Emma joined Ostberg & Associates formally at the start of 2023, bringing nearly a decade of intermittent experience with the firm dating back to 2014. She holds a B.A., graduating with honors from the University of Massachusetts Amherst, and is licensed in Life and Health in MA and CT. 

Emma lives in Northampton with her wife, Hollie, and their daughter, Remie, who was welcomed into the world at the end of 2024. She brings both a deep commitment to client care and a strong foundation in thoughtful, people-centered service. 

Mary joined Ostberg and Associates in 2019 and has worked in the financial services field for 19 years. Prior to working in financial services, she was also licensed in property and casualty insurance for 10 years. Mary is a native of Turners Falls and resides there with her husband and 2 children.

Paula has been connecting with Ostberg & Associates clients since 1995 and specializes in client relationship building. As a Client Relations Specialist, Paula assists clients with changes to their policies and scheduling appointments. Paula is a native Californian, and has a BA from St. John's College of Santa Fe, New Mexico. Paula relocated to Western MA in 1983 after having had a successful career as a Flight Instructor. She currently resides in Granville.

Mary Beth joined Rob in 1999 after working for nearly ten years in the healthcare industry. Mary Beth was instrumental in bringing the Firm online, building our network infrastructure, and also served as a resource to New York Life during the early years as they developed a company-wide CRM (Client Relationship Management) system. Having held many positions at O & A, Mary Beth currently works as Rob's Executive Administrative Assistant while still providing leadership, guidance, and resources to the ever-evolving Firm. Coming from an Air Force family, she relocated to Western MA from Cape Cod in 1987, and she currently resides in Westhampton with her family and her two rescue Cane Corso’s.

Kristy joined Ostberg and Associates as a Financial Service Associate in 2022 after 12 years with the Hatfield Public School System. Prior to leaving the workforce to raise her family Kristy spent 10 years in the banking industry culminating as a Senior Account Representative in Boston where she oversaw the reconciliation of all branches throughout New England for Bank of America. Kristy’s addition to our support staff will continue to ensure our clients receive the outstanding service they deserve. Kristy currently lives in Hatfield with her husband, 2 sons and their dog Ollie.

Mike joined Ostberg & Associates in 2019 after co-owning, developing and operating a café with his wife for eight years in Franklin County. He grew up in Florence, MA where soccer and golf were his passions. Mike’s professional career started at MassMutual where he spent 13 years as a financial analyst in their Investments Division. He then moved on to become an Account Representative for a local marketing firm where he assisted with packaging design, catalogs, and print collateral to enhance brand recognition for Callaway Golf, Spalding Sports and Hasbro Games. Mike’s experience and ease with people made him the perfect choice for his current roles as Director of Operations and Human Resource Coordinator. Mike currently lives in Holyoke, MA with his wife Simone and black lab Lucy.

A graduate of University of Massachusetts, Kevin joined Rob in 1998 to support agent/registered representative activities, including assisting clients with application and investor profile information and routine account maintenance and analysis. Kevin worked in the insurance industry providing 401(k) and Pension Plan Management for Mass Mutual and Cigna Corporation prior to joining the firm. Kevin holds the Life & Health, FINRA Series 6, Series 7 and Series 63 licenses. The Hutchins family is well known in the Pioneer Valley, and Kevin currently resides in Easthampton.

Jessica joined the Ostberg & Associates team in February 2016 having worked in the financial services field for a mutual fund company for ten years. She also worked as a part-time events manager at the Garden House at Frank Newhall Memorial Park. As a Service Assistant, Jessica is responsible for helping with numerous tasks involving maintaining and updating client accounts. She comes from a Navy family and now lives in Huntington with her husband, two sons, and two dogs.

Karen joined Ostberg & Associates in January 2022 after a lengthy career in the Aviation Industry. She has worked for various organizations servicing the airline and helicopter markets with roles in sales and marketing, finance, operations and warehouse distribution. Karen’s perspective, extensive experience and attention to detail make her a welcome addition to our firm. Karen grew up in Easthampton, MA and currently lives in Southampton with her husband.

Krystyna joined Ostberg & Associates in August of 2021. A native of Arlington, MA, Krystyna moved to the Pioneer Valley to attend The University of Massachusetts Amherst in 2011, graduating with a B.A. in Sociology. She settled in Northampton in 2018, where she currently lives with her partner Pete and beloved rescue dog, Luna. When she's not working, you can find her cooking or baking, riding her bike around town and enjoying time outdoors with friends.  

Maureen C. Tobin is a Northampton native who joined our team in 2018. A licensed Massachusetts attorney, she spent more than a decade in traditional practice focusing on estate, trust and tax planning and estate settlement. Prior to this, she worked for more than 20 years on the corporate side of financial services industry providing support in estate planning and settlement, trust, tax, business succession, charitable and retirement planning to agents and brokers working in wealth accumulation and wealth preservation markets.

Maureen earned a B.A. in history at Smith College, a Juris Doctor at Western New England College School of Law, and a Master of Science in Taxation at the University of Hartford's Barney School of Business. She holds the CLU® designation from the American College of CLU®/ChFC®.

Ms. Tobin has been on the faculties of the Isenberg School of Management at the University of Massachusetts, Our Lady of the Elms College and Holyoke Community College, teaching undergraduate business, law, paralegal and LSAT preparation courses. She is a frequent presenter at estate planning and probate seminars offered by the National Business Institute.

Maureen has served on the boards of several non-profit organizations in the communities in which she has lived. In her spare time, she enjoys swimming, sewing, reading, vacationing in Maine, and serving as "household staff" for a feisty terrier mix.

A Springfield Native, Danielle was a Financial Services Professional for 2 years before joining Ostberg and Associates. She received her bachelor’s degree in Business Administration with a Finance minor from UMASS Dartmouth. Danielle currently holds her Life and Health Licenses, FINRA Series 6. Joining the team Danielle will support agent/registered representative activities, she brings her risk management planning expertise to assist clients. Danielle lives in Hampshire County and is always looking to be of service to anyone in her community that needs her help.

In 2023, Brian became part of the Ostberg & Associates team as an Associate Financial Adviser, bringing with him over 30 years of comprehensive experience in the financial services industry. A native of the Boston metro area, Brian’s lifelong passion for soccer began at a young age and continued through his collegiate years at UMass Boston, where he earned his undergraduate degree while playing for the university team. He went on to participate in competitive men’s leagues for more than three decades. After completing his MBA at the F.W. Olin Graduate School of Business at Babson College, Brian moved to Simsbury, Connecticut, where he raised his three children and actively contributed to the community through coaching youth sports.