Ep. 8 - The Road to Expanding Our Family & Life Update

Ep. 12 - Building Blacktop [Surf Shop] with Brooke

This episode is packed with energy, inspiration, and real talk as Ashley sits down with Brooke O’Hair, owner of Blacktop Surf Shop and Steel Magnolia Vintage, located in Largo, FL. Brooke brings an incredible mix of passion, drive, creativity, and unstoppable energy to everything she does — and it’s contagious. From building a brand and community around beach & western wear to chasing big dreams with authenticity and heart, Brooke shares what fuels her mindset, how she stays motivated, and the lessons she’s learned along the way. Whether you’re an entrepreneur, creative, or someone looking for a little inspiration, this conversation will leave you fired up and ready to go after what you want just like Brooke did. Get ready for laughs, motivation, and the kind of positive energy that sticks with you long after the episode ends, and be sure to visit Brooke's shops in Largo, FL! @blacktopsurfshop @steelmagnoliavintage

Ep. 11 - More Than the Game: Brett Phillips on Baseball & Mindset

Growing up in Seminole, FL (Pinellas County) Brett Phillips quickly became a hometown hero in Tampa Bay in 2020 when he had a walkoff in the World Series playing for the Tampa Bay Rays - a story he vividly tells in this podcast as he remembers every detail and feeling that was going on, into that at bat. But more than his big baseball moments and personality - Brett talks about creating his new role with the Tampa Bay Rays and really advocating for himself in what he could bring to the table - something we all could learn a thing or two about! This is Brett's first season as the Tampa Bay Rays Brand Management Executive - a role focused on bringing the fun and engagement to Rays fans at Tropicana Field. Most importantly, it's Brett's outlook, positivity, and faith that make him one of those people in life you just want to be around - his good intentions, good heart and willingness to get the job done - no matter what it takes - even if it means creating your own role!

Ep. 10 - Buccaneers Chief Impact Officer, Kourtney Sanchez

For the first time in 2025, the Tampa Bay Buccaneers hosted the very first She Is Football Weekend featuring the career summit - a networking event for women in which Ashley served as a mentor. In this podcast you'll hear how Ashley's involvement had a lot to do with relationships - reaching out to the organization to see how she could be a bigger part of it, as she found the events' values and purpose really aligned with her personal and professional beliefs and goals. This is where Ashley and Kourtney's paths crossed. Kourtney Sanchez is the Chief Impact Officer for the Tampa Bay Buccaneers and key member of the Glazer Family Foundation. Kourtney shares her career journey and the importance of how much relationships and networking truly matter in business, admitting "every single job I've ever gotten - especially this one - is because someone opened the door for me or they mentioned my name in a room." Ashley joins the She Is Football Career Summit again this year, with an even bigger main stage speaking role. The She Is Football Weekend is Friday March 6-7, 2026 in Tampa, FL with events like the career summit on Friday, March 6th, a 5K and market on March 7th, and a flag invitational tournament March 6-7, 2026.

Ep. 9 - Ten Minutes with Tim McGraw

Ashley caught up with Tim McGraw about his upcoming visit to Tampa Bay for the NHL Stadium Series game Sunday 2/1/2026, plus - his connections to the Clearwater, FL area, his brand new release of the song "McArthur" with Hardy, Morgan Wallen and Eric Church, & so much more! If only we could have ten minutes with Tim McGraw every day!

Ep. 8 - The Road to Expanding Our Family & Life Update

If you’re a little squeamish about women’s bodies, cycles, or fertility… well, this might not be your episode! (Kidding — I don’t get that graphic.) But truly, consider this one a bit of “word vomit,” because I open up about our current journey to grow our family — from trying fertility acupuncture, to bonus-parenting updates, to working with a mental health coach and reconnecting with my inner child. I’m sure so many women who have walked the path of trying to conceive naturally will relate to more than a few moments in this episode. And don’t forget to follow @SunnySideWithAshley on Instagram! I’d love to hear your thoughts, your stories, and anything you connect with from Episode 8.