Meet the Team

JOSH CANTWELL

Chief Executive Officer

Josh Cantwell manages over $40M in private money, which is deployed into multifamily real estate and apartments. He has been involved in 1,000+ wholesale, rehab, rental, foreclosure, and apartment transactions, and currently holds a portfolio of over 3,000+ cash-flowing apartments. He is the founder and CEO of a variety of successful businesses including Freeland Ventures, Strategic Real Estate Coach, Accelerated Investor Office, and more.

A native of Northeast Ohio, Josh graduated from Baldwin Wallace College in 1998. After graduation, he obtained his Series 6, 63, 66 and life and health insurance licenses. He also worked as a 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 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 since then has taught thousands of investors how to replicate his success. 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 various types of transactions for a profit.

Josh is also the host of the Accelerated Investor Podcast, which has hosted past guests like Kevin O’Leary, Barbara Corcoran, Donald Trump Jr, Jack Canfield, Rod Khleif, and JV Crum III.

Josh lives in Northeast Ohio outside of Cleveland with his wife Lisa Marie and three children, Giuliana, Alessandra and Dominic (aka the Nooch).

ROBERDO FLANDERS

Chief Financial Officer

Roberdo has served as the Chief Financial Officer of Strategic Real Estate Coach for the past 12 years, and also holds similar titles in Freeland Ventures including Freeland Fund I, Freeland Accelerated Fund, and Freeland Servicing. Roberdo also acts as assistant treasurer of the Accelerated Fund. He has an Associate’s degree in Accounting and over 20 years of accounting experience. His responsibilities include overseeing accounts payable & receivable, billing, preparing financial statements and special financial reports, and participating in human resources and payroll initiatives.

He is originally from New York City, and his heart will always remain with the Knicks and Yankees. He and his wife relocated to Cleveland in 2007 to advance their education and careers in the accounting and legal fields respectively, and to give their children a more traditional suburban upbringing.

JENNIFER PENNINGTON

Director of Operations

Jennifer started with SREC in November 2014 as a Customer Service Representative/Accountant Assistant. In 2017, she accepted a promotion to work directly with Josh as his Executive Coordinator. This required her moving from the small town in western PA where she had lived her whole life to Cleveland. It was a big change, but one she hasn’t regretted for a second. In 2020, Jen accepted her second promotion utilizing her strong organizational and time management skills, and now serves as Director of Operations.

She has three children: Taylor and Michael, who happily welcomed home baby Sam in the summer of 2019. Her free time is spent enjoying her family.

SHEILA ARTHUR

Director of Client Services

Sheila and her husband of 25 years have been Clevelanders their whole lives. She has a son, Patrick, and a dog named Oreo. Sheila started her career with Strategic Real Estate Coach as a negotiator, and worked her way up to Customer Service Director before her promotion to Director of Client Services for both Freeland Ventures and SREC. She has always been in customer-focused positions, and is committed to helping others reach their real estate goals.

REMY GAREAU

Director of Content & Media

Remy is responsible for the production of digital media and A/V needs for company-wide marketing initiatives, live events, and the Accelerated Investor Podcast. He attended Full Sail University in Winter Park, Florida and has over 12 years of experience in film, television, and video production. Remy enjoys traveling with his wife, playing music in dive bars around Cleveland, and watching TV with his two dachshunds.

MARISA PEDRAZA

Digital Marketing Project Manager

Marisa comes to Freeland Ventures after earning her Associate’s degree in Business Management, and working for several years in Marketing, most recently as a project manager in the automotive industry. Marisa is a native of Cleveland, Ohio and she resides there with her two school-age boys. In her free time she enjoys running, biking, reading, and traveling with her family.