How to Avoid the Cringe Factor When Selling episode artwork

EPISODE · Jan 23, 2026 · 19 MIN

How to Avoid the Cringe Factor When Selling

from Two Wacky Teacherpreneurs Tell All · host Jessica Martin & Amanda Werner

In this episode of Two Wacky Teacherpreneurs Tell All podcast, hosts Jess and Amanda dive into the challenges of marketing without being cringey. They discuss their personal experiences with feeling cringey in marketing efforts, with Jess sharing a detailed story about her woodworking business and its fluctuating success. The discussion explores the fine line between authentic self-promotion and desperate sales tactics, emphasizing relationship-building and genuine engagement. They also highlight the role of AI tools like ChatGPT in offering non-cringey marketing strategies and touch on the effectiveness of email marketing. Throughout, humor and real-life anecdotes keep the conversation lively and relatable, concluding with a soft sell of their course on making money online.00:00 Introduction and Breaking News00:09 Promoting Our YouTube Channel00:40 Today's Topic: Being Cringey02:44 Jess's Struggles with Cringey Marketing08:40 Amanda's Insights on Cringey Marketing09:20 Email Marketing Strategies11:19 Soft Selling vs. Hard Selling14:00 Personal Stories and Authenticity16:35 Course Promotion and ConclusionMake More Money Online Course

In this episode of Two Wacky Teacherpreneurs Tell All podcast, hosts Jess and Amanda dive into the challenges of marketing without being cringey. They discuss their personal experiences with feeling cringey in marketing efforts, with Jess sharing a detailed story about her woodworking business and its fluctuating success. The discussion explores the fine line between authentic self-promotion and desperate sales tactics, emphasizing relationship-building and genuine engagement. They also highl...

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How to Avoid the Cringe Factor When Selling

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This episode was published on January 23, 2026.

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In this episode of Two Wacky Teacherpreneurs Tell All podcast, hosts Jess and Amanda dive into the challenges of marketing without being cringey. They discuss their personal experiences with feeling cringey in marketing efforts, with Jess sharing a...

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