
Clearwater Couple One Step Closer to $20K Prize
Here’s a story you’re going to love. There is a Minnesota hometown couple chasing big dreams and making Minnesota proud.
Meet Jessalyn Roussin from Big Lake and Brendon Chester from Windom. These two lovebirds are newly engaged, living in Clearwater, and working hard every day to build a beautiful life together.
AMERICA'S FAVORITE COUPLE
Between running their own small businesses, lending a hand to other entrepreneurs, and staying involved in local events and causes, they are busy, busy, busy! I wish I had their drive.
Right now, they’re representing Minnesota in a national competition called 'America’s Favorite Couple' and they’re climbing the ranks fast!
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YOUR HOSTS
The contest is hosted by none other than Jeff Goldblum (yes, that Jeff Goldblum!), and his wife, Emilie Livingston. The best part? It’s all for a great cause. Funds raised from the program go to support Oceana and the L.A. Regional Food Bank, helping protect the oceans and feed families in need.

Jessalyn and Brendon aren’t just an adorably cute couple. They’re deeply involved in the community. Jessalyn has launched and joined several business ventures, and Brendon is proud of his journey with sobriety and supports Jessalyn every step of the way. They give back whenever they can, helping with local projects and nonprofit events across the state.
JESSALYN AND BRENDON ARE IN THE TOP 5!
Right now, they’re sitting in the Top 5 in their group out of more than 200,000 couples across the country! But with only a few weeks left in the competition, they need all the support they can get to push through to the final round.
HOW TO PARTICIPATE
Here’s how you can help Jessaly and Brendon rise to the top:
- Vote for free once every 24 hours at this link
- Share their story with your friends, family, and neighbors
- Boost your vote by donating—every dollar goes to charity, and it gives them extra votes!
There are four rounds left, with the final winner being announced on September 19, 2025.
WHAT WILL THEY WIN?
The top couple wins $20,000, a professional photoshoot, and a 2-page spread in Variety magazine. What a win that would be for these Minnesota sweethearts.
Let’s show America how strong Minnesota support can be. Good luck, Jessalyn and Brendon. Central Minnesota is cheering you on!
To cast your vote click HERE.
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