

Elevate with Tyler Chesser - The Real Estate Podcast for Investing, Mindset and Personal Development
Tyler Chesser
Mindset, mind expansion and personal development for high-performing real estate investors. Join Tyler Chesser, a successful real estate entrepreneur and personal growth thought leader, as he sits down for mind expanding conversations with influential authorities in real estate, as well as top experts in other industries and disciplines. In these discussions, Tyler distills the mindset, habits, routines and tactics from the experts which will support you in your own quest to Elevate to a life without limits.
Episodes
Mentioned books

Mar 3, 2020 • 28min
E31 - Heart of a Champion & Mamba Mentality with NFL HOF Legend Andre Reed
Tyler visited The Best Ever Conference in Keystone, Colorado, for this special edition live audience recording of Elevate where he talked with Keynote Speaker and NFL Legendary Hall of Famer Andre Reed. Andre played in the NFL for 16 seasons, 15 with the Buffalo Bills (1985–1999) and one with the Washington Redskins (2000). Andre is currently a Boys & Girls Club of America Ambassador.
During this live recording, Tyler and Andre talked about the heart of a champion and Kobe Bryant's Mamba Mentality as it relates to performing at the highest level and inspiring others to be great. Other topics included realizing your potential, upping your work ethic, listening and carpe diem.
Tyler continued the discussion with Evan Holladay, real estate developer, investor and podcast host; Trevor McGregor, world class performance coach and real estate investor; and John Casmon, real estate syndicator. This collection of extraordinary individuals provided an immense amount of wisdom in this impromptu episode!
Music: Energetic Run (hooksounds.com)

Feb 28, 2020 • 49min
E30 - Inspiring Positive Change with Leesa McGregor
Leesa McGregor is a visionary entrepreneur, a futurist and igniter of social change. She's one of the most influential and new paradigm thinkers and mentors working anywhere in the world today. In her career, she has influenced more than $100 million in revenue growth while starting and growing more than a dozen ventures. Today she travels and speaks globally on building a regenerative future and using business as a force for good.
In this episode, Tyler and Leesa’s discussion focused on Leesa’s mission of inspiring people to think differently about the world and how they can step in to make a difference. They also discussed the unique opportunity that entrepreneurs have when it comes to serving a greater purpose, whether it’s through democracy, environmental causes, inequality, food systems or health.
Other topics included the United Nation’s sustainable development goals, alphabet for humanity, habitually journaling, traveling benefits, investing in yourself, spectacular failures and more. Leesa is a very genuine, dynamic entrepreneur that provides a lot of big-picture wisdom for Elevate Nation!
Music: Energetic Run (hooksounds.com)

Feb 21, 2020 • 58min
E29 - Thriving Through Passive Investing with Dan Handford
Dan Handford is a managing partner with PassiveInvesting.com, a national passive apartment investing firm based in the Carolinas. He is also a passive apartment investor himself in 4,100+ units in 15 different syndication investments. Prior to real estate, Dan had an extensive background in starting multiple seven-figure businesses from scratch. He is also the founder of the Multifamily Investor Nation where he provides free multifamily education to a nationwide group of over 21,000 members.
Tyler and Dan’s discussion focused on the unique benefits of passive investing, primarily the advantage of reducing taxable liability. Dan shared that passive investing allowed him to keep more of what we made from his various businesses, and that the tax code tremendously benefits real estate investors.
Other topics included providing transparency and communication for investors, being proactive, Dan’s one-on-one morning routine, paid masterminds, reviewing financials on a weekly basis, role models through books, taking action and more. This episode is a prime example of how real estate investment can be a vehicle to provide for your family and create other purposeful outcomes!
Music: Energetic Run (hooksounds.com)

Feb 14, 2020 • 55min
E28 - Harnessing the Power of Mentorship with Gene Trowbridge
Gene Trowbridge Esq., CCIM is experienced in the commercial and investment real estate market. As a syndicator, he sponsored 16 funds while raising money through the SEC brokerage network. He was a senior instructor for CCIM courses for 40 years. At age 45, he went to law school and is now the managing partner of Trowbridge Sidoti LLP. He and his law partner have authored securities offering documents for over $3.8 billion of equity raised since 2014.
Tyler and Gene’s discussion focused on the benefits of mentorship, with Gene explaining his business model of education-based marketing to attract customers, then delivering on a one-to-one basis to build long-term relationships. They also discussed the reciprocal value of mentoring and what Gene learned as a teacher.
Other topics included dealing with a loss through books, transitioning careers, multitasking, using email as a phone, Gene's four questions for syndicators and more. The wisdom Gene has gained from his robust real estate career makes for a great episode for Elevate Nation!
Download Gene's book here.
Music: Energetic Run (hooksounds.com)

Feb 7, 2020 • 56min
E27 - Positive Energy and Investing in Yourself with Vinney Chopra
When Vinod Chopra, aka “Mr. Smiles,” came to the United States from India many years ago, he had only $7 in his pockets. With a bachelor’s degree in mechanical engineering, he entered The George Washington University to seek a master of business administration degree in marketing and advertising. While pursuing his MBA, Vinney decided to leave engineering altogether and become a motivational speaker and fundraiser, which led to a very successful real estate career.
In this episode, Tyler and Vinney’s discussion focused on the importance of staying positive and investing in your mind. It’s very evident that Vinney’s nickname reflects his positive demeanor. Vinney shared his experiences and benefits of having a positive outlook while also maintaining equanimity. They also discussed how we must “feed” our mind and develop profound habits to reach our full potential.
Other topics included vertical integration, Vinney’s goal of educating various demographics about real estate, obtaining three big ideas from books, vision boards, prioritizing and delegating, multiple impactful books and much more. Vinney’s incredible story and sunny disposition make this a must-listen episode for Elevate Nation!
Music: Energetic Run (hooksounds.com)

