Elevate with Tyler Chesser - The Real Estate Podcast for Investing, Mindset and Personal Development

Luke DeGrossi is a co-founder and principal of Pioneer Communities,  a full-service commercial real estate investment firm focusing on the acquisition and management of manufactured housing communities, self-storage, and multifamily properties nationwide. As chief acquisitions officer, he is responsible for monitoring, maintaining, and reviewing Pioneer’s pipeline, as well as underwriting and mode...

Jake Clopton founded Clopton Capital in 2010 and is active in all commercial mortgage broker operations. He has an extensive background in commercial finance and interest rate markets, serves as the company president and head mortgage broker, and personally oversees each loan arrangement. Jake has personally negotiated billions of dollars in real estate loans and advisory work. Under his guidance,...

Alex Jarbo is a short-term rental developer and manager. He was born and raised in Detroit, Michigan. He served in the Marine Corps for 4 ½ years where he was stationed in Washington DC as part of the Marine Corps Honor Guard. He left the Marine Corps at 22 years old to pursue his career as a real estate professional. He is the founder and CEO of Sargon Investments and he has a goal of developing...

Shane is originally from Texas and moved to the Louisville area in his teens. Ambitious and always ready to serve, Shane worked his way from a quality supervisor role at an auto supplier to a full-time real estate investor. He is currently a residential buy and hold, fix and flip, host of Think and Grow Rich mastermind, and creative solutions specialist. Shane Adams Real Estate is an active market...

In this solo episode, Tyler shared his and his wife’s experience of welcoming their twins Ford and Anna Kate, and some lessons they learned along the way. Listen to more in the Elevate Exclusive with Tyler series: E231 Elevate Exclusive with Tyler Chesser - How to Build and Strengthen Your Real Estate Investing Team E218 Elevate Exclusive with Tyler Chesser - How to Make Wise, Long-Term Real Estat...

Having participated in forming the corporate cultures at Apple and EA, Dave Evans decided his best work was in helping organizations build creative environments where people could do great work and love doing it. So he went out on his own; working with start-up teams, corporate executives, non-profit leaders, and countless young adults. They were all asking the same question. “What should I do wit...

Starting his career in real estate in 2011, flipping homes found at auctions, Pasha Esfandiary has been involved in over $125 million in transactions across multiple asset types. These include residential homes, boutique motels, the purchasing and management of large multifamily properties, and working with housing programs in vulnerable communities. The theme of Tyler and Pasha discussion focused...

Ken Silvestri has deep roots in Lexington. As a youngster in the 1960’s he worked at his grandfather’s fruit stand located in downtown. He is the owner and principal broker at Silvestri Real Estate. Ken began his career in residential real estate in 1990. By 1994, he was recognized as one of the top producing agents in the United States at Re/max International.   In 2000, he transitioned to apartm...

Michael Flight is a founding principal of Concordia Realty Corporation in 1990 and more recently CEO of Liberty Real Estate Fund, the World’s First Net Lease Security Token FundTM, giving you Stable and Tradable Private Real Estate. Michael is a real estate entrepreneur and blockchain real estate evangelist who is an expert in retail real estate (NNN-Shopping Centers-Triple Net-Net Leased) investm...

Olivier Sibony is a professor, author and advisor specializing in the quality of strategic thinking and the design of decision processes. Olivier is Professor of Strategy at HEC Paris. He is also an Associate Fellow of Saïd Business School in Oxford University, and has taught at London Business School, Ecole Polytechnique, ENA, IE Madrid, and other institutions. Previously, he spent 25 years with...

Patrick J. McGinnis is an international venture capitalist, host of the hit podcast FOMO Sapiens, and author of Fear of Missing Out: Practical Decision-Making in a World of Overwhelming Choice.  Patrick coined the term FOMO (Fear of Missing Out), as well as the related term FOBO (Fear of a Better Option) in a 2004 article in the student newspaper of Harvard Business School. FOMO has since been add...

Jerry Colonna is the CEO, and co-founder, of Reboot.io, an executive coaching and leadership development firm whose coaches and facilitators are committed to the notion that better humans make better leaders. For nearly 20 years, he has used the knowledge gained as an investor, an executive, and a board member for more than 100 organizations to help entrepreneurs and others to lead with humanity,...

