Sold In 60 (A Timeshare Podcast)

We’re back! After a short break from the mic to build out some major tools for the community, Richie Rich and Down Payment Dillan are back in the studio to tackle the biggest questions in the vacation ownership world right now. Is the industry dying? Are millennials actually buying? How do you handle the AI revolution happening right at your sales table? We’re diving deep into the 10.7-billion-dol...

If you're in timeshare sales and looking for practical strategies to close more deals, build confidence, and create a bigger income, this episode is for you. Join Richie Rich and Down Payment Dylan as they break down what  Sold in 60  is all about, who it's designed for, and why sales professionals at every level can benefit from tuning in. Whether you're brand new to the industry, try...

In this episode of  Sold in 60 , we sit down with industry veteran Anthony to unpack the evolution of timeshare selling—from its aggressive, high-pressure beginnings to the more refined strategies being used today. We break down: How timeshare sales reps were trained to close The psychology that made the model so effective What’s changed (and what hasn’t) in today’s market Lessons sales profession...

In this episode of Sold In 60, we sit down with Scully — a seasoned timeshare professional, resort director, and someone who’s been in the business long enough to see what actually works… and what doesn’t. This episode is strictly for people who want to get better at sales. Scully shares real insight on: How top closers think and operate What most salespeople get wrong How to communicate with conf...

In this episode of Sold In 60, we sit down with Beatrice to talk about one of the most powerful comeback stories you’ll hear. She was fired, came back, and is now the number one producer at her resort. In just two years, she became a multimillion-dollar producer while still pursuing her bachelor’s degree in college. This conversation is about resilience, work ethic, confidence, and what it really...

In Episode 62 of Sold in 60, Richie Rich & Dillan sit down with Brandon Velez for a real conversation about what it takes to grow in the timeshare sales business. From getting started young to learning through mistakes, Brandon shares lessons on resilience, coachability, and developing the mindset needed to win in a competitive sales environment. This episode is packed with straight talk for r...

In this episode of Sold In 60, we have a real conversation about what it takes for women to survive and thrive in the timeshare industry. Camille and Sondece open up about the challenges, the pressure, the lessons, and the strength it takes to build a name in a competitive environment. This isn’t surface-level talk — this is real experience, real growth, and real respect. We also take time to shou...

Most salespeople try to  sell  too early. Closers  discover  first—then the presentation feels like the natural next step. In this episode, Enrique walks through how to ask the right questions, uncover the real motive behind the purchase, and steer the conversation without sounding pushy or scripted.

In this episode of "Sold in 60," the hosts and guest Joel discuss the realities of timeshare sales, from overcoming early struggles and industry politics to mastering customer follow-up and handling objections. Joel shares his journey transitioning from marketing to sales, the importance of resilience, mentorship, and adapting sales techniques. The conversation covers emotional selling, cultural s...

In this electrifying episode of "Sold In 60," Richie Rich and Down Payment Dillan celebrate their podcast’s explosive growth and loyal listeners, unveiling the game-changing ChatGPT Coach for timeshare pros. They dive into real sales tactics, from overcoming objections to maximizing commissions, and share insider secrets on closing deals—no matter the season. Listener shoutouts, industry...

This episode is a must-listen! We’re diving into why right now is the perfect time to light up your season and dominate in sales. 💪 Then… we drop something HUGE — the official launch of Sold in 60 GPT, your brand-new AI sales assistant built to help timeshare pros crush goals like never before. We go live with a full demo to show just how powerful this tool is — and how it’s going to revolutioniz...

In this episode of "Sold in 60," host Rich sits down with timeshare legend Karim Fess. Karim shares his journey from working at his father’s video store to becoming a top sales manager at Westgate in Orlando. He discusses his sales philosophy, the importance of helping people, and mastering third-party storytelling. Now based in Dubai with DAMAC, Karim highlights Dubai’s safety, luxury,...

In this electrifying episode of "Sold in 60," the world’s only timeshare podcast, hosts Richie Rich, Down Payment Dillan, and their guest pull back the curtain on the highs and lows of the timeshare industry. They tackle viral myths, share survival strategies for slow seasons and layoffs, and offer no-nonsense advice for both sales pros and owners. With candid stories, industry secrets,...

