Our Staff

Tommy Flynn

Co-Owner, Senior Licensed Funeral Director & Certified Life Celebrant – Certified Cremationist
The FLYNN Family practice is based on the belief that "Special People Deserve Special Service."

"A Family only gets to say goodbye once; the service must be significant, have meaning, and reflect the love of the life lived." That has been our motto since we started over 100 years ago, and it remains at the center of our daily service to each family we are honored to work with. - Thomas Francis Flynn & Brendan Thomas Flynn - Owners

A Lifetime of Dedicated Service and Community History

Guided by the enduring philosophy that "Special People Deserve Special Service" and that a family only gets to say goodbye once, Thomas Francis Flynn, Jr.  Fondly known by everyone as Tommy—has devoted over 40 years to comforting and supporting Hudson Valley families. As the fifth child born to Thomas F. & Rita P. Flynn, Sr., who established the Monroe care center in 1954 and the Chester location in 1956, Tommy proudly carries forward a century-long family legacy of dignity, compassion, and uncompromised standards. Growing up alongside the growth of Orange County, Tommy’s life’s work has been deeply woven into the fabric of the communities he serves.

A Trusted National Reputation for Monument Design and Memorial Craftsmanship

Beyond his local dedication, Tommy’s exceptional craftsmanship, artistry, and integrity have earned the trust of prominent leaders. He was personally retained by former New York City Mayor Edward I. Koch to design, construct, and erect his monument, as well as by Dr. Robert Ray Parks, Rector of Trinity Church Cemetery, for specialized memorial design. These historic commissions reflect the rare level of artistry and meticulous care Tommy brings to every project, ensuring that monuments and memorials stand as timeless tributes to extraordinary lives.

Multi-State Outreach and Lifelong Family Bonds

True to the Flynn family ethos, relationships do not end when a family moves away. Tommy, alongside his son Brendan, is frequently requested to travel across four states to conduct personalized Life Celebrations and services for families who previously relied on the Flynn family in past times of need. This unique, dedicated outreach demonstrates a level of personal devotion and enduring connection that spans generations and state lines.

Pioneering Standards and Certified Expertise

As President and Trustee of Oxford Hills Crematory (est. 1987), Tommy is a recognized pioneer in crematory standards, education, and transparency. Holding triple certification as a National Certified Life Celebrant alongside his New York State Funeral Director licensure and advanced crematory operator certifications, he specializes in crafting meaningful, non-denominational, and faith-based life celebrations that capture the true essence of a life lived.

Deep Community Roots

Deeply invested in his hometown, Tommy remains an active leader in civic and religious organizations across Orange County, including the Ancient Order of Hibernians, Knights of Columbus, Chester Kiwanis, local food pantries, and as a founding board member of Hospice of Orange & Sullivan Counties. Working side-by-side with his son Brendan, Tommy remains profoundly honored to bring peace, clarity, and comfort to families when they need it most.

Brendan Thomas Flynn

NYS Licensed Crematory Operator , Funeral Director & Life Celebrant

Co-Owner & Operational Manager, Flynn Funeral & Cremation Memorial Centers & Oxford Hills Crematory

Brendan Thomas Flynn represents the third generation of the Flynn family dedicated to walking alongside Hudson Valley families with warmth, gentle guidance, and sincere care. The second son of Tommy and Margie Flynn, Brendan grew up in Monroe, New York, where his natural kindness and easygoing warmth were evident from an early age. Even as a young boy, Brendan was known throughout the neighborhood and school halls for his instinctive empathy—always the first to look out for a classmate, listen with an open heart, and offer a helping hand to anyone in need.

That quiet, grounding compassion followed him through his youth in the Monroe-Woodbury schools, where he served as a four-year varsity soccer player and team captain, and into his collegiate years as team captain while attending St. Thomas Aquinas College in Sparkill, New York. Graduating with high honors in mathematics and accounting, Brendan possessed a gift for organization and detail, but his heart remained rooted in serving people. Growing up around the funeral home, what resonated most deeply with him was not just the work, but the enduring friendships, comfort, and genuine human connection his family provided to neighbors facing their darkest days. Choosing to join the family firm was a natural calling to carry that torch forward.

For over 12 years, Brendan has served as Operational Manager of Oxford Hills Crematory and Flynn Funeral & Cremation Memorial Centers. In a profession that requires navigating delicate and emotional moments, Brendan brings a reassuring calm, patience, and warmth that instantly puts families at ease. He is widely recognized across the region for his pioneering work in creating compassionate, respectful witness cremation protocols, ensuring families of all faiths, traditions, and backgrounds are supported in fulfilling their customs with dignity and peace. Fellow funeral directors regularly seek Brendan’s thoughtful counsel and expertise, but for Brendan, the most rewarding part of each day remains the trust placed in him by the families he serves, ensuring every life is remembered with profound love and respect.



Accreditations & Professional Credentials

• New York State Licensed Funeral Director
• New York State Certified Crematory Operator
• Operational Manager & Co-Owner, Flynn Funeral & Cremation Memorial Centers, Inc.
• 
  Specialist in Cultural & Religious Cremation Protocols & Witnessing

Community, Background & Personal Interests

• Lifelong Hudson Valley Native: Proud Monroe-Woodbury graduate with deep, lasting roots in the Orange County community
• Athletic Leadership & Team Spirit: Four-year varsity soccer co-captain at Monroe-Woodbury; collegiate soccer captain known for his team-first mentorship.
• Community & Youth Supporter: Dedicated supporter of local youth sports programs, community recreation, and neighborhood initiatives across Orange County
• Sports Enthusiast: Devoted follower of Manchester United, along with college football and basketball games

Randy M Chisholm

NYS Licensed Funeral Director

Randy Chisholm, a longtime member of the southern Orange County community, has been a licensed funeral director since 1998. He worked at New York City and New Jersey-based funeral establishments before joining the Flynn team in 2005. Randy is also a Certified Tissue Bank Specialist, having served at the renowned New York Firefighters Skin Bank of New York Presbyterian Hospital. A firm believer in service to others, he has devoted part of his professional life to the social service arena, where he has been a youth counselor, a case manager for at-risk youth and families in crisis, and has directed activities for skilled nursing home residents. He has also volunteered his time as a creative writing and media instructor at a youth center. 

Randy earned his Bachelor of Fine Arts degree at the School of Visual Arts and graduated from the American Academy McCallister Institute of Funeral Service, both in New York City. An avid bicyclist and swimmer, he is also an award-winning photographer who owns and operates a fine arts photography business and is a skilled creator of digital life event and memorial videos.