759 The Power of Paying it Forward with Caitlin Crosby
The Terri Cole Show
Terri Cole
4.9 • 1.5K Ratings
🗓️ 11 September 2025
⏱️ 42 minutes
🧾️ Download transcript
Summary
On today's episode, I invite Caitlin Crosby on to The Terri Cole Show for a dive into ambition, betrayal, and boundary setting as a female entrepreneur. Caitlin shares her personal story of overcoming the betrayal of a trusted CFO and how she learned to trust her instincts. Plus, we chat about how the same struggles we have in professional life often pop up in our personal lives as well.
Read the show notes for today's episode at terricole.com/759
Transcript
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| 0:00.0 | Well, hello there. And welcome to this episode of the Terry Cole show. I'm so happy that you heal. |
| 0:07.2 | I'm having today on the show on this amazing conversation with my friend Caitlin Crosby, |
| 0:13.0 | who she is the founder and CEO of the Giving Keys, a give back, pay it forward jewelry and lifestyle |
| 0:19.1 | company. And I met her at Kathy Heller's. |
| 0:22.7 | I don't know. |
| 0:23.3 | Last year, I think, she was supporting, very supportive of my new book, too much, which |
| 0:28.0 | was so sweet. |
| 0:29.0 | But she's also a bestselling author, TEDx speaker. |
| 0:34.0 | You know, she's done all the things. |
| 0:35.9 | She's a former singer-songwriter. |
| 0:39.0 | But the Giving Keys is just such a beautiful, you know, she's done all the things. She's a former singer-songwriter, but the giving keys is just such a beautiful, you know, the pay-up forward model has prompted over three million customers |
| 0:46.1 | to pass their key. So I'm wearing this. Those of you on YouTube, you can see I'm wearing my |
| 0:50.2 | giving key. She asked me what my word is. My word is free. So that is what is on this key. |
| 0:56.1 | And the way you do it is that you have someone in your life. You'll know the right time when it's |
| 1:01.0 | right, but who will need this more than I do. And when that happens, I will give them my giving |
| 1:09.3 | key. We pay it forward, right? It encourages, |
| 1:12.7 | you know, it's all these encouraging words that you can put on it. But what it's doing is you're, |
| 1:16.4 | you're just giving it to someone who needs it more. And in doing that, she really started an |
| 1:21.5 | entire worldwide movement. So, you know, female-owned company. I mean, she started this 16 years ago. So she really is an |
| 1:31.0 | OG, especially in the give-back entrepreneurial movement. So this was an amazing conversation, |
| 1:37.7 | talking about her now being a single mom. And basically, how do you balance out doing all that she does |
| 1:43.7 | and taking care of yourself, |
... |
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