Our Mission is to Help You Build and Scale a Multifamily Real Estate Business the Right Way…a Business That Will Ensure Financial Security For You and Your Family and Leave a Lasting Legacy.

Who Is Charles Dobens?

In the past 15 years, Charles personally bought, sold, and traded over $50 million worth of properties. Alongside this impressive achievement, he trained and mentored his clients on their way to over $3 billion in multi-family properties.

An acknowledged industry leader, Charles stands at the forefront of innovation and entrepreneurship. Drawing on his vast professional experience as a business owner and a lawyer, he conceptualized and developed the MultifamilyOS™ – a complete operating system for the modern multifamily investor. 

At the core of the MultifamilyOS™ is the MultifamilyOS.ai software platform — an AI-powered system that lets investors search every multifamily property in the US, analyze deals in seconds, automate owner outreach, and generate legal documents, all in one place. It’s like having a full investment team — property agent, analyst, attorney, marketer, and financing advisor — working around the clock to scale your pipeline and close deals faster

We invite you to join Charles and our close-knit community on this exciting journey and discover the power of the MultifamilyOS™ to propel your multifamily business to new heights.

45+ Years of Experience

1990
Graduated from Boston College

Career Begins!

1990
Purchased First Investment Property

Started investing in small properties while learning from some of the largest real estate investors in New Hampshire.

1997
Graduated From Law School

Focused on Real Estate and Contract Law while working full-time with four kids.

1999
Started Benefits Administration Firm

Left a successful insurance sales business to start a competing business. Grew it to 35 employees and over $3MM in annual revenue.

2005
Purchased First 40-unit Property

Finally had enough, burnt the ships and sold the insurance business focusing entirely on his dream of growing a multifamily business.

2006
Grew portfolio to over 1,000 apartment units

Using many tactics like no-money down, master lease options and syndication, grew his portfolio to over $30MM in multifamily property!

2008
Market Crashed. Many Lessons Learned.

Lost some properties. Kept some properties. Persevered and moved forward. Learned that success is a lousy teacher.

2010
Started the Multifamily Investing Acadmey

Building upon those hard lessons, Charles started teaching other multifamily investors the RIGHT way to build a multifamily business utilizing his legal training, entrepreneurial business-building training and real estate investing experience.

2020
Created the MultifamilyOS™ System

Having learned that all businesses are nothing more than systems to generate profits, Charles created a turnkey program that provides new investors with sales and marketing systems and staff to build your business and find deals.

2022
Created the H2A Conversion Model

Anticipating the coming demand for affordable housing and the glut of COVID-devastated hotels, Charles and his student David Peters created the H2A Incubator to create 100,000 new affordable housing units in the next 10 years.

WHY CHOOSE THE MULTIFAMILY MASTERMIND PROGRAM?

PROVEN
PROCESS

Building a successful business requires a vision plus the resources to get you there. The MultifamilyOS™ Mastermind Program combines master level training, powerful software and personal mentorship to deliver predictable and repeatable outcomes

INTEGRITY
FIRST

We have an unwavering commitment to honesty, transparency, and ethical practices. Our integrity shines through in our willingness to disclose any conflicts of interest and to prioritize the best interests of our students over personal gain.

COMMITTED TO
YOUR SUCCESS

Our singular priority is your success. We go above and beyond to provide comprehensive training, practical strategies, and valuable insights tailored to the unique needs of every member.

“Ultimately, our success is measured by the achievements and positive outcomes experienced by our members.” 

– Charles Dobens

Ready to Take the First Step and Join the MultifamilyOS™ Family?

Join our community of like-minded investors today and unlock financial security through multifamily real estate investing with the MultifamilyOS™.