Side Hustle School Ep. 3294 - Q&A: “I’m offering executive coaching at a high price…”
Jan 7, 2026
Sean, a caller and aspiring executive coach from Los Angeles, seeks guidance on his second attempt at selling high-priced coaching services aimed at busy executives. He reflects on his previous failure and learns the importance of clarity in his offerings. Chris emphasizes the need to communicate concrete benefits that justify the investment. Additionally, he advises Sean to price his services based on the value delivered rather than costs, encouraging him to define outcomes that resonate with potential clients.
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Episode notes
Regroup By Changing Variables
- If your first attempt failed, change variables instead of repeating the same approach.
- Tweak messaging and pricing based on what you learned before relaunching.
Second Attempt After Early Mistakes
- Sean tried executive coaching before the pandemic and identified two big mistakes: unclear benefits and low pricing.
- He now plans a second attempt after correcting those issues.
Price Signals Credibility
- Low prices can undermine credibility when selling to high-performing executives.
- Higher pricing signals seriousness and aligns with executives' expectations of value.