Jason O'Brien

Jason O'Brien · REALTOR®

Born in Kalamazoo. Raised in Plainwell. College here. Raising my family here.

27 listings sold·6 days median on market·100% of list price

Median across 26 of his own listings, from MLS closed-sale records. #2 in Michigan · #32 in the nation — Homes for Heroes affiliates, by hero closings. Michigan all-time and last 12 months; nation last 12 months (Homes for Heroes affiliate dashboard, October 2026).

See all 71 closed sales →

How selling with me works

Straightforward, transparent, and built around your timeline — not mine.

01

We sit down and talk

I learn about your home, your timeline, and why you're moving. No commitment, no pressure.

02

I price it right

I pull real comps, walk you through what your home is worth today, and tell you the exact strategy to maximize it.

03

We market it like it's mine

I shoot the photos, video and aerials myself — I've run 18th Hour Productions since 2015. Most agents book that out. The strategy is built for your home, not pulled off a shelf.

04

I handle the rest

Negotiations, inspections, contingencies, paperwork, closing coordination. Your job is to plan your next chapter.

Why sellers pick me

Track record

27 listings sold

Median 6 days on market and 100% of list price, across his own listings. Figures from MLS closed-sale records, not estimates.

Local roots

Born and raised here

Plainwell native, third generation in Southwest Michigan real estate. Closed in 71 transactions across West Michigan since 2018, so the pricing advice comes from this market rather than a national average.

Move-up specialist

I do both sides of your move

Selling and buying in parallel, so you never end up homeless between transactions.

Honest about fees

Transparent, negotiable commission

I walk you through what commission covers (and what's negotiable) before you sign anything. No surprises.

What sellers say

5.0· 35 Google reviews
Jason's strategic approach to listing our home resulted in multiple offers and a quick sale.
— Kasey B. · Southwest Michigan
“Efficient, communicative, informative, and friendly. Jason helped us sell multiple properties over the years.”
— Meghann D. · Southwest Michigan
“Jason helped us navigate the Homes for Heroes® program and made both our sale and purchase seamless.”
— Rebecca R. · Southwest Michigan
“Incredibly helpful answering our questions and guiding us through the process of selling our home and purchasing our next one.”
— Kristen F. · Southwest Michigan

What sellers usually ask first

Straight answers — no agent-speak.

  • In our market, homes that are priced right and marketed well typically go under contract in 2–4 weeks. Some close in a week. Some take longer. I'll give you a realistic timeline before we list — not a sales pitch.

  • My commission is negotiable, and I'll walk you through exactly what it covers before you sign anything. Under the 2024 NAR settlement, buyer agent compensation is also negotiated separately from your listing. I'll show you what other sellers in our market are doing and what makes sense for your situation.

  • That's a conversation we have before we list, not after. I'll show you the data, recommend a price that's positioned to move, and we'll agree on an adjustment strategy if the market isn't responding. You'll never feel stuck.

  • Sometimes — and I'll tell you exactly what's worth doing and what isn't. Some repairs return $3 for every $1 spent. Others are cosmetic and negotiable. I won't push you into staging that doesn't move the needle.

  • Absolutely. People buy homes with families living in them. We'll set up showings around your schedule, give you advance notice, and use a secure showing system so you always know who's coming through.

Still have questions? Text me

Let's talk specifics

Tell me a bit about your home — I'll text you back personally, usually same day.