If you’re a first-time home buyer in Portland, Oregon, you’ve probably wondered, Is it even possible to win in this market? With multiple offers, cash buyers, and homes flying off the market, it can feel like a lot.
I want to tell you about Steph and Evan because their story is exactly why I believe the answer is yes.
Steph and Evan first came to my first-time home buyer class here in Portland not totally sure what to expect. Like so many people, they had questions, a few nerves, and that hopeful feeling that maybe homeownership could actually happen for them.
From that first class, we were off.
We got a plan in place, walked through each step together, and made sure they were fully prepared for what the Portland market can throw at buyers. And like most real journeys, there were a few bumps along the way. A couple of tough moments, some competition, and times where it felt like the right house might slip through.
But they didn’t give up.
Steph and Evan stayed patient, kept learning, and trusted the process even when it wasn’t easy.
Then we found the one.
We submitted a strong, thoughtful offer, but we also knew there would be competition. What we didn’t know was just how much.
In the end, we beat out 10 other offer including a cash offer.
Yes, a cash offer.
And Steph and Evan still won.
That’s not luck. That’s preparation, strategy, and a willingness to stay the course. They showed up ready, made smart decisions, and it paid off in a big way.
Now they’re settling into a home that’s truly theirs and it all started with taking that first step and walking into a class.
Winter has a way of clarifying what matters most. In our Winter 2026 newsletter, we reflect on freedom, community, and the systems that help cities—and people—thrive. Inside, you’ll find a thoughtful look at downtown Portland’s future, housing lessons from Vienna that could reshape how we think about affordability, a perfect day in Camas, and a roundup of winter events that bring light to the season. We’re also sharing real client stories and homes that capture the many ways people live across our region.
Pour something warm and read along—this issue is an invitation to slow down, gather, and reconnect. ❄️
Want to learn more about our Living Room? Drop us a line!
In a market where cash offers often dominate, Jenson Sarr reminds us that success isn’t just about money. It’s about preparation, strategy, and building relationships. In this episode of Open House: Everyday Excellence, Jenson, a top-performing agent at Living Room Realty, shares how thoughtful prep, strong communication, and confident decision-making help buyers get ahead of the line even when competing with cash.
What a Buyer-Focused Strategy Actually Looks Like
From the moment clients decide to start looking, Jenson steps in to guide them. They ensure clients are fully informed, prepared, and confident. This is not just about crunching numbers or submitting offers quickly. By focusing on prep and clear strategy, Jenson helps their buyers act decisively while keeping the process smooth and low-stress.
As Jenson puts it: “When we have three days to make a decision, my clients have already been thinking about this for weeks. They move fast and smart.” That kind of preparation allows buyers to react quickly, adjust when needed, and compete successfully even against cash offers.
Why Relationships Matter
In Jenson’s world, rapport is essential. They know that building trust with listing agents often makes the difference between an accepted offer and a missed opportunity. “A big part of my job is for the other agent to like me and know I will take this to the finish line,” they say. By combining prep with relationship-building, Jenson ensures their clients’ offers stand out in competitive situations.
Strategic Moves That Tip the Scales
Sometimes winning comes down to the small but crucial details. Jenson leverages tactics like appraisal waivers when possible, timing offers strategically, and keeping communication clear and professional. Combined with well-prepared buyers and strong relationships, these strategies have helped them beat cash offers multiple times even in situations that initially seemed impossible.
Core Tips from Jenson
If you are a buyer or agent navigating a competitive market, here are the must-dos Jenson recommends:
Preparation is key. Know your budget, priorities, and walk through the process ahead of time.
Build relationships. Communication and trust with listing agents can make a huge difference.
Think strategically. Understand the seller’s perspective and adjust your approach accordingly.
Buying a home is more than a transaction; it is a life change. Jenson’s approach reduces stress and uncertainty for their clients. They give buyers the guidance, prep, and support needed to make confident decisions and put their best offer forward.
As they put it: “We do everything we can, then go to sleep knowing we gave our best. That is what matters.”
Who This Episode is For
Buyers looking to compete in a tough market
Agents who want insight into prep, strategy, and client guidance
Anyone curious about what it really takes to beat cash offers and submit winning bids
Why It Matters
Preparation, strategy, and relationships are essential. In a market that feels fast, competitive, and sometimes overwhelming, thoughtful guidance can make all the difference between a missed opportunity and a successful purchase.
At Living Room Realty, we believe buying a home is more than a transaction. It is a chapter of life that deserves intention, care, and a steady hand. With strategy, preparation, and relationship-building, a buyer’s offer does not just compete; it wins.
Listen to the full episode of Open House: Everyday Excellence with Jenson Sarr now, available on Spotify, Apple Podcasts, or your favorite podcast platform.
When I first started my real estate journey here in Portland, I knew I wanted to do things differently. The idea of cold calls and hard sales never sat right with me—what excites me most is connection. I didn’t just want to help people buy and sell homes; I wanted to create a space where folks feel seen, heard, and supported in one of the biggest decisions of their lives. And for me, that meant focusing on relationships over transactions.
Gathering, Not Selling
Instead of chasing leads, I put my energy into bringing people together. Whether it’s a casual coffee meetup, a homebuying Q&A, or a backyard BBQ, I’ve found that meaningful connections grow when there’s no pressure—just good conversation and a shared love for community. Real estate can be overwhelming, especially for first-time buyers or those who’ve had less-than-great experiences in the past. My goal is to make the process feel approachable, empowering, and (dare I say) even fun.
Why Referrals Mean Everything
One of the most rewarding parts of this journey has been seeing my business grow through word-of-mouth. When past clients, friends, and neighbors recommend me to their people, it’s the ultimate compliment. It tells me I’m doing something right—not just in helping people buy and sell homes, but in making them feel comfortable, informed, and supported along the way. Portland’s real estate market can be intense, but having a trusted guide who genuinely cares makes all the difference.
A Queer-Centered, Inclusive Approach
As a queer real estate agent, I know firsthand how important it is to work with someone who understands your lived experience. Whether it’s navigating financial institutions, dealing with outdated assumptions about what a “typical” homebuyer looks like, or simply wanting a safe, welcoming space to ask questions, I strive to be that person. Everyone deserves to feel confident and respected in their home-buying journey.
Let’s Connect!
If you’re thinking about buying or selling (or just want to nerd out about cool old houses over coffee), I’d love to connect. No pressure, no sales pitch—just a conversation about what home means to you. And if you know someone looking for a home in Portland who would vibe with my approach, send them my way. My business grows through community, and I’m so grateful for every introduction that allows me to help more amazing folks find their place in this city.
Looking forward to meeting you—at an event, over a drink, or just out in the world. Let’s build something together. 🏡✨
