Meet our Team

Meet our Team

Our mission at Cummings Wealth Management Group is to provide our clients financial security through wealth management with integrity, professionalism, and a caring touch.

103 Years 250 Million

Bobby Cummings, CFP® , AIF®*, CFBS


Bobby Cummings is the president of Cummings Wealth Management Group. He earned the CERTIFIED FINANCIAL PLANNER™ certification and is an Accredited Investment Fiduciary® Designee. He has been in business since 1990. His focus is providing wealth advisory services to business owners and professionals. Bobby says, "We are committed to helping our clients make smart decisions about their wealth so that it can help them—and their loved ones—lead fulfilling lives." He created "The Beacon Experience™," which is a process that strives to positively impact our clients by tailoring the financial planning process to the individual needs of his clients.

In 2003, Bobby was recognized by the Charleston Regional Business Journal as one of the "Top 40 under 40"1 community business leaders. He is passionate about community service and specifically helping children. His personal fund-raisers have brought in more than $50,000 for various children's charities, such as Christmas Commandos, over the years. He has previously served as a board member for Communities in Schools, the Carolina Youth Development Center, and a past president of the Island Club on Sullivan's Island as well as treasurer for Friends of Sullivan's Island Elementary School, as a Merit Badge Counselor for Boy Scouts Troop 20, and as a Tribe Chief for Y-Princess.

On the weekends you might see Bobby out on the water with his family and friends surfing, fishing, or kayaking. He might also be found out hunting with his Boykin Spaniel, Teal. He lives on Sullivans Island with his wife, Kristin, and their children: Tanner, Keenan, and Banks. Bobby considers them to be his greatest accomplishment.


View Press Release

*Robert J. Cummings is a Registered Representative and Investment Adviser Representative with/offers securities and advisory services through Commonwealth Financial Network®, Member FINRA/SIPC, a Registered Investment Adviser.

1This list recognizes local, young professionals and is based solely on the opinions of the editors of the Charlston Regional Business Journal. They considered the candidates contributions to their company, impact to the business world, and their community service. This award is not specific to financial services and does not imply an endorsement, recommendation, or otherwise reflect the performance of the advisor or any accounts.

Brian Cummings, CFP®, ChFC®, AEP®

Financial Advisor

Brian Cummings, a Charleston native, has been in banking and financial services for over 18 years.  He has extensive experience in consumer, commercial, and private banking.  His most recent experiences prior to joining Cummings Wealth Management Group in 2019 were serving in financial advisor and private banking roles for regional and community banks.  His educational background includes attaining the CERTIFIED FINANCIAL PLANNER™, Chartered Financial Consultant™ and Accredited Estate Planner™ professional designations through course work at the College of Charleston as well as the American College for Financial Services.  Brian also holds the Enrolled Agent (EA) designation, which is a Federal tax practitioner license issued by the IRS. 

When not working, Brian enjoys spending time with his wife Mary, their family and friends.  

Mary Chapman, CFP®

Director of Financial Planning Services

Mary comes to our team with a diverse background, strong interpersonal skills, and 15 years experience, focusing on analytical finance and team management. She is a CERTIFIED FINANCIAL PLANNER™ Practitioner and our Practice Manager. She has earned her Master of Science degree in Counseling and her Bachelor of Science degree in Financial Management. Mary also holds her FINRA Series 7 and 66 securities registrations (held through Commonwealth Financial Network®). 

She brings her passion of helping people, analytical skills, and diverse background to her role with us. She loves helping people make sense out of complexity and chart a path forward. She's passionate about transforming the complex into simle and accessible steps. 

When not working on finances, you can find Mary, who is a cancer survivor, actively volunteering in our community. She specializes in the arts, crisis counseling, and adult education. Passionate about lifelong learning, she is always working on something. In the last 6 years she completed her yoga teacher certification, became a certified nutritional counselor, completed the Mt Pleasant police citizens academy, and most recently earned the CERTIFIED FINANCIAL PLANNERTM certification. Her next goal is to complete an Ironman.

Josh Coward

Director of Client Services

Josh moved to Charleston from Dillon, SC where he earned his bachelor’s degree in Economics from the College of Charleston.  Josh joins our team with years of experience in financial services and servicing client accounts. His passion for investments as well attention to detail make him a great fit as our Director of Client Services. He currently holds FINRA Series 7 & 66 securities registrations (held through Commonwealth Financial Network®).  In his spare time, Josh enjoys playing golf or being outdoors.

Tanya Kenna

Director of First Impressions

Tanya earned her bachelor's degree in Marketing & Communication from the University of Rhode Island and came to our team with over 5 years experience focusing on client services at a large wealth management firm in Boston. She joined our team in 2015 as our Director of Client Services and did an outstanding job. She took a sabbatical for the birth of their daughter, Natalie, and has joined our team once again to focus on scheduling, marketing, and client service support. You will not find a more willing ear to listen without judgement than you will in Tanya. She is always ready to help and loves interacting with people.

In her spare time, what's left after being the busy mom of a two-year old, Tanya and her husband enjoy playing tennis, traveling, and taking their Bernese mountain dog to the beach.

Jo Lavender

Client Service Associate

Jo has been in the financial industry for more than 30 years. Her love of working with people and expertise in client service make her a valuable member of our team.

Jo has also worked in the fitness industry for more than 35 years as a personal trainer and instructor. When not in the office or helping others achieve their fitness goals, she enjoys running, kayaking, and reading. She and her husband of 33 years have two children and two granddaughters, Anna and Lily, who bring her the greatest joy. “They keep me young and remind me of what is really important in life and that is family,” says Jo.

Barb Rohde

Virtual Assistant

Bar is an easy going, happy, optimistic, diligent worker. She absolutely loves working with people. She is happiest and most fulfilled while serving others. She has been an Executive Assistant for over 15 years and has worked as a Virtual Assistant for 5 years. 

In her free time she loves to be outdoors working in hergarden, spending time with family and friends, working on some sort of craft, playing the piano or organizing a closet.