Devon and Sydney Carlson: Sisters, Situationships, & Starting a Business (FBF)

Devon and Sydney Carlson appear on Call Her Daddy to discuss their lives as sisters, business partners, and entrepreneurs. They explain how Wildflower Cases began ten years ago when their mother handmade phone cases as a birthday gift. After random people kept asking where they got them, the cases gained attention at school. The pivotal moment came when Miley Cyrus complimented a case in a restaurant bathroom and encouraged them to start a business. Their father created a website overnight, and Miley tweeted about the cases, causing the business to explode. They sold their house to fund the company and moved into their grandparents' house, where they ran operations for the first five years. Their parents eventually quit their jobs to help, signaling the business had become serious. The sisters note that while entrepreneurship wasn't supported as a norm when they were younger, they've since built a team that allows them to delegate and actually enjoy their lives. The conversation shifts to their relationship dynamics. Devon reveals she was in an intense relationship from age 18 to 22 with a musician and drug addict. During this period, she isolated herself from family and friends, developed an eating disorder, and bleached her hair as a coping mechanism. Sydney and their family didn't support the relationship, creating distance between the sisters—Devon felt obligated to her boyfriend while Sydney felt she was losing her sister. After he cheated (discovered when another woman DM'd her photos), Devon finally ended things. Sydney and their family immediately rallied around her, taking her to Disneyland and reintegrating her into healthy social circles. Devon is now exclusively dating someone who has proven himself through her "craziest moments." Sydney, by contrast, has only been on one official date in her life. She doesn't enjoy traditional dating and only enters relationships with people she's already close friends with. She's currently single and content being alone, prioritizing self-focus. The sisters describe their personalities: Devon is a social butterfly who can befriend strangers easily, while Sydney is the dry, funny one whose humor is subtle and monotone. They fight occasionally about clothes but never have serious fights. Their friend group overlaps completely, and they hang out daily. They discuss their dating types: Devon is attracted to musicians and people who are comfortable being themselves, while Sydney likes funny people with unique or "off" looks. Both acknowledge being attracted to toxic traits—Devon to big personalities and witty people, Sydney to interesting-looking individuals. They play a game where they predict which sister is more likely to do various things. Results show Sydney gets away with more, both steal from each other's closets, Sydney posts drunk more often, Devon is more likely to text exes drunk, and Sydney has had a foursome. Neither would cheat, both are loyal, and neither would slide into celebrity DMs. Sydney shares a chaotic dating story from New York where she was hungry and irritable before a date, argued with her date over timing and food, paid for dinner when he forgot his wallet, and then had sex with him after his car got towed. The next morning he bought her flowers, and when he picked up her sister, Sydney made a joke that he looked like an Uber driver, embarrassing him intentionally.