Alyssa Calhoun

Office Manager

BackgroundClient Service Representative Pearl Planning

Helping people has always been my passion. After graduating from High School, I pursued my studies at Community College and accepted my first Nanny job. Little did I know it would mark the beginning of a fulfilling career journey. Over the course of 8 years, I served as a nanny/household manager, crossing paths with Melissa Joy, with whom I developed a lasting connection. In 2015, I officially joined the Joy Family, beginning a rewarding chapter in my professional life.

When Melissa established Pearl Planning in 2018, I eagerly stepped into the role of Client Service Representative. However, in December of 2019, I faced the difficult decision to temporarily step away to prioritize my personal life. Fast forward to September 2020, the arrival of our first daughter, Myla James, brought immeasurable joy into our lives. Those precious moments spent with her during her first year were invaluable. Now, as I have returned to the dynamic team at Pearl Planning, I'm filled with excitement and gratitude for the opportunity to contribute once again.

In August of 2024, our family -welcomed another baby girl, Briar Anne, into our lives, adding an extra dose of love and laughter to our home.

For the past 21 years, Dexter has been our cherished home, the place where my husband, Ryan, and I first met during our high school years at Dexter High School. It fills us with immense joy to raise our daughters in the town that holds such a special place in our hearts.

Three Favorite Words

Kindness, Trust & Support

You Might Bump into Me...

If you're looking for me, you might find me at the park with my daughters, wandering the aisles of Target, or cruising the chain of lakes on our family's pontoon.

Quote on my Desk

“All our dreams can come true, if we have the courage to pursue them.” - Walt Disney

Meet the Other Team Members of Pearl Planning

Financial Advisors


Office Manager

Client Service Representative

Client Service Representative