Meet Our Team

Cy Smoller

Cy, a graduate of Chelsea High School (1946) and attended NYU before serving in the Army, served as manager of the Winthrop branch of the Metro Credit Union while founding Smoller Insurance Agency in 1953 on Atlantic Ave. in Boston. In 1976 he moved the agency to 335 Boylston Street, Newton, MA where it still stands today.

Community service and engagement was very important to Cy. He served as President of the Temple Reyim Brotherhood, as Co-President of the Temple Reyim PTA with his wife Jo-Anne, the Board of Directors for Metro Credit Union and Wollaston Credit Union, President of the Winthrop Rotary Club, Board member at the Brookline, Brighton, Newton Jewish Community Center and Vice President of Camp Bauercrest as well as an Honorary Life member of the Bauercrest Board.

Cy was all about family and service. He built his practice on knowledge, trust and making those with whom he did business feel like family. He always preached “anyone could get an insurance license, but to be successful, one must be responsive, compassionate and available to service clients in need.” This lesson was passed on to his children, Mark & Judy, his grandchildren Billy, Rachel, Ian & Sam, and his great-grandchildren, Gabe, Emma & Sophie. For as long as the family continues to grow and expand Smoller Insurance Agency, Cy’s legacy teachings will live on!

Fun Fact: Cy was the captain of his high school basketball team

Mark Smoller

Mark, a graduate of Newton South High School and UMass-Amherst, started his insurance career in 1977 selling life insurance for State Mutual of America. He stayed with SMA from 1977-1994 during which time he was Inducted into the State Mutual Hall of Fame for averaging a sale a week for 10 years and became a Chartered Life Underwriter (CLU) in 1984. Mark then moved to Penn Mutual from 1994-1996, where he was awarded the agency leader in policies written in 1994.

Following in his father’s footsteps regarding community service and engagement, Mark was a volunteer coach for soccer, basketball, baseball and softball in Needham for over a decade. He has also served on the Board of Directors of the old Brookline, Brighton, Newton Jewish Community Center, where he was the Membership chair. He is currently the Chairman of the Board at Metro Credit Union, a Board he has sat on since 1999. Mark was President of the Camp Bauercrest Board of Directors for 15 years, a Board he first was elected to in 1987 and currently serves as an Honorary Lifetime Past President.

His philosophy is to “give back”. Both in the community and to his clients. “It’s about engagement and availability…lessons passed down to me by my dad…and a lesson I’ve passed on to my children, Billy and Rachel.

Fun Fact: Mark served as Chancellor of his fraternity, Tau Epsilon Phi in 1976.

Billy Smoller

Billy Graduated from Needham High School in 2003 and UMass-Amherst in 2007 with a BA in Sports Management. After spending 15 months at Metro Credit Union in their management training division, he decided to join the family business in January of 2009. Since that time, he has helped in tripling the size of the company and bring a modern feel to its throwback style.

Starting as young as 14 years old, Billy has always been an avid volunteer in the community. It started with umpiring Needham Little League and refereeing Needham St. Joes basketball games, and then graduated to coaching. Like his father, grandfather and great-grandfather before him, Billy has served on the Board of Directors at Camp Bauercrest for the past 10 years, chairing a number of committees.

Billy is a very family and relationship-oriented person. When you become a client at Smoller Insurance, you become part of the family. His goal is to always make the members of the Smoller Insurance family feel heard, safe, and welcome.

Fun Fact: Billy Co-Hosted a short-lived radio show on Money Matters Radio

Lovelynn Ivey

Lovelynn, a California native, has over 20 years’ experience managing companies. She has owned her own business, grown small family businesses, and developed profitable divisions of large companies.

Community involvement is also close to Lovelynn’s heart. She served on the boards of Meeting Planner’s International, Association of Bridal Consultants, and Temple Shalom of Newton. Her volunteer work spans from Brides Against Breast cancer, to Mito Action to Medicines for Humanities. She has passed these passions on to her children who volunteer for the Newton Food Pantry, Temple Shalom of Newton and Heifer International.

Lovelynn’s passion for marketing gives her a unique client facing perspective to preserve Smoller Insurance Agency’s culture of doing whatever it takes to help the client feel save. You will find her behind the scenes keeping the agency running smoothly so the team has all the tools they need to assist our family of clients.

Fun Fact: After an early career in dance, theater, and film, Lovelynn became an Event Producer for many years. During that time, she served as the technical advisor on the blockbuster movie “Wedding Crashers” and even plays a wedding planner in the movie.

