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2021 40 Under Forty: Tahara Sharay Chapman

CEO, High Maintenance Holdings LLC

Tahara Chapman is the CEO of High Maintenance Holdings LLC. She parted ways with CVS Health as a financial analyst after 10 years to pursue her personal business endeavors, founding her company in 2012 after graduating from Albertus Magnus.

HMH has several divisions: real estate investment, home construction and a women’s salon boutique. Chapman produces over $275,000 in annual sales and has opened a second location.

Four reasons why you deserve to be a 40 Under Forty:

Founded a company as a home-based business in 2012, growing to generate over 1.3 million in sales over eight years

Generated $95,000 in online sales during COVID-19 while salons were mandated by Connecticut to close.

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Opened a second location during the pandemic.

Retired from a fortune 500 company after 10 years and became an independent wholesale real estate investor. I flipped two houses during the pandemic and made two times my previous salary in less than a year.

Fun Fact

I can sing and rap. I won vice president in 6th grade and sang the medley from “Sister Act 2 Wake Up and Pay attention.”

Age: 39

Company: High Maintenance Holdings LLC

Title: CEO

No. of years with current company: 8

Town where I live: Hartford

Town where I work: Hartford

College: Albertus Magnus College

Highest degree: Master’s degree in Organizational Leadership & Management