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

Point Me To First Class

Devon Gimbel MD

Finances, Education, How To, Travel, Credit, Expenses, Card, Cards, Society & Culture, Professionals, Tips, Personal, Places & Travel, Business, Points, Rewards

5 • 1K Ratings

🗓️ 17 November 2025

⏱️ 48 minutes

🔗️ Recording | iTunes | RSS

🧾️ Download transcript

Summary

Travel is never just about the destination — it's about what the journey makes possible.

In today's episode, we explore how learning to earn and use credit card points isn't just a smart financial decision. It's a pathway to freedom, abundance, and experiences that reflect the life you actually want to live. From upgraded flights to dream hotels, points can turn everyday expenses into extraordinary opportunities.

No one embodies that transformation quite like Dielle Charon. A former social worker turned seven-figure business coach for women of color entrepreneurs, Dielle has used points not only to change the way she travels, but to expand what she believes she deserves.

In this conversation, we explore Dielle's shift from a scarcity mindset around money and travel to one grounded in abundance. We talk about the emotional impact of flying business class for the first time, how points became a tool for self-care, celebration, and access, and why choosing ease and luxury can be deeply supportive — not frivolous.

Whether you run a business or simply want to travel with more intention and possibility, this episode offers a powerful look at what becomes available when you allow points to elevate more than just your travel plans.

This conversation is rich with honesty, strategy, and inspiration — and it's about so much more than travel. It's about possibility, mindset, and unapologetically claiming ease, luxury, and joy.

Get full show notes and transcript: https://pointmetofirstclass.com/points-abundance-mindset/

Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of!

Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy

Transcript

Click on a timestamp to play from that location

0:00.0	Welcome to Point Me to First Class, the only show for employed professionals, entrepreneurs, and business owners who are looking to optimize their higher than average expenses to travel the world.
0:10.7	I'm your host, Devin Gimble, and I believe that your expenses are your greatest untapped asset, if you know how to leverage them.
0:17.8	Ready to dive into the world of credit card points and miles so you can travel more, travel better, and travel often. Let's get started.
0:29.9	Travel is never just about the destination. It's about what the journey makes possible.
0:35.6	In today's episode, we're exploring how learning to
0:38.2	earn and use credit card points isn't just a clever financial move. It's a gateway to freedom,
0:43.5	abundance, and experiences that reflect the life you actually want to live. From upgraded flights
0:49.2	to dream hotels, points have the power to turn everyday expenses into extraordinary opportunities. And no one embodies
0:56.4	that transformation quite like D.L. Sharon. D.L. is a former social worker turned seven-figure
1:02.5	business coach for women of color entrepreneurs. She's also someone who has used points not just
1:07.7	to change how she travels, but to reimagine what she believes she deserves.
1:12.6	In this conversation, we dive into how DL shifted from a scarcity mindset around money and travel
1:17.8	to one of abundance, the emotional impact of flying business class for the first time,
1:22.9	and how points have become a tool for self-care, celebration, and access.
1:27.1	Whether you also own your
1:28.4	own business or not, today's episode has something for you. This conversation is rich with
1:33.5	honesty, strategy, and inspiration. And it's about so much more than travel. It's about
1:39.3	possibility, mindset, and unapologetically claiming ease, luxury, and joy. Let's get into it.
1:47.3	D.L. Welcome to the podcast. I'm so excited to have you here today and to have this conversation.
1:52.0	How are you doing? I'm so pumped to be here. I never thought I would be on a points podcast,
1:57.2	but here I am, and I hope it's an interesting conversation for your listeners. I'm sure it will be because you are one of the most fascinating people. I know your story is one
2:05.5	of the most fascinating that I know. And every time I have the privilege of talking to you,
	...

Please login to see the full transcript.

Previous episode | Next episode

Disclaimer: The podcast and artwork embedded on this page are from Devon Gimbel MD, and are the property of its owner and not affiliated with or endorsed by Tapesearch.

Generated transcripts are the property of Devon Gimbel MD and are distributed freely under the Fair Use doctrine. Transcripts generated by Tapesearch are not guaranteed to be accurate.