Danielle Johnson

Danielle is a graduate of Woodstock Academy and Southern New Hampshire University. She began her career in insurance working for Mapfre Insurance as a Personal Lines Producer over 5 years ago and brings a wealth of experience across the personal lines of insurance, offering solutions based on individual and family needs. Danielle has proven herself to be an exceptional resource and ally for all her clients over the years. Her insurance expertise covers the entire New England area, with licensing in Massachusetts, Connecticut, Rhode Island, and New Hampshire. Danielle joined Smoller Insurance Agency in 2020 and is known for providing top notch customer service no matter what the task is. In the same year that Smoller appointed Traveler’s Insurance, Danielle received their prestigious S.T.A.R. Award (Superior Travelers Agent Recognition). Danielle continues to uphold these high standards in all her work.

Danielle resides in Connecticut with her husband and daughter and maintains a strong connection within her hometown community. She is involved with various outreach organizations such as the United Way and the Pomfret Recreation committee.

Fun Fact: While in California, Danielle was featured in an episode of “Food Paradise”, a show on the Travel Channel!

Taryn Masse

Taryn was born and raised in New Hampshire and has been in the Insurance industry for four years. She specializes in Commercial Lines and loves getting to know her customers and building relationships with each and every one of them. She has been part of our team since January 2022, what a great way to start off the new year! Though she lives two hours away from our office, she still makes it a point to visit us & see her Smoller family.

When Taryn is not doing insurance, she enjoys seeing her friends, eating Mexican food, and spending time with her Dachshund/Chihuahua mix named Finley. As a dog mom, Taryn is very passionate about all thing’s animals, and participates in the ASPCA Paws Walk every year. This event helps raise funds that provide lifesaving care for pets in need.

Fun Fact: Taryn has lived in both Fort Bragg, CA and San Diego, CA.

Sarah Flynn

Sarah grew up in Danvers, MA before moving to Epping, NH with her fiancé, two sons, and three dogs. She began working as an insurance producer in 2012, writing personal lines in all 50 states. In 2018, she started producing both personal and commercial policies. Her expertise in all lines of business across the country makes Sarah an excellent asset to the Smoller Insurance team!

Sarah is passionate about protecting animals which is apparent by her three rescue dogs that she rescued from various places around the US. She has an especially soft spot for German Shepherds -- so she is well versed in getting homeowners insurance with big dogs that insurers may consider a risk and don’t realize are just sweet, loving family members.

Fun Fact: Sarah is an amazing baker! She loves making her son’s birthday cakes, cookies and cupcakes.

Kevin Lezama

Growing up as a first generation of immigrant parents, Kevin knew from a very young age he always wanted to give back and help communities as much as he could.

That is why he became an insurance agent in 2019 at Liberty Mutual! He worked at Geico and then an independent agency before joining the family at Smoller Insurance Agency in 2023. Kevin excels at protecting families, their businesses, and everything they have worked hard for. “To be there for someone in their most vulnerable moments and to assure them that everything will be okay is an indescribable feeling”.

Kevin is fluent in English and Spanish and has a huge passion for traveling! In his spare time, other than traveling, he enjoys going to different restaurants and events around the city and supporting local businesses.

Fun Fact: Kevin is a proud dog dad of a beagle who has dwarfism and alopecia. He is the most amazing dog in the world and is totally spoiled rotten!

Roselyn "Roz" Garcia

Roz began her insurance career in 2005 as a CSR in Pembroke Pines, FL. She moved to Massachusetts in 2009 where she worked her way up from Account Manager to Personal Lines Supervisor at an Insurance Agency. In 2013, Roselyn went to work at Safety Insurance as a Claims Adjuster. While at Safety, she has held many hats including: Sr Claims Adjuster, Associate Underwriter, Personal Lines Underwriter and more recently Insurance Operations Manager where she managed 14 Billing and Customer Service Representative. A self-labeled life-long learner, Roz has obtained several Insurance Designations including Chartered Property Casualty Underwriter (CPCU), Associate in Claims Management (AIC-M) and Associate in Personal Insurance (API). Roselyn is a graduate of Northeastern University with a bachelor’s in Finance and Accounting Management. A true numbers gal she began a bookkeeping side hustle in 2018. Roz joined Smoller Insurance as the financial coordinator in Nov 2022.

In her free time, Roselyn is involved with the CPCU Society. As President of the Boston Chapter, Member of the Claims Interest Group Committee and Leadership Council she volunteers her time to give back to the community through Good Works Projects, mentor other insurance professionals by facilitating CPCU Study Groups and promote the insurance industry by exposing College Students and GIS Members to the many career opportunities in the Insurance and Risk Management Industry.

Fun Fact: Roselyn was born in the Dominican Republic and grew up in Miramar, FL. She is fluent in Spanish and English.