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Our Team

As our client, you will have a team of highly qualified professionals working for you to provide you with the best coverage for you, your family, or your business.  Building a long-lasting relationship with our clients is our number one priority.

Devora Ascott Black

Principal Agent/ Partner

Devora Ascott Black is known for her infectious leadership spirit and genuine care for the whole person; these characteristics are the hallmark of her interactions in life and business. Devora started her first insurance agency, in the early ’90s after learning the business from her father. Later, she took a hiatus from the insurance world to follow her dream of becoming an artist. She became nationally known and awarded for her artistic, marketing, and design talents by building her second company, Devora Designs Brands, owning a successful stationery store, PaperSassy Fine Stationery & Gifts, and the founder of a custom technology gift company, Got Skins, Inc. which was featured on the Today Show on NBC.

Fast forward through several years of successful business in art and marketing, Devora has come full circle. In the last few years, Devora has returned to the family business to join her sister, Heather Ascott-King, and father, Frank Ascott, to take the lead in insurance once again at ISAA Insurance & Financial Services. Devora is already being recognized as a fearless leader in the insurance industry.
Women have been the focus of Devora’s work for over 30 years; from mentoring and ministering to helping start and grow women-owned businesses. She serves on the board of The Triad Dream Center, where she works to help provide resources to low-income members of her community.

As a cancer survivor, Devora has found a new passion in advocating for African American women’s participation in clinical trials for breast cancer. She recently spoke for The American Cancer Society Cancer Action Network of North Carolina to advocate for health equity in clinical trials on behalf of the Wake Forest Baptist Medical Center. Devora also serves on the Wake Forest Patient Advisory Council and spends much of her time teaching her community about wealth and retirement. Devora resides in Winston Salem, NC with her husband of five years, Michael Black. She has one son and, with her husband, four children, and six grandchildren. She attends Agape Faith Church in Clemmons, NC.

If you are looking for more resources to support you through your financial wellness journey, head over to From Devora’s Desk for helpful tips, reading recommendations, and more!