Can one career decision truly change your life forever? In this episode of "Sold in 60," Vic Money the Truth shares his incredible journey from living at home with no car to owning a dream house, building a thriving career, and funding his passions—all thanks to timeshare sales. 🌟 Discover how mastering sales tactics and embracing the vacation ownership industry opened doors to financia...

In this episode of "Sold in 60," hosts Richie Rich and Down Payment Dylan welcome Mr. Taylor, a seasoned timeshare and real estate professional. The discussion covers Mr. Taylor's career journey, the challenges and rewards of timeshare sales, and key differences from traditional real estate. They explore sales tactics, ethical dilemmas, training programs, and the evolving timeshare m...

In Episode 51 of  Sold in 60 , we dive into the real behind-the-scenes questions every timeshare pro faces: Are your tours actually qualified? What do you do when guests cancel last minute? Is jumping to another property really better—or just a distraction? And are your managers supporting your close, or sabotaging it? Tune in for straight talk, sharp insights, and practical strategies to stay foc...

In this episode of "Sold in 60," hosts Richie Rich and Down Payment Dylan welcome Kisha," a seasoned timeshare sales professional with a rich family legacy in the industry. Kisha shares her inspiring journey, from overcoming personal hardships to breaking sales records and launching her own successful business, Fleek Squad Mobile Beauty. The conversation covers sales strategies, industry challenge...

In this "Sold in 60" episode, hosts Richie Rich and his co-host reflect on the busy summer timeshare sales season, pay tribute to industry legends who recently passed, and discuss the importance of financial literacy and estate planning for salespeople and owners. They share practical sales strategies, explore creative financing options, and address common challenges like inventory presentation an...

In this episode of "Sold In 60," hosted by Richie Rich and co-hosted by Down Payment Dillan, the focus is on the sales industry, particularly vacation ownership and timeshares, post-Ramadan and the first quarter. They discuss the economic impact on sales and cancellations, emphasizing the need for sales reps to stay informed and develop strategies to overcome client objections. Building trust with...

In this episode, Richie Rich and Dillon, known as "down payment Dillon," discuss setting intentions and goals for 2025, focusing on the timeshare industry. They emphasize the importance of having a clear vision, creating vision boards, and reverse engineering goals to achieve success. Richie encourages listeners to overcome financial excuses and embrace creativity in financial planning. They highl...

In this thrilling episode of Sold in 60, the hosts dive into the high-stakes world of timeshare sales during the bustling holiday season. Richie Rich, the charismatic host, emphasizes the importance of closing the year strong, leveraging the festive spirit to boost sales. Down Payment Dillan shares invaluable tips on staying in a "peak state," connecting with clients, and using affirmations to mai...

In this thrilling episode of the "Sold In 60" timeshare podcast, hosts Richie Rich and D Dollars dive deep into the heart of the timeshare sales world. They kick off by expressing heartfelt gratitude to their loyal listeners, emphasizing the crucial role of feedback and engagement. The dynamic duo tackles a listener's request for more actionable training content, dissecting the art of selling time...

In this episode of "Sold in 60," the speakers discuss the inception and evolution of their podcast and the training department at Westgate. Richie Rich shares the excitement of starting the podcast, while guest Speaker Michele highlights the collaborative efforts that brought it to life. Michele reflects on their journey in the company and the impact of their training initiatives, including winnin...

In this episode of "Sold in 60," the host, Richie Rich, engages with two guests, seasoned timeshare sales representative Christian and his colleague RY. Christian shares personal anecdotes and insights from his 15-year career, emphasizing the importance of loving people, the sales process, and the product. He recounts memorable sales experiences, discusses overcoming objections, and highlights the...

In this episode, the host, Richie Rich, kicks off the new season with enthusiasm, introducing guests Enrique, and Big Will. The discussion centers on their experiences in the timeshare industry, emphasizing personal growth, mentorship, and financial discipline. Big Will shares his journey from working at McDonald's to becoming a successful timeshare salesperson, highlighting the importance of...