EP 73: Building a Private Lending Business with Keleisha Carter episode artwork

EPISODE · May 28, 2026 · 1H 9M

EP 73: Building a Private Lending Business with Keleisha Carter

from The Breakthrough with Stephen Husted · host Stephen Husted

In this episode, I sit down with Keleisha to talk about entrepreneurship, private lending, mindset, and what it really takes to build a business from the ground up.Keleisha shares her story of leaving Jamaica, quitting her corporate marketing job, and moving to the United States with no guarantees, only $1,000 in savings, and a willingness to take a risk. We talk about the uncomfortable realities of growth, navigating uncertainty, and why entrepreneurship often feels lonely even when things look successful online.We also dive deep into private money lending, raising investor capital, structuring real estate deals, gap funding, and how Keleisha built a lending business by combining marketing, storytelling, and relationship building. She explains how managing investor expectations, setting boundaries, and creating systems became the foundation of her business.Stephen and Keleisha also talked about:📌 Leaving comfort behind to pursue growth📌 Why entrepreneurship requires uncomfortable decisions📌 Building confidence through hard experiences📌 How restaurant work helped prepare Keleisha for business📌 Managing investor expectations and communication📌 The mindset needed for real estate investing📌 Raising private capital through storytelling and marketing📌 Structuring private lending and gap funding deals📌 Why systems and boundaries are critical in business📌 The role AI and technology play in entrepreneurship todayIf you enjoyed this episode, I’d really appreciate it if you subscribed, left a review, and shared it with someone interested in entrepreneurship, private lending, real estate investing, or building a business from scratch.Find Keleisha‘s IG here: https://www.instagram.com/keleishacarter/LinkedIn: https://www.linkedin.com/in/keleishacarter/Follow Stephen on IG: ⁠⁠⁠⁠https://www.instagram.com/stephenhusted/⁠⁠⁠⁠Follow our Podcast on IG:⁠ ⁠@thebreakthrough.podcast⁠⁠Connect on LinkedIn:⁠ https://www.linkedin.com/in/stephenhusted/⁠and YouTube: ⁠⁠⁠⁠https://www.youtube.com/channel/UCsdNkau-5DUE9rGUIHrpfXA⁠⁠

In this episode, I sit down with Keleisha to talk about entrepreneurship, private lending, mindset, and what it really takes to build a business from the ground up.Keleisha shares her story of leaving Jamaica, quitting her corporate marketing job, and moving to the United States with no guarantees, only $1,000 in savings, and a willingness to take a risk. We talk about the uncomfortable realities of growth, navigating uncertainty, and why entrepreneurship often feels lonely even when things look successful online.We also dive deep into private money lending, raising investor capital, structuring real estate deals, gap funding, and how Keleisha built a lending business by combining marketing, storytelling, and relationship building. She explains how managing investor expectations, setting boundaries, and creating systems became the foundation of her business.Stephen and Keleisha also talked about:📌 Leaving comfort behind to pursue growth📌 Why entrepreneurship requires uncomfortable decisions📌 Building confidence through hard experiences📌 How restaurant work helped prepare Keleisha for business📌 Managing investor expectations and communication📌 The mindset needed for real estate investing📌 Raising private capital through storytelling and marketing📌 Structuring private lending and gap funding deals📌 Why systems and boundaries are critical in business📌 The role AI and technology play in entrepreneurship todayIf you enjoyed this episode, I’d really appreciate it if you subscribed, left a review, and shared it with someone interested in entrepreneurship, private lending, real estate investing, or building a business from scratch.Find Keleisha‘s IG here: https://www.instagram.com/keleishacarter/LinkedIn: https://www.linkedin.com/in/keleishacarter/Follow Stephen on IG: ⁠⁠⁠⁠https://www.instagram.com/stephenhusted/⁠⁠⁠⁠Follow our Podcast on IG:⁠ ⁠@thebreakthrough.podcast⁠⁠Connect on LinkedIn:⁠ https://www.linkedin.com/in/stephenhusted/⁠and YouTube: ⁠⁠⁠⁠https://www.youtube.com/channel/UCsdNkau-5DUE9rGUIHrpfXA⁠⁠

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EP 73: Building a Private Lending Business with Keleisha Carter

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This episode is 1 hour and 9 minutes long.

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This episode was published on May 28, 2026.

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In this episode, I sit down with Keleisha to talk about entrepreneurship, private lending, mindset, and what it really takes to build a business from the ground up.Keleisha shares her story of leaving Jamaica, quitting her corporate marketing job,...

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