field-Based | Full-Time, W-2
Earning Potential: $118K–$140K+
Stillwater Properties buys houses directly from homeowners throughout Southeast Wisconsin. We believe in buying honestly, treating sellers with respect, and providing solutions that work for both the homeowner and our company.
We would rather walk away from a deal than pressure a seller. Growth, Responsibility, Integrity, and Teamwork are the values that guide how we operate.
We are looking for a confident, driven Real Estate Acquisition Specialist who knows how to build trust, negotiate, and close deals.
You will be the person meeting homeowners in their living rooms, understanding their situations, presenting available options, and negotiating purchase agreements that work for everyone involved.
This is a sales-driven, field-based position. Our lead managers qualify sellers and schedule appointments, but you will also be responsible for generating your own opportunities.
If you are an experienced salesperson who enjoys face-to-face conversations, takes ownership of results, and thrives in a performance-driven environment, this may be the opportunity for you.
Conduct up to two in-person seller appointments per day throughout Milwaukee, Racine, Kenosha, and surrounding areas.
Generate your own appointments through follow-up, outbound prospecting, and referrals.
Present cash purchase, novation, and listing options to homeowners.
Negotiate terms and secure signed purchase agreements that hold up through closing.
Collaborate with the dispositions team to evaluate property values before making offers.
Maintain accurate seller information, notes, and follow-up activities in the CRM.
Participate in daily team huddles, weekly pipeline reviews, and weekly call coaching.
Accept feedback and use recorded appointments as opportunities to improve performance.
Annual Earning Potential:
$118,000 annually at the minimum monthly performance standard.
Approximately $140,000 annually at target performance.
Top performers have the opportunity to earn more.
Benefits Include:
Health insurance
Paid time off (PTO)
This is an opportunity to earn a strong income while making a meaningful impact on homeowners and helping grow a successful real estate investment business.
5+ years of commission-based, face-to-face sales experience.
A proven sales track record with measurable results you can confidently discuss.
Comfortable meeting homeowners at their kitchen tables and helping them navigate important financial decisions.
Self-motivated and proactive about generating appointments and new opportunities.
Strong prospecting, follow-up, negotiation, and closing skills.
Highly organized, with the ability to maintain an accurate pipeline and follow-up schedule.
Receptive to coaching and committed to continuous improvement.
Valid driver's license and reliable vehicle.
Must reside in Southeast Wisconsin.
At Stillwater Properties, we believe in doing business the right way.
We buy honestly, communicate openly, and never pressure homeowners into making decisions. Every number we present must be one we can stand behind.
Our core values are:
Growth – Always learning, improving, and getting better.
Responsibility – Taking ownership of our actions and results.
Integrity – Doing what is right, even when no one is watching.
Teamwork – Working together to achieve shared success.
If these values reflect how you work and you are ready to take your sales career to the next level, we would love to hear from you.
Apply today and take the next step in your career with Stillwater Properties!