Meet the Team

Jill joined Carr Financial in 2019 and brings more than 25 years of experience in the financial services industry. In collaboration with Christopher Carelli, she oversees all aspects of financial planning including investments, annuities, insurance, and estate planning.   Jill also performs client service functions including account onboarding, transfers, and reporting.

Jill earned a Bachelor of Arts and Science degree from the University of Massachusetts Amherst and completed a minor in psychology.

She currently resides in Worcester with her son.  Outside of work Jill enjoys hiking, attending live music and sporting events, and taking road trips.

Lori started at Carr Financial Group in 2007 and is an integral part of the day to day operations of the firm. A seasoned administrative professional, Lori manages client relationships of the firm, handles all incoming calls and supports Rich Carr in preparing client reports, paperwork and back office administration. Lori is a friendly voice, ready and willing to help in any way she can. 

A life-long resident of the Worcester area, Lori graduated from South High School in Worcester.

Mark joined Carr Financial Group in 2025 as an Associate Financial Planner. He brings experience working throughout the financial services industry and in customer service. Mark works alongside the team to maintain existing client relationships and assists with the preparation of retirement projections and investment strategies.

Mark currently holds his Series 65 license and is actively working towards completing his Certified Financial Planner designation. Mark attended Bryant University where he graduated with a bachelor's degree in finance and a minor in psychology.

Mark currently resides in Bolton, Massachusetts with his family. Outside of work, he enjoys golfing, traveling, and spending time with family and friends.

Leah joined Carr Financial Group in 2025 as an Associate Financial Planner after spending nearly two years with the firm as an intern. She brings experience working throughout the financial services industry and in customer service. Leah works alongside the team to maintain existing client relationships and assists with the preparation of retirement projections and investment strategies.

Leah currently holds her Series 65 license and is actively working towards completing her Certified Financial Planner designation. She attended Stonehill College where she graduated with a bachelor's degree in finance and a minor in entrepreneurship. 

Leah currently resides in Holden, Massachusetts with her family. Outside of work, she enjoys coaching volleyball, traveling, and spending time with family and friends. 

Rich started his career in financial services directly out of college in 1989.  Richard Carr and Associates, now Carr Financial Group, continues its growth today by adding qualified, ethical financial advisors and staff in Central Massachusetts. Rich graduated from The College of the Holy Cross in Worcester, MA where he received his Bachelor of Arts degree in Economics, with concentrations in Computer Science and in Russian. Rich has earned and maintained eight professional designations including the CERTIFIED FINANCIAL PLANNER PRACTITIONER, CFP®. In 2017, at age 50, Rich received his Masters Degree in Financial Planning from the American College.

A fundamental philosophy held by Rich is that a community that supports your business deserves your support in return. True to his words, Rich has held many leadership positions in his community, including, Board Chair of Pernet Family Health Care, member of the Holden Town Finance Committee and Holden Infrastructure Investment Fund, representative to the Wachusett Regional School District Audit Advisory Committee, and President of The Worcester Junior Sharks Youth Hockey organization.

You can find Rich volunteering at local non-profits including the Worcester Animal Rescue League and the 15-40 Connection. He is currently a member of the Worcester Regional Chamber of Commerce, The Financial Planning Association (FPA) and the Worcester Business and Estate Planning Council.  Many know Rich best as the former host of the Financial Freedom Show that aired, weekly, on WTAG 580am/94.9fm for over 13 years.

Rich is often interviewed by television, radio and print media regarding the economy and investments. He has appeared in The American Institute of CPAs, The Planner publication, The Telegram & Gazette, The Boston Globe, The Worcester Business Journal, New England Cable News, Fox News, TV3, WTAG, WCRN, and more.  Rich has most recently been named by Forbes as one of the Best-In-State Wealth Advisors in Massachusetts for 2018, 2019, 2020 and 2021.

As a two-time cancer survivor, Rich devotes time and resources to many cancer charities including the 15-40 Connection, Pan Mass Challenge, and the UMass Cancer Walk and Run. Rich lives in Leicester with his wife, and two children.


<sup>*The Forbes Best-In-State Wealth Advisor ranking, developed by SHOOK Research, is based on in-person and telephone due diligence meetings and a ranking algorithm that includes: client retention, industry experience, review of compliance records, firm nominations; and quantitative criteria, including: assets under management and revenue generated for their firms. Portfolio performance is not a criterion due to varying client objectives and lack of audited data. Neither Forbes nor SHOOK Research receives a fee in exchange for rankings. 

**CASL conferred by The American College.</sup>

Chris joined Carr Financial Group as a Financial Advisor in 2014, bringing more than 20 years of experience serving entrepreneurs, high-net-worth individuals, and families seeking to achieve their financial goals.

His expertise includes investment management, tax-efficient planning strategies, and wealth transfer planning. Prior to joining Carr Financial Group, Chris worked as a bond broker and trader, providing him with a deep understanding of the credit markets and the risks and opportunities that influence investment decisions. He is committed to delivering comprehensive financial guidance and continually expands his knowledge through ongoing professional education.

A lifelong resident of Central Massachusetts, Chris was born and raised in Worcester and currently lives in Holden with his wife and two sons. Outside of the office, he enjoys golfing and spending time with family and friends. Chris is also actively involved in the community through his support of the Worcester Boys & Girls Club and other local nonprofit organizations.

Ben joined Carr Financial Group in 2015 as a Financial Planner, after a career as a financial and accounting analyst.  Ben works alongside Rich Carr to help maintain existing client accounts and to develop new client relationships by assisting with the preparation of retirement projections and investment strategies.

Specializing in investment research and selection, Ben oversees the firm’s investment model management.  Ben also works directly with clients to initiate, prepare and execute comprehensive financial plans.

Ben is a CERTIFIED FINANCIAL PLANNER™ (CFP®) practitioner. He attended Bentley University and graduated with a Bachelor’s Degree in Accounting. 

Ben currently resides in Lancaster, Massachusetts with his wife and three daughters. He enjoys traveling and spending time with his family.

Andrea has been a member of Carr Financial Group since 2004 . She works as a financial planning coordinator to help maintain existing client accounts and provides comprehensive family office services to our ultra high net worth clients.   Andrea also helps to oversee the firms compliance and operations procedures.

Andrea earned a Bachelor of Arts in Business Administration degree with a concentration in Finance from the University of Rhode Island in 2004 and graduated from the McCallum Graduate School of Business at Bentley College, now Bentley University, with a Master of Science Degree in Financial Planning and Graduate Certificate in Taxation in 2006.  She is a CERTIFIED FINANCIAL PLANNER™ (CFP®) practitioner.

Andrea resides in Mendon, MA with her husband and four children.  She enjoys running and spending time with her family.  

Spencer joined Carr Financial Group in 2021 as a Financial Planner. Spencer has worked in many facets throughout the financial services industry. Spencer works alongside Rich Carr to help maintain existing client accounts and assists with the preparation of retirement projections and investment strategies.

Specializing in operations, Spencer assures the work for our clients is done efficiently while providing indispensable customer service. Spencer also works directly with clients to initiate, prepare, and execute comprehensive financial plans.

Spencer is a CERTIFIED FINANCIAL PLANNER™ (CFP®) practitioner. He attended Fairfield University and graduated with a Bachelor’s degree in Finance. Spencer then attended Southern New Hampshire University where he graduated with a Master’s degree in Finance as well.

Spencer currently resides in Lancaster, Massachusetts with his wife and daughter. He enjoys traveling the world, golfing, and spending time with family and friends.