13 things about Easton, Massachusetts native Chris Flanagan

Christopher Richard “Chris” Flanagan was born in Easton, Bristol County, Massachusetts, United States. The town is home to Oliver Ames High School and Stonehill College.

Incorporated in 1725, Easton is around 70.6 miles away from Dennis Port, Dennis, Barnstable County, Cape Cod, Massachusetts. Cape Cod incorporates all of the 15 towns in Barnstable County, namely Barnstable, Bourne, Brewster, Chatham, Dennis, Eastham, Falmouth, Harwich, Mashpee, Orleans, Provincetown, Sandwich, Truro, Wellfleet and Yarmouth.

BIOGRAPHY

Flanagan is an American politician based in Dennis Port. He was born in 1987.

After graduating from Emmanuel College in Boston, Massachusetts, Flanagan earned a master’s degree in national security studies, political science and government from the Naval War College in Newport, Rhode Island, USA. Here are 13 more things about him:

1. From 2006 to 2010, he attended Emmanuel College.
2. From January 2008 to August 2009, he was an intern at the office of Edward M. Kennedy.
3. From September 2009 to February 2010, he was an intern at the office of Paul G. Kirk Jr.
4. From August 2010 to August 2011, he was an MSHC Partners account associate.
5. From January 2011 to January 2013, he was an administrative director at the office of John F. Kerry in Washington, D.C., USA.
6. From July 2013 to January 2017, he was a U.S. Department of State employee in Washington, D.C.
7. He was elected to the select board of Dennis in 2018 and was reelected in 2020.
8. In 2022, he was elected as a Democrat to the Massachusetts House of Representatives from the 1st Barnstable district, which consists of Brewster, Dennis and Yarmouth.
9. From February 2019 to May 2024, he was an executive officer for the Home Builders and Remodelers Association of Cape Cod (HBRACC), a trade association based in Yarmouth.
10. From November 2021 to January 2023, he allegedly stole $36,000 from the HBRACC via direct debit transactions and used the funds for personal expenses, campaign funding and mortgage and credit card payments.
11. He obstructed a Massachusetts Office of Campaign and Political Finance (OCPF) investigation regarding a campaign mailer that was distributed during his 2022 campaign for state representative by attributing the source of the mailer to Jeanne Louise, a false persona.
12. He received from the Commonwealth of Massachusetts an annual compensation of approximately $97,546 in 2023 and approximately $100,945 in 2024.
13. In 2025, he was arrested and Greg Henning represented him.

TIMELINE

From 2019 to 2024, Flanagan received annual salary and benefits ranging approximately from $65,800 to $81,600 from the HBRACC. He allegedly stole funds from the association and spent them on personal expenditures including air conditioner, psychic services and menswear.

2021

• In October 2021, he was missing mortgage payments and had thousands of dollars in outstanding credit card debt  and hundreds of dollars in bank overdraft fees. 
• On November 18, 2021, he transferred $8,000 via PayPal from the HBRACC account to his personal accunt.
• On November 22, 2021, he transferred another $8,000 via official check deposit from the HBRACC account to his personal account.

2022

• On an HBRACC expense report, he claimed he had spent $159.36 on technology at Best Buy on March 4, 2022 and $537.26 on office supplies at 4Imprint on April 18, 2022, which were actually for a portable Bluetooth speaker and for t-shirts supporting his state representative campaign, respectively.
• In July 2022, he allegedly used HBRACC funds to pay for personal psychic services.
• On November 3, 2022, he transferred another $1,500 via PayPal from the HBRACC account to his personal account.
• On December 19, 2022, he transferred $8,500 via official check deposit from the HBRACC account to his personal account.

2023

• On January 4, 2023, he assumed office as a member of the Massachusetts House of Representatives, representing the 1st Barnstable District.
• On January 28, 2023, he transferred $10,000 via official deposit from the HBRACC account to his personal account to fund his campaign account for state representative.
• In October 2023, he admitted to OCPF that Jeanne Louise was fake.

2024

• On May 5, 2024, he concealed the funds he stole from the HBRACC by logging onto the association’s accounting and bookkeeping software using another employee’s account, entering backdated transactions to account for the stolen funds and entering false transaction codes for the withdrawals.
• In November 2024, the HBRACC accused him of misappropriation and fraud and complained to authorities about him.

2025

• In January 2025, the Barnstable Police Department confirmed that he was under investigation.
• In April 2025, he was indicted on one count on falsification of records and five counts of wire fraud.