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 focused, stay sharp, and sell smart.
Jul 27, 2025•46 min•Season 3Ep. 51
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 challenges, and the importance of authenticity, resilience, and positive mindset, offering motivational insig...
Jul 22, 2025•51 min•Season 3Ep. 50
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 and maintenance fees. The episode also covers the realities of renting timeshare weeks, industry news,...
Jul 10, 2025•58 min
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 international clients, especially those wary of debt, is highlighted. The importance of follow-up c...
Apr 08, 2025•39 min•Season 3Ep. 48
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 highlight the evolving industry landscape, the significance of humility and coachability, and the power o...
Jan 12, 2025•24 min
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 maintain a positive mindset. The episode is packed with personal anecdotes, creative sales strategies, ...
Dec 23, 2024•52 min•Season 3Ep. 46
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 timeshare ownership, especially to existing owners. Richie shares his game-changing "choice close" techn...
Dec 19, 2024•1 hr 1 min•Season 3Ep. 45
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 winning the Training Department of the Year award. Dillan engages with questions, prompting discussions on...
Nov 03, 2024•1 hr 25 min
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 emotional aspects of selling timeshares. The conversation also touches on industry challenges, stra...
Sep 28, 2024•1 hr 7 min
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 perseverance and adaptability. Richie Rich and Dillan reflect on the value of mentorship and learning fr...
Sep 10, 2024•1 hr 23 min
In this thrilling episode of the "Sold in 60" timeshare podcast, host Richie Rich and co-host Dillon, aka "down payment," dive into the captivating journey of Jeanette Reynoso, a timeshare sales veteran with 19 years of experience. Jeanette shares her rollercoaster ride from initial struggles and multiple firings to becoming a top producer. She reveals the secrets behind building client relationships, overcoming objections, and the importance of resilience in sales. The episode also highlights J...
Jul 24, 2024•58 min
In this episode of the Sold 60 timeshare podcast, host Richie Rich and co-host Down Payment Dillan are joined by Mike from New York City. They delve into Mike's journey in the timeshare industry, starting from his background in roofing and house flipping to his introduction to timeshares through his cousin. The discussion covers the challenges of beginning a timeshare career post-holidays, the importance of a real estate license, and the dynamics of sales pitches. They also explore handling cust...
Jun 18, 2024•37 min
In this episode of the Sold 60, host Richie Rich and collaborator Dillan, also known as "Big D," discuss various aspects of the timeshare industry. They cover Disney's addition of 268 new timeshare rooms at the Polynesian Village Resort, the industry's growth despite negative perceptions, and the situation of a closed timeshare resort in Myrtle Beach. They emphasize understanding guests' current timeshares, selling with confidence, and the importance of vacationing to understand the product. The...
Jun 13, 2024•24 min
In this episode of the timeshare podcast hosted by Richie Rich, Dillan & guest Karen Infanzon from Puerto Rico shares her journey into the timeshare industry, starting from check-ins at a resort to becoming a licensed sales representative. She discusses the intense training process, the psychology of sales, and how these skills have been beneficial in other areas of her life. Karen reflects on her first deal, her evolving relationship with her mentor, and the transition from training to the ...
May 24, 2024•49 min•Season 3Ep. 38
In this episode of "Sold In 60," hosts Richie Rich and Dillan interview Xiomara about her journey in the timeshare industry, from contract work to sales floor challenges. They discuss training, sales techniques, and client interactions, with Xiomara sharing her transition to telesales and strategies for convincing clients to own timeshares. The conversation covers various client demographics, the psychology of sales, and dealing with objections and scams. Insights into the importance of financia...
May 16, 2024•1 hr 14 min•Season 3Ep. 37
In this "Sold in 60" podcast episode, hosts Richie Rich and Dillan welcome Atik, who shares insights from his timeshare industry experience. Atik talks about his journey from selling luxury cars to timeshares, emphasizing the joy of helping families create lasting memories. He discusses the strong work ethic of Moroccans, the importance of vacations in family bonding, and his personal connection to the industry through his daughter. Atik also reflects on cultural differences in vacationing, the ...
Mar 01, 2024•49 min•Season 3Ep. 36
In this podcast episode, Richie Rich and Dillan, along with their guest Gino, delve into the intricacies of the timeshare industry. They discuss the role of special teams within timeshare resorts, strategies for sales reps to join these teams, and how to handle owners seeking discounts. The conversation covers sales tactics, such as holding back offers to gain leverage in negotiations, and the importance of understanding and managing customer expectations. They also touch on the reasons behind r...
Feb 12, 2024•55 min•Season 3Ep. 35
In this episode of "Sold in 60," hosts Richie Rich and Dillan delve into the intricacies of timeshare sales. They discuss the value of timeshare ownership, strategies to offset maintenance fees, and the potential income from renting out timeshares. The conversation covers sales techniques, including how to assume the close and handle objections, the importance of understanding customer needs, and adapting to different types of customers. They also touch on industry developments and the impact of...
