In 2023, Ryleigh's sister (Arika) and her boyfriend (Dylan) invited Ryleigh to a Trace Adkins concert. They 'failed' to tell Ryleigh they were actually setting her up with Chase. On the other hand, Chase was well aware that they were getting set up that night.

Later that night, after the concert Chase messaged Ryleigh and ask her on a date for the next day. Of course she said yes and they have been inseparable since.

And on April 28th, 2024 Chase got down on one knee and asked Ryleigh to marry him.