From Hotel School to Hotel Mogul: Monty Bennett’s Journey to Success

This episode of Business Decoded features an interview with Monty Bennett , CEO and chairman of Ashford Inc., a hotel investment and operating company. Bennett shares his journey from following in his father’s footsteps in the hotel industry to building a successful, vertically integrated business.

Early Career and Family Business (00:00:39:23 – 00:04:50:02):

Bennett joined his father’s hotel business after graduating from Cornell’s Hotel School (with his identical twin brother).

He eventually branched out on his own, taking over the family business and growing it into a successful enterprise.

The Importance of Perseverance (00:04:50:02 – 00:08:41:04):

Bennett emphasizes the importance of never giving up, citing examples from his own journey and others, such as Steve Case and Michael Dell.

He believes that hard work and dedication are essential for success, no matter what industry you choose.

Building a Vertically Integrated Business (00:08:41:04 – 00:13:45:15):

Bennett discusses the challenges of scaling the hotel industry and the need for innovative strategies.

Ashford Inc. diversified into a vertically integrated model, owning hotels and providing ancillary services, allowing for greater scalability and returns on capital.

Investing in and Growing Other Businesses (00:13:45:15 – 00:15:43:14):

Bennett highlights the importance of professional management and mentorship, even for successful entrepreneurs.

He shares a story of his friend who invested in Michael Dell’s early business, emphasizing Dell’s ability to build a strong team and learn from them.

The Pros and Cons of Going Public (00:16:20:28 – 00:21:47:29):

Bennett advises entrepreneurs to carefully consider the implications of going public, including increased regulatory burden, potential for activist investors, and limitations on fundraising.

He explains why Ashford Inc. is taking one of its platforms private, citing advantages such as greater control over capital and employee motivation.

Advice for Young Entrepreneurs (00:21:47:29 – 00:23:40:08):

Bennett encourages young entrepreneurs to be strategic in choosing an industry and building a team.

He suggests focusing on industries with high growth potential and aligning with people who share similar goals and values.

International Expansion and Community Involvement (00:23:40:08 – 00:31:16:20):

Bennett discusses Ashford Inc.’s plans for strategic international expansion and emphasizes the importance of community involvement.

He shares his passion for improving Dallas and his involvement in various initiatives to address issues like education, homelessness, and crime.

Don’t Give Up (00:30:14:08 – 00:31:16:20):

Bennett concludes with his core message: Never give up on your dreams, no matter the challenges.

He believes that persistence and hard work can lead to success in any endeavor.

From Junk Cars to BLOCKBUSTER: A CEO’s Journey of Change and Opportunity

This engaging conversation features James Keyes , former CEO of both Blockbuster and 7-Eleven, as he shares his inspiring journey from humble beginnings to leading Fortune 500 companies. James reveals how his father’s emphasis on learning and embracing change shaped his perspective, leading him to view adversity as a superpower. Through captivating anecdotes of counting cups at McDonald’s, bold observations at Gulf Oil Corporation, and navigating the complexities of bankruptcy at 7-Eleven, Jim highlights how change, even in its most daunting forms, can birth remarkable opportunities for personal and professional growth.

Humble Beginnings & the Power of Education: (00:00:49 – 00:10:31)

Jim grew up in rural Massachusetts in a modest household.

His father, despite dropping out of school early, instilled in him a deep appreciation for learning and exploration.

Jim’s father believed education fostered freedom and opportunity, shaping Jim’s own path.

Early Career: Embracing Boldness and Honesty: (00:10:31 – 00:18:27)

Jim worked his way through college with jobs like flipping burgers at McDonald’s, gaining valuable business experience.

During his MBA internship at Gulf Oil Corporation, he impressed the CEO with his honest observations and willingness to challenge the status quo.

This boldness, coupled with his strong work ethic, landed him a full-time job even before graduating.

Navigating Change and Crisis at 7-Eleven: (00:18:27 – 00:30:15)

Jim joined 7-Eleven after a series of acquisitions and leveraged buyouts left the company on the brink of bankruptcy.

He viewed this crisis as an opportunity to refocus the company on its core value proposition: convenience.

Under his leadership, 7-Eleven emerged from bankruptcy stronger, growing to over 80,000 stores worldwide.

From 7-Eleven to Blockbuster: A CEO’s Versatility: (00:30:15 – 00:33:58)

After successfully navigating 7-Eleven through a challenging period, Jim took on the role of CEO at Blockbuster.

He aimed to leverage his experience with change and technology to adapt Blockbuster to the evolving media landscape.

Despite facing another financial crisis in 2008, Jim managed to stabilize the company and implement innovative solutions like streaming and kiosks.

Change Equals Opportunity: A Leadership Mantra: (00:33:58 – 00:34:35)

Throughout his career, Jim learned a crucial lesson: “Change equals opportunity.”

He emphasizes that it’s not the change itself, but our response to it that determines success.

Jim encourages young people, especially those facing adversity, to embrace change and view it as a chance for growth and progress.