Point Me To First Class

142. How Points Become a Tool for Freedom, Joy & the Life You Want to Live with Dielle Charon

30 snips
Nov 17, 2025
Dielle Charon, a former social worker and now a seven-figure business coach, advocates for women of color entrepreneurs through her initiative For the 23%. In this conversation, she reveals how shifting from a scarcity mindset to one of abundance transformed her approach to travel and finances. Dielle discusses the emotional significance of her first business-class flight, the empowerment of using points as tools for self-care, and the unexpected advantages of optimizing travel perks. Her insights on luxury travel as a means of expanding one's opportunities are truly inspiring.
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ANECDOTE

From Cash-Only To Earning Points

  • Dielle initially cash-flowed everything and avoided credit cards despite high business expenses and accountant advice.
  • After peer guidance she got an Amex and it transformed how she approaches and pays for travel.
ADVICE

Don't Default To Card Portals

  • Avoid booking points through the credit card portal by default and instead transfer points to airline partners for better value.
  • Use transfer partners and airline programs to maximize point redemption for premium cabins.
ANECDOTE

Taking Up Space In Premium Cabins

  • Devon and Dielle recall the emotional surprise of occupying premium cabin space as younger women of color and the representation that creates.
  • Dielle emphasizes taking up space and using presence to educate others about belonging.
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