Jan 31, 2020 • 1h 6min
E26 - Navigating the Entrepreneurial Journey with David Thompson
David Thompson is the Founder and CEO of Thompson Investing, which helps passive investors with opportunities in value-add multifamily, self-storage and mobile home parks. David is a real estate investing thought leader based in Austin, Texas, who is a blogger, speaker and an author of two books.
In this episode, Tyler and David’s discussion focused on the journey of leaving a comfortable, full-time position to pursue real estate investing. David shared the story of his career transition from high-tech, working for companies like AT&T and Dell, to real estate. He also discussed how taking an inventory of your skills and passions, finding a mentor, and thought leadership has led to his success.
Other topics included the 85/15 thought leadership rule, lifestyle benefits of real estate investing, finding a relaxed/structured goal balance, long-term partnerships, job vs. vocation, challenging yourself and much more. David is a relatable person and a great storyteller who provides Elevate Nation with a lot of entrepreneurial insight in this episode!
Music: Energetic Run (hooksounds.com)

Jan 24, 2020 • 52min
E25 - Reinventing Yourself with Logan Freeman
Logan Freeman is a real estate investor, developer and agent who found his niche as an investment property specialist and representing buyers in the transactions process. He has also completed multiple joint venture projects and equity partnerships. Completing over 120 transactions in less than a year, Logan relies on his most valuable priorities to guide his profit-producing activities. Located in Kansas City, Missouri, he is also a husband and father.
In this episode, Tyler and Logan’s discussion focused on the two biggest turning points in Logan’s life: getting cut from the NFL and the passing of his father. After being cut from the Oakland Raiders, Logan was faced with the choice of chasing an unrealistic dream or reinventing himself to figure out his true purpose. He also shared how the passing of his father resulted in his commitment to make every moment matter.
Other topics included Logan starting a Roth IRA at the age of 15, his role model, strength finders tests, saying “no” to transactions under a certain volume, the journal system, hiring coaches, listening and more. Logan is a very driven individual who came “energized, thriving and focused” in this episode!
Music: Energetic Run (hooksounds.com)

Jan 17, 2020 • 41min
E24: The Infrastructure for a Life by Design with Andrew Campbell
Andrew Campbell is a real estate entrepreneur and the Managing Partner of Wildhorn Capital, where he is focused on acquisitions and maintaining investor relations. He broke into real estate investing first as a passive investor in 2009. In 2012, he transitioned into active investing and the management of a 76-unit portfolio across Austin and San Antonio, Texas. He earned his stripes building and managing his personal portfolio before moving into larger multifamily buildings.
In this episode, Tyler and Andrew’s discussion focused on the concept of building a life by design for total control of your time and flexibility. Andrew discussed how he’s used real estate investment and syndication to craft the ideal life and business that he and his family strive to achieve. He also shared his story of stepping away from the corporate world for the entrepreneurial path.
Other topics included setting clear goals, removing ego from the equation, preventing over-scheduling and unplanned meetings, Tyler's “do not disturb” tip, investing in a business/life coach, morning routine, abundance mindset and much more. Andrew’s real estate investment and personal experiences and will resonate with Elevate Nation!
Music: Energetic Run (hooksounds.com)

Jan 10, 2020 • 1h 19min
E23 - Defining Success and Paying it Forward with Dr. Bradley Calobrace
Dr. Bradley Calobrace is a highly acclaimed authority in cosmetic surgery and non-surgical procedures. He is a graduate of Indiana University Medical School and completed residencies in both General Surgery and Plastic Surgery at the University of Southern California in Los Angeles. He has a thriving cosmetic surgery practice in Louisville, KY, performing approximately 1,000 major cosmetic procedures each year. He also lectures extensively in the U.S. and internationally.
Tyler visited Dr. Calobrace’s office, where they discussed defining success and our responsibility to pay it forward to others. Dr. Calobrace explained that he defines his success, not through financial gains or stature, but through happiness and joy. He then shared how he’s utilizing that success to pay it forward, whether it’s through becoming more humanitarian, educating others, mentoring or giving back to the community.
Other topics included managing your emotional, intelligent and wise minds; viewing competitors as colleagues; vulnerability as a strength; testing your vision and much more. This episode is a great opportunity for Elevate Nation to learn from a world-renowned individual!
Music: Energetic Run (hooksounds.com)

Jan 3, 2020 • 1h 2min
E22 - Responding vs. Reacting with Andrew Holden
Andrew Holden is a CCIM and the Market President of Park National Bank. He’s previously held positions at Commonwealth Bank and Trust Company, Old National Bank and Fifth Third Bank, and has served as the CCIM Chapter President for the Kentucky Chapter and the Chair of the Kentucky Commercial Real Estate Conference. He’s also a professional speaker.
The theme of Tyler and Andrew’s discussion was the idea that we can't impact what happens to us, but we can impact how we respond. Andrew shared his practice of starting each day from a point of gratitude, so you can approach life optimistically. He also shared three other major keys to his success, including being organized, setting detailed goals and being a lifelong learner.
Other topics included getting into commercial real estate without a business background, prioritizing sleep, exit strategy, celebrating success, mentors, focusing on books and much more. Andrew is the self-proclaimed poster boy of, “You can accomplish anything you set your mind to,” and he provides a wealth of knowledge for Elevate Nation!
Music: Energetic Run (hooksounds.com)