Feb 08, 2024•1 hr 17 min
In this episode of "Sold in 60," hosts Richie Rich and Dillan interview Risk Toki, a young newcomer to the timeshare industry who has quickly found success. Risk shares his story of transitioning from an administrative role to sales, the pressures he faced, and the strategies that have worked for him, including the importance of the pencil pitch and discovery in presentations. He also addresses misconceptions about timeshares and emphasizes the importance of product knowledge and using the progr...
Jan 24, 2024•53 min•Season 3Ep. 31
In this podcast episode, co-hosts Richie Rich and Dillan, both experts in timeshare sales, discuss strategies for success in the timeshare industry. They cover topics such as setting goals, financial management, and the importance of visualization and vision boards. They also announce upcoming resources and classes to aid in sales and financial mastery. Throughout the episode, they emphasize starting the year with a fresh mindset, setting personal goals, and the significance of community engagem...
Jan 21, 2024•24 min
In this episode of the Sold in 60 podcast, hosts Richie Rich and Dillan discuss the timeshare industry, focusing on the best times to join the business, the importance of tailoring sales pitches to different clientele, and the challenges of starting in the industry during a busy season. They also discuss the tactics used by companies and sales representatives, the financial aspects of the industry, and the benefits of owning a timeshare. The hosts share personal experiences and advice on overcom...
Dec 05, 2023•52 min
In this episode of Sold in 60, hosts Richie Rich and Dillan interview special guest Junaid the Butcher, a successful figure in the timeshare industry. They discuss Junaid's journey into the industry, his experiences in timeshare training, and his insights on the points-based and weeks-based systems. Junaid also shares his tactics in building rapport with clients and his perspective on the resale market. Additionally, he talks about his career progression, his current position at Marriott, and hi...
Nov 28, 2023•1 hr 2 min
In this podcast episode, the hosts interview Coach Lo, a successful figure in the timeshare business. They discuss Coach Lo's journey in the industry, his impact on their lives, and the importance of sharing knowledge and helping others succeed. Coach Lo shares his experiences and mindset in the industry, emphasizing the importance of a positive mindset, embracing all clients, and living within one's means. He also shares his financial wisdom and the lessons he has learned throughout his career....
Sep 20, 2023•51 min
In this podcast episode of "Sold In 60," hosts Richie Rich and Dillan invite Cher Desi, a guest with experience in the timeshare industry. They discuss Cher's introduction to the industry, her training process at Westgate, and her strategies for learning and growing in the industry. Cher emphasizes the importance of continuous learning and adapting to the industry's ups and downs. She also shares insights on being a successful sales representative, including presenting oneself professionally, be...
Aug 23, 2023•46 min
In this podcast episode, the host introduces Daniel as a special guest who has had a significant impact on his life. Daniel shares how he discovered the podcast while researching timeshares and how it helped him prepare for his job in the industry. He discusses his experiences in the timeshare industry, including challenges, successes, and lessons learned. The conversation covers topics such as handling objections, dealing with cancellations, and the dynamics between sales reps and leaders. The ...
Aug 16, 2023•50 min
In this podcast episode, Richie Rich, Dillan, and guest Alex Barbosa discuss Alex's journey in the timeshare industry. They talk about his background, how he got into sales, and his training experience. Alex shares his initial struggles in the job and how he overcame them. They also discuss the importance of building trust with customers, being genuine in sales, and handling objections. Alex shares his approach to objections and how he uses visual aids to help clients understand the value of tim...
Aug 15, 2023•44 min•Season 2Ep. 25
In this podcast episode, the host welcomes Reynaldo Williams, a guest who shares his journey into the timeshare business. Reynaldo talks about his experience working at an establishment and then transitioning to selling vacation packages over the phone, highlighting the financial benefits he experienced. The conversation then shifts to the impact of the pandemic on the timeshare industry, with Reynaldo explaining that sales have been breaking records since the initial shutdown. They discuss obje...
Aug 03, 2023•28 min
In this podcast episode, Richie Rich and Dillan are joined by guest Tariq Elbury to discuss various topics related to the timeshare industry. They talk about Tariq's journey into the business and his experiences with closing deals and handling customer complaints. They also touch on the reasons why people may want to cancel their timeshare purchases and how to address objections and doubts during the closing process. The conversation also explores the perception of timeshare representatives bein...
Jul 19, 2023•29 min•Season 2Ep. 23
In this episode of the "Sold in 60" podcast, hosts Richie Rich and down payment Dillan welcome guest Dwayne, who shares his experience in the timeshare industry. Dwayne talks about his background as an OPC and his transition into selling timeshares. He discovered the podcast and decided to pursue a job in the industry after listening to an episode. The conversation covers topics such as mindset, peak state, and flow state, as well as the importance of trust and building relationships with custom...
Jul 16, 2023•38 min•Season 2Ep. 22
In this podcast episode, Richie Rich and Down Payment Dillan interview Felipe Sanchez, a new salesperson in the timeshare industry. Felipe shares how he got introduced to the industry and his experiences as a sales rep. He talks about his first interview experience, dealing with potential customers who are primarily interested in free gifts, and encountering customers who claim it's their first time taking a tour. Felipe discusses his mindset when it comes to selling timeshares, focusing on affo...
Jul 16, 2023•38 min•Season 2Ep. 21
