OUR TEAM
Josh Cantwell
Chief Executive Officer
Josh Cantwell, CEO, and Founder, manages over $100M in private money, which is deployed into multifamily real estate and apartments focused on Northeast Ohio, Houston Texas, Atlanta GA, and Oklahoma. He has been involved in 1,000+ wholesale, rehab, rental, private lender, foreclosure, and apartment transactions since 2004. Josh currently holds a portfolio of over 3,000+ cash-flowing apartments with Freeland Ventures partners Glenn Lytle and Tyler Brummett.
Josh is a true entrepreneur and prides himself on never having had a boss in his entire adult life.
A native of Northeast Ohio, Josh graduated from Baldwin Wallace University in 1998. After graduation, he obtained his Series 6, 63, 66, and life and health insurance licenses where he worked as a fee- based Financial Advisor from 1997-2004.
In 2004, Josh took his knowledge of raising capital and the financial markets and started investing in real estate full-time. He was able to combine his knowledge of financial investing with real estate to create a very successful business, which quickly grew into closing over 100+ wholesale, rehab, and short sale deals per year.
In turn, he began training and teaching apprentice partners and students. He founded Strategic Real Estate Coach in 2007 and has taught thousands of investors how to replicate his success in real estate investing. Josh has vast knowledge and experience in helping to coach clients and mentor students and borrowers from across the US in finding, structuring, negotiating, and closing residential and commercial multifamily transactions for a profit.
Josh is also the host of the Accelerated Real Estate Investor Podcast, which has hosted past guests like Kevin O’Leary, Barbara Corcoran, Kevin Harrington (Sharktank), Ryan Moran (Capitalism.com), Justin Donald (Lifestyle Investor), Gino Wickman (Entrepreneurial Leap) andJack Canfield (Chicken Soup) among others.
Josh lives in Northeast Ohio outside of Cleveland with his wife Lisa Marie and three children, Giuliana, Alessandra, and Dominic who collectively focus their charitable endeavors around “Christmas for Others”.
Glenn Lytle
Chief Strategy Officer
Glenn Lytle has been investing in real estate for over 20 years and co- founded Freeland Ventures with Josh Cantwell in 2015 as a partner to manage investor relations and help drive private equity investments.
He has ownership in over 3,000 rental units and has also managed over $34M in private investments. In addition to real estate and capital management, Glenn has held executive leadership roles in some of the largest, fastest-growing telecommunications companies in the US and has built and rebuilt multiple sales and operations teams and organizations in various regions and industries.
Tyler Brummett
COO/President of Asset Management, Freeland Properties
Tyler is responsible for scaling Freeland’s real estate portfolio and overseeing budgets, expenditures, and property management. He is also responsible for sourcing, reviewing and negotiating all of the real estate opportunities, and is the primary contact for acquisitions and possible joint venture opportunities. He brings 9 years of sales and lending experience in residential, commercial, and private equity, 6+ years running of his own real estate investment companies, and 7+ years being a director for the nation’s largest mortgage lender.
In 2019, Tyler was nominated by Crain’s Cleveland Business “Twenty in their 20’s” as a rising star of top professionals in Cleveland. At Freeland, Tyler is combining his leadership skills with knowledge gained as an entrepreneur renovating and investing in homes throughout the region. He has also refurbished homes for Habitat for Humanity, and currently resides in the Tremont neighborhood in a home he built and designed.
Tyler enjoys traveling and learning new cultures, boating, hiking, and is an avid car collector.
Roberdo Flanders
Chief Financial Officer
Roberdo has served as the Chief Financial Officer since 2007. He has over 30 years of accounting experience. His responsibilities include but are not limited to tracking cash flow, financial planning, and analyzing the numerous companies’ financial strengths and weaknesses.
Working closely with the team, Roberdo works on financial forecasting and modeling, and examines internal and external factors that may affect revenue and expenses.
Originally from New York City, Roberdo and his wife Jessica, along with their children relocated to Cleveland in 2007 and have been happily calling the city home ever since.
Dave Lytle
Vice President of Construction
Dave has been in the construction industry for 27 years. During this time, he has managed projects ranging from residential developments to major retail chains, apartments, and senior living apartments. Dave has Built over 1.5 million square feet of senior living communities been involved in new construction projects that have exceeded 1.5 million square feet and has completed 1-million square feet in renovations of multi-family apartments of over 1 million square feet. He has held positions in senior management and was the director of construction for many years before coming on board with Freeland.
Dave and his wife enjoy spending time with their grandchildren and taking in the beauty of nature.
Jennifer Pennington
Director of Operations
Jennifer is a valued member of the SREC team with over 25 years of experience in Customer Service and Operations. After starting in 2014 as a Customer Service Representative/Accountant Assistant, she moved up the ranks and accepted a promotion to work directly with Josh as his Executive Coordinator in 2017. This was a life-changing move for her, leaving her small town in western Pennsylvania and moving to Cleveland. In 2020, she was promoted again to Director of Operations and since then has also been given the responsibilities of both Marketing and Investor Relations.
Away from the office, Jennifer is a proud mother of three children Taylor, Michael, and Samuel, with a grandchild due in the fall of 2023. She is passionate about her family and cherishes her free time with them.
Sheila Arthur
Director of Client Services
Sheila and her husband Frank of 33 years have been Clevelanders their whole lives. They are the proud parents of their son Patrick and wife Rachel and beautiful granddaughter Isabelle.
Sheila has a long career in customer service, starting as a negotiator and working her way up to Director of Operations for Strategic Real Estate Coach (SREC) and Freeland Ventures. She is passionate about helping others reach their real estate goals and is committed to providing the best service possible.
Brian Pfaffenberger
Director of Project Management
Brian, born and raised in Cleveland OH, is a highly experienced professional with a passion for helping others. He has a strong background in finance, sales, loan servicing, and project management. He graduated from Cleveland State University in 1999 with a B.B.A. in Finance. His dedication to his work is apparent in his tireless efforts to make sure things are done right making him a valuable asset to the team. Brian lives in Northeast Ohio with his wife and daughter. He enjoys spending his free time with family and friends.
Stephanie Schultz
Finance Manager
Stephanie is an experienced finance professional with over 20 years of experience in the construction industry. She specializes in accounts payable, accounts receivable, purchasing, and cost accounting.
In her free time, Stephanie and her husband live in Northeast Ohio and enjoy spending time with their nephews and niece. They also have a passion for rescuing animals.