About this episode
In this inspiring episode of the Stuck In My Mind Podcast, host Wize El Jefe welcomes Carolyn Wilman, affectionately known as the "Contest Queen," to share her wisdom and insights on mastering sweepstakes and cultivating a winner’s mindset. Carolyn Wilman isn’t just an expert in sweepstakes—she’s a testament to the power of persistence, strategy, and believing in yourself. This memorable conversation dives deep into the world of contests, while also peppering in practical advice on mindset shifts, overcoming adversity, and building habits for long-term success.
The episode opens with Wize El Jefe introducing Carolyn, highlighting her impressive credentials as an author, educator, and the founder of contestqueen.com. Carolyn’s journey into sweepstakes began not as a deliberate career move, but as a response to losing her job during the dot-com bubble. She candidly shares how stumbling upon an article about sweepstaking as a hobby changed her perspective, setting her on an unexpected path. Early on, she reveals a powerful truth: to win at sweepstakes—or anything in life—you first need to believe you can succeed. That mindset, she notes, is transferable to career, relationships, and personal growth.
Listeners get a behind-the-scenes look at the realities of contesting. Carolyn recounts trying to win prizes as a child at office parties, then as a teenager dialing into radio shows—all precursors to her sweepstaking passion. She explains how entering sweepstakes turned from a hobby into a supplemental means of providing for her family, especially when traditional marketing roles became scarce.
The heart of the episode delves into the strategies and discipline required for consistent wins. There's a common misconception that people who win contests are simply lucky. Carolyn debunks this notion, likening the process to starting a gym routine or, as Wize El Jefe adds, launching a podcast. Success, she emphasizes, isn’t instant or random—it’s a result of showing up every day, developing systems, and being consistent. Carolyn, for example, describes her daily sweepstakes process, including setting aside dedicated time, using specific email accounts, and leveraging sweepstakes aggregate sites.
For those interested in sweepstakes, Carolyn shares actionable advice on getting started, including focusing initially on local contests, which often have better odds, and progressing from single "one and done" entries to more frequent, engaged participation. She breaks down the nuances of reading contest rules, understanding odds, and avoiding common rookie mistakes—like doom scrolling on social media instead of entering efficiently.
The conversation broadens to encompass much more than winning material prizes. Carolyn and Wize El Jefe connect the dots between a success mindset in sweepstakes and in other areas of life—including podcasting, publishing, and personal development. Both recount the effort and setbacks involved in bui
