Holding the Checks: Anna Covert on the Day She Took Her Agency Back

In this episode, Dave sits down with Anna Covert, founder of Hawaii’s largest digital marketing agency, bestselling author, and trailblazing entrepreneur. Discover how Anna went from launching lemonade stands and dog-walking businesses as a kid to scaling her own marketing agency, navigating challenges, business partnerships, and industry shifts along the way. She shares honest insights on surviving the ups and downs of running an agency, handling client turnover, evolving with digital trends, and the reality behind taking your business solo. Anna explains her experience growing during economic downturns, innovating in solar and tech, and the importance of being hands-on—whether it’s managing a marketing campaign or writing bestselling business books. Perfect for entrepreneurs seeking new ways to adapt, build value, and connect with their audience, don’t miss this candid journey through the highs and lows of real-world entrepreneurship. Connect with Anna: https://www.linkedin.com/in/anna-covert/ Learn more about our episode sponsor: https://oceanstalent.com/dave #entrepreneurship #digitalmarketing #podcast #personalbranding #womeninbusiness