IDEA TENNIS
Welcome to Idea Tennis, hosted by Jessica Velez-Benito & Asher Wright. In this weekly podcast, we serve up thought-provoking questions designed to THINK deeper. Together, we’ll ELEVATE these ideas to new heights, NAVIGATE complex challenges, and NURTURE the growth of fresh insights. By the end of each conversation, we’ll INNOVATE new ways of thinking and provide actionable steps to help listeners SOLVE real-world challenges.
TENNIS = Think, Elevate, Navigate, Nurture, Innovate, Solve/Serve
IDEA TENNIS
IT #33: The Real Reason You’re Broke in Business (Bad Cashier Syndrome) 🎾
Are you undervaluing your business by giving too much away for free? In this powerful episode of Idea Tennis with Jessica & Asher, we explore the hidden trap of being a “bad cashier”.... avoiding the ask, downplaying your worth, and feeling awkward about charging for your services.
🎯 Here’s what you’ll learn:
- Why entrepreneurs struggle to confidently ask for payment
- How to stop fearing the word sales and start embracing value
- The mindset shift from needing clients to choosing clients
- Practical strategies for pricing, positioning, and closing with confidence
- How to attract customers who actually value your work
Jessica and Asher get real about their own struggles, share personal stories, and unpack what it takes to stop being a “bad cashier” in life and business. If you’re an entrepreneur, solopreneur, or small business owner ready to unlock your worth, this episode is for you.
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*Recorded July 7th, 2025
*Views are our thoughts, opinions, and experiences, not financial, medical, or legal advice.