FOUNDER & CHAIRMAN
CEO
VP OF FINANCE
OPERATIONS CONTROLLER
SR BUSINESS ANALYST
AP ANALYST
SR ACCOUNTANT
DIRECTOR OF FACILITIES
BRAND MARKETING MANAGER
DIRECTOR OF MARKETING
VP OF OPERATIONS
SR FINANCIAL ANALYST
OFFICE ADMINISTRATOR
DIRECTOR OF
CAMP ARROW WOOD
GENERAL MANAGER
OF BOUSQUET MOUNTAIN
DIRECTOR OF BLUEPRINT
PROPERTY GROUP
GENERAL MANAGER OF BOUSQUET SPORT
PRESIDENT + CEO OF GREYLOCK FEDERAL CREDIT UNION
PRESIDENT + CEO OF MASSACHUSETS BUSINESS ROUNDTABLE
Assistant Deputy Superintendent, Community Engagement
Berkshire County Sheriff’s Office
VICE PRESIDENT OF PUBLIC AFFAIRS AT THE ENGINE
PRESIDENT BERKSHIRE COMMUNITY COLLEGE
HEAD OF LIVING BALANCE SHEET, GUARDIAN LIFE INSURANCE
Dave founded Mill Town in the fall of 2016. He is passionate about improving the quality of life in Berkshire County through innovative and impactful action.
Dave has extensive experience in startup investing and entrepreneurial activity across the globe. He has spent the past 30 years as an entrepreneur and venture capital investor. He was a founding partner of Columbia Capital, a Washington D.C. based venture capital and private equity firm focused on media and internet infrastructure technology investments. Dave also led the founding of Point Judith Capital, Middleland Capital, and several international venture capital firms.
He holds a Bachelor’s Degree from Union College in Schenectady, NY and an MBA from Harvard Business School. Dave is a native of Dalton, Massachusetts.
Emily joined the team in 2019. She manages Mill Town’s finance and accounting activities. Her responsibilities include reporting, financial planning, accounting, and investment analysis.
Emily brings over seven years of experience in accounting and finance, predominantly in the hedge fund and private equity space. Prior to Mill Town, Emily held roles at global banks Citigroup and State Street in Boston, MA where she ultimately worked as a Financial Reporting Officer. Emily holds a Bachelor of Science Degree in Business Administration from Boston University, and an MBA from Middlesex University of London.
Karen has over 15 years of experience in the finance industry. Prior to Mill Town, Karen spent over a decade in the banking industry overseeing financial reporting and accounting operations for several Massachusetts banks. She began her career as an auditor for a public accounting firm.
She holds a Bachelor of Science degree from The Pennsylvania State University, and is a graduate of the University of Massachusetts Amherst Isenberg School of Management (Master of Science in Accounting). Karen is also a Certified Public Accountant. She is a native of Pittsfield.
Harrison joined Mill Town in December 2022. He is responsible for evaluating existing investment performance, exploring new opportunities, and making recommendations to expand Mill Town’s portfolio.
Previously, Harrison led the Research & Evaluation team at Interise, a national nonprofit in the small business-led economic development field.
He holds a bachelor’s degree in Political Science & International Affairs from Northeastern University, with minors in Social Entrepreneurship, Economics, and History. He is a resident of Stockbridge, MA.
Alex joined Mill Town in August of 2022. He is primarily responsible for full-cycle AP oversight and analysis for the company’s operating business portfolio. Previously, he held various financial roles spanning multiple professional fields, including environmental remediation and special education.
Alex holds a bachelor’s degree in environmental science from the University of Massachusetts, Amherst. He is a native of Pittsfield, MA.
Elizabeth joined the Mill Town team in May 2023. She is primarily responsible for supporting the finance group with accounting operations and projects across Mill Town’s portfolio. Elizabeth began her career as an accountant in hospitality, followed by cost accounting at a manufacturing company. She then transitioned into healthcare as a financial systems analyst.
Elizabeth holds a Bachelor’s Degree in accounting from Western New England University. She is a native of New York, but has been living in the Berkshires since 2012 and currently resides in Lenox.