Paul Moore is the Founder and Managing Partner of Wellings Capital. After graduating with an engineering degree and then an MBA from Ohio State, Paul entered the management development track at Ford Motor Company in Detroit. After five years, he departed to start a staffing company with a partner. They scaled and sold the company to a publicly traded firm five years later. After a brief “retiremen...

Stefan Tsvetkov is a financial engineer turned multifamily investor, analytics speaker, and live webinar host. He’s the Founder of RealtyQuant, a company that brings data-driven and quantitative techniques to the real estate industry, and he’s on a mission to add massive industry value through education, investment, technology, and analytics. Tyler and Stefan’s discussion focused on how developing...

This edition of Words from the Wise features a compilation of high performers sharing how they leverage habits to create a greater future. Highlights include understanding Charles Duhigg’s habit loop, habits of effective leaders, how to break bad habits with curiosity, frequent exposure to stress, getting comfortable with the discomfort of hunger, how to leverage the Hawthorne effect and more! For...

Real estate investing is a team sport! In this solo episode, Tyler shared practical tips on how you can build and strengthen your real estate investing team, covering the personnel you need to consider hiring, where you can find them, and inspiration to get your team-building underway. Tune in, discuss what you learned with a team member, commit and take action! Listen to more in the Elevate Exclu...

Gabrielle Reece is not only a volleyball legend, but an inspirational health and fitness leader, podcast host, corporate speaker, New York Times bestselling author, wife, and mother. The former professional beach volleyball player and Nike’s first female spokeswoman is the definition of both athleticism and beauty. Gabby is a force to be reckoned with in the gym and on a microphone. Tyler and Gabb...

Helen Chong, CCIM, is the Founder of Haylen Group in San Jose, and dedicated to helping clients build their real estate portfolio from residential and commercial real estate sales. She has over 16 years of real estate experience as a real estate agent, mentor and real estate investor. Prior to her real estate career, she was an analyst at a Pension Consulting firm in Santa Monica.  Tyler and Helen...

Dave Lavinsky is the president and co-founder of Growthink. Over the past 20 years, Growthink has helped over 1 million entrepreneurs and business owners start, grow and exit their companies,, with an emphasis on business planning and capital raising. Dave is an internationally renowned expert in the fields of business planning, capital raising, and new venture development, and author of the world...

Aileen Prak is the co-founder of Bonavest Capital, where they focus on generating passive income through real estate syndications.  She is on the path to creating time freedom for her family and believes real estate is the best vehicle that can help her and others achieve this dream. Aileen received her MBA from Northeastern University and has over 10 years of experience in the Aerospace industry...

Mark Herschberg is the author of The Career Toolkit, Essential Skills for Success That No One Taught You. From tracking criminals and terrorists on the dark web to creating marketplaces and new authentication systems, Mark has spent his career launching and developing new ventures at startups and Fortune 500s and in academia. He helped to start the Undergraduate Practice Opportunities Program, dub...

In this solo episode, Tyler stacked on the goal-setting and due diligence episodes, examining how you can optimize the way you look at deals, and sharing several nuggets of wisdom from  CF Capital's investment analysis. Topics included purchase price, the definition and analysis of cap rates, financing options, underwriting, projections, ROI, why Tyler believes IRR is the holy grail of real estate...

Karen Eber is an international consultant, and keynote speaker. Her talk on TED.com: How your brain responds to stories – and why they’re crucial for leaders, has almost 2 million views.  As the CEO and Chief Storyteller of Eber Leadership Group, Karen helps companies reimagine and evolve how they transform culture from how they build leaders and teams to the stories they tell. She is currently wo...

Gary Lipsky is a real estate entrepreneur who has a focus on multifamily syndication and currently has $65MM AUM. He is the President of Break of Day Capital, whose mission is to positively impact the lives of their investors and the communities in which they invest through the highest level of transparency and fiduciary responsibility. Gary is also the host of the Real Estate Asset Management Pod...

Do you know anyone that’s worked with Sir Elton John or Elon Musk, sent people down to see the wreck of the Titanic on the sea bed or closed museums in Florence for a private dinner party and then had Andrea Bocelli serenade them while they eat their pasta? You do now. Quoted as “The Real Life Wizard of Oz" by Forbes and Entrepreneur Magazine, Steve Sims is a best selling Author with "BLUEFISHING...