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MEET THE TEAM

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JESSLYN OSBORN
C2EX, E-PRO

COMPANY FOUNDER & MANAGING NEBRASKA LICENSED BROKER

Jesslyn@ally-property.com

Growing up with real estate investors as parents—and learning so much of what I know directly from my dad—it's easy to say I was born into this industry. Throughout my career, I've found genuine joy in helping tenants enjoy a great rental experience, guiding residential investors through my own perspective, and giving back to the real estate community.

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I began my real estate career in 2011, became an investor myself in 2012, and earned my broker's license in 2015. As I worked exclusively with property investors, my personal management workload eventually scaled to 180+ rentals. The demand in our rural community grew so high that I realized our region needed a dedicated, full-service firm—so in 2019, I founded Ally Property Management, the very first company of its kind in our area.

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As my career grew, so did my commitment to volunteer leadership. Over the years, I proudly served our industry as President of the Western Nebraska Board of Realtors, Western Director on the Nebraska Realtors Association Board, and Vice Chair of the Home Buyer's Assistance Foundation Board. In 2022, I also completed professional coaching education to deepen my personal growth and self-awareness.

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Today, our firm oversees 275+ rentals, and I take an active, hands-on role in our day-to-day operations. Leading both our daily operations and long-term strategy, ensuring every property receives direct, high-touch oversight. Stepping actively into the day-to-day details keeps our service personal and agile, while allowing me to stay on top of shifting landlord laws, legal compliance, and the systems that protect your portfolio.

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Outside of work, I’m a lifelong learner who thrives close to nature. You will often catch me gardening, beekeeping, listening to podcasts, reading books or taking online classes to keep learning and growing every day.

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J.R. OSBORN
PROJECT MANAGER, CO- OWNER
& NEBRASKA REALTOR

jrosborn1@gmail.com

I am a Gering alumnus with a long-standing interest in real estate investing, and construction. I received my real estate license in 2011 and began investing in real estate in 2012, which gave me firsthand experience with the decisions, challenges, and opportunities that come with owning rental property and flipping real estate.

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Through my own investing and hands-on construction experience, I understand how important it is for property owners to protect property value, manage repair costs wisely, and make improvements that support long-term returns. In my role with Ally, I oversee all day-to-day maintenance, vendor relationships, and contractor coordination—handling everything from routine, daily repair requests to larger improvement projects that support long-term returns.
 

I also work closely alongside Jesslyn to help our clients identify and evaluate new investment opportunities to grow their rental portfolios. Whether I am managing daily maintenance, coordinating a project, or helping an investor analyze their next property, my goal is to help owners protect, improve, and expand their real estate investments.

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Outside of real estate, I am usually working on our never-ending house and landscaping projects. I also enjoy golfing and following Husker football — along with just about any sport, especially when the Huskers are playing.

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