Prior to Mill Town, Jared lived and worked in Nashville, TN as a Creative Services Associate for an agency specializing in franchise and multi-location marketing. He also brings extensive freelance experience as a photographer and multimedia designer with projects in the outdoor, sport, F+B, and financial industries.
Margie joined Mill Town in 2024. She is a seasoned marketing professional with over 20 years of experience. In her role, she oversees all aspects of marketing initiatives, driving brand awareness and revenue growth. She is passionate about leveraging data-driven insights and emerging technologies to drive impactful marketing strategies that resonate with target audiences.
Margie’s career spans several industries including education, hospitality, global manufacturing, and healthcare. She has worked in B2B and B2C sectors, with a proven track record of developing comprehensive marketing plans that align with business objectives and has helped elevate brands in competitive markets.
Prior to joining Mill Town, Margie was Director of Communications and Media at Integritus Healthcare, a regional post-acute long-term healthcare and senior living non-profit organization. Other positions include Marketing Communications and Brand Specialist for Saudi Basic Industries, Sales Director for Toole Lodging Group and Admissions Director for Mildred Elley Business School.
Margie holds a bachelor’s degree in marketing from Siena College. She serves on the Board of Directors for Berkshire County Kid’s Place and is a native of Pittsfield.
Maureen joined Mill Town in 2024. She supports the development and execution of strategic initiatives with her can-do attitude and exceptional business acumen.
Prior to joining Mill Town, Maureen spent over 20 years in the high-tech industry working in or partnering with large corporations and start-ups. She spent 10 years in public elementary schools supporting severe special needs students and students in crisis, and 5 years in higher education leading strategies, teaching, and advising.
Maureen holds a Bachelor of Science degree in Computer Information Systems from Bentley University, a Master’s in Business Administration from the University of Rochester, and an Ed.D. in leadership from Endicott College. Her professional accomplishments are paralleled by her personal achievements as a mother of seven, with her formative experiences on a farm having instilled in her a resilient and pragmatic perspective.
Rochelle Howe joined Mill Town in the Summer of 2024. She is primarily responsible for supporting budget and accounting operations as well as other finance projects across Mill Town’s portfolio.
Rochelle first began her career in the healthcare industry, in which she held a variety of roles over 20 years. She holds an MBA from Western New England College and a bachelor’s degree in finance from Massachusetts College of Liberal Arts.
She has lived most of her life in the Berkshires and currently resides in Pittsfield, MA.
Ashley joined Mill Town in August 2024. Her primary responsibilities include management of daily office operations and maintaining relationships with vendors and service providers.
Her previous experience includes project management and operations in both the private and non-profit sectors. She attended Montana State University, earning Bachelor of Science degrees in Psychology and Sociology.
Originally from Minnesota, she is excited to experience all that the Berkshires have to offer.
Matt joined Mill Town in 2021. He is responsible for all executive functions and day-to-day operations of Camp Arrow Wood. Matt has been hooked on the camp experience since he was nine years old when he attended his first sleepaway camp in the Berkshires. Matt’s wife, Stacy, and daughter, Megan, are both lifelong campers themselves. It’s his passion for camping that has motivated him to build Camp Arrow Wood and to inspire the next generation of campers.
Matt’s career has included investment management, business consulting, and event production. As an entrepreneur, he has owned and operated multiple small businesses. During his time as a former high school and college basketball coach, Matt worked with many athletes, from six-year-olds to NBA Players.
Originally from Roslyn, NY, Matt went on to attend the University of Michigan, graduating from the School of Kinesiology with a degree in Sports Management, and living much of his adult life in Atlanta, NYC, and South Florida.
Kevin joined Mill Town in 2020, bringing with him 35 years of experience in the recreation field. He is responsible for managing all operations at Bousquet Mountain, locals’ beloved ski area and year-round destination for outdoor recreation, dining, music, and family fun.
Prior to Mill Town, he served as the GM for Zoar Outdoor. He graduated from Loughborough University in the UK with a degree in Fine Art before moving to the US where he worked in the ski industry for six years in the early 90s. Now, he’s returned to skiing at Bousquet Mountain, completing a full circle in his career trajectory.
Rebecca joined Mill Town in 2018. She manages Blueprint Property Group, our property management business. Her responsibilities include maintaining a high level of standard for the maintenance of properties, tenant relations, owner relations, and property finances.
Prior to joining the team, Rebecca worked as Director of Operations, overseeing 1100 units, including Mobile Home Communities and Homeowner’s Associations, as well as commercial and residential properties.
Rebecca holds a Bachelor’s Degree in Business Management from the University of Massachusetts. She is a Berkshire County native.
John has served as the President/CEO of Grey- lock Federal Credit Union since 2015. During that time, John has led the $1.6 billion organiza- tion toward becoming Low Income Designated (LID), CDFI certified, and a Juntos Avanzamos credit union.
He joined Greylock in 2003 as the VP of Marketing. Bissell earned his Bachelor’s Degree from Amherst College, graduated from the New England School for Financial Studies program at Babson College, and earned an MBA from the University of Massachusetts, Amherst. In 2022 he was elected to the Board of the Afri- can-American Credit Union Coalition (AACUC).
John also serves on the Advocacy Committee for the Cooperative Credit Union Association. He is a member of the MA Business Coalition for Early Childhood Education; serves on the MA Business Roundtable Board where he par- ticipates on the DEI Task Force; serves as Vice Chair for the Board of Directors for Berkshire Health Systems where he chairs the Audit Com- mittee; and serves on the 1Berkshire Alliance Board of Directors. He lives in Pittsfield with his wife Melissa and has three children.
As President & CEO, JD is responsible for develop- ing and implementing the Roundtable’s agenda on public policy matters, and works collaboratively with opinion leaders, policy makers and other stake- holders in pursuit of its mission to make Massachu- setts the most desirable place to live, work and do business and ensure access to a robust, diverse and talented workforce that enhances the Common- wealth’s competitiveness in a global economy.
JD has worked in and around Beacon Hill for more than 30 years. In the Legislature, he was the Chief of Staff to the House Committee on Commerce and La- bor, and was the education issues analyst and Dep- uty Budget Director for the House Committee on Ways and Means. After working as both a budget analyst and Assistant to the President at the Uni- versity of Massachusetts, JD worked as the Legisla tive Director for State Treasurer Shannon O’Brien and then as Issues Director for the O’Brien-Gabrieli gubernatorial campaign in 2002.
He joined MBR in 2004 after serving as Legislative/ Issues Director for the Early Education for All (EEA) Campaign, where he was responsible for developing and driving legislative support for EEA’s legislation and agenda which included the creation of the Mas- sachusetts Board and Department of Early Educa- tion and Care. He served on the Board for 10 years, 5 as Chairman.
JD serves on the Boards of Lever, the Blue Cross Blue Shield Foundation, and Science from Scientists. He also is on the Advisory Boards of ReadyNation and CEO Action for Racial Equity.
Jason Cuyler is serving as Assistant Deputy Superintendent, Community Engagement of the Berkshire Country Sheriff’s Office. A 23-year employee of the Berkshire County Sheriff’s Office, Jason was previously a Case Management Coordinator for the Berkshire County House of Correction. In that role, he oversaw the daily operations of his team’s duties and responsibilities, which included, but were not limited to: administering initial screenings and questionnaires, establishing and maintaining counseling relationships with clients, assisting clients with post release co- ordination of services, assessing and analyzing Information for the purpose of developing individualized treatment plans, addressing both institutional and community concerns and helping clients to establish and maintain relations with community agencies.
In addition to Jason’s primary duties and responsibilities, he serves on the Berkshire County Domestic Violence High Risk Team, the Christian Center, and Hillcrest Educational Centers’ Board of Directors, and the Berkshire Community College Board of Trustees. He recently completed his six-year term limit on the Berkshire United Way Board of Directors. Jason received his Bachelor’s Degree in Sociology. and a Certificate in the field of Criminology. from the University of Massachusetts, Amherst. He is a Massachusetts Licensed Social Worker.
In 2012, Ellen Kennedy was named the seventh President of Berkshire Community College (BCC), the first community college in Massachusetts. Under Kennedy’s leadership, BCC completed a $34 million renovation of its main classroom buildings, walkways and roadways; installed the Gene Dellea Community Turf Field while addressing environmental issues; secured funding and oversaw the construction of a One Stop Enrollment Center; developed and implemented a five-year strategic plan with planning for the 2022-2027 plan underway; and garnered nearly $21 million in grant funding. including a $1.9 million Title III Strengthening Institutions and renewals of TRIO Grants from the U.S. Department of Education.
Previously, Kennedy served as BCC’s Vice Pres ident for Administration and Finance and Chief Financial Officer. Prior to joining the College, she served as the Interim Chief Operating Of- ficer of National Patient Safety Foundation, the Director of Development at WFCR – Public Radio for Western New England, the Chief Advancement Officer for Massachusetts College of Liberal Arts (MCLA) and President of the MCLA Foundation. She began her career in Ad- ministration and Finance at North Adams State College, where she was actively engaged in changes to the College’s mission, name, mascot, and facilities.
Ellen holds a BS in Business Administration from MCLA, formerly North Adams State College, an MBA from the University of Massachusetts – Amherst, an MPA from the Kennedy School of Government at Harvard University, and an Ed.D. from Northeastern University.
Caitlin’s ability to see connections across organizations and stakeholders combined with her desire for diverse leadership experiences led Caitlin to her current role leading all facets of Guardian’s proprietary financial planning platform, The Living Balance Sheet® (LBS). In less than 3 years leading LBS, Caitlin has brought her consumer-centric approach and revamped financial ad- visor training, implemented robust analytics, increased advisor productivity, and led the team through the design, build, and launch of a mobile app for their over 450,000 clients. A consistent builder and leader of high performing teams, Caitlin has led nationwide teams since 2018.
Past experiences include attracting and developing sales leaders, including onboarding of merged and acquired firms, multicultural market development, and client acquisition and program management for Mass – Mutual’s first integrated annual and corporate social responsibility report.
Caitlin served as an AmeriCorps volunteer from 2003-2005 as a preschool teacher, an experience that affirmed her commitment and passion for early childhood education and inspired her move from direct teaching to early childhood advocacy. Caitlin is a current Trustee of the Berkshire Museum and a member of the Berkshire Life Charitable Foundation. She previously served as a Board member for the Alumnae Association of Smith College and The Gladys Allen Brigham Community Center. She holds the Chartered Leadership Fellow® from The American College, an MPA from Westfield State University, certifications from Women Unlimited and the Boston College Carroll School of Management and completed her undergraduate studies at Smith College.
Director of Marketing
Mill Town is a community investment platform based in Pittsfield, Massachusetts, in the heart of the Berkshires. We focus on improving our region through impactful business investments, visible real estate projects, and broad community development efforts.
Our Mission: To make the Berkshires a better place to live, by expanding and improving the quality and quantity of opportunities to live, work, and play in the region. We work collaboratively to improve our community and region by investing in valuable projects, building connections, and empowering entrepreneurs and community organizations.
Mill Town is seeking an experienced and dynamic individual to join our team as a Director of Marketing. In this role, you will collaborate closely with the CEO, Brand Marketing Manager, operating GM’s, and business-unit marketing teams and agencies. As a key team member, you will play a vital role in executing marketing strategies in line with business objectives. This role will primarily focus on the marketing and revenue growth of our wholly-owned operating businesses, including Bousquet Mountain, Bousquet Sport, Camp Arrow Wood, The Gateways Inn, The Central Inn & Suites, and Blueprint Property Group. Our ideal candidate has an extensive marketing background and work experience managing a variety of engagements and projects end-to-end, including digital marketing, PR, events, and paid advertising.
Duties/Responsibilities:
Qualifications:
Compensation and benefits package based on experience and qualifications.
How to Apply:
Candidates can submit resumes to info@mtc-staging.flywheelstaging.com
Candidates can submit resumes to info@mtc-staging.flywheelstaging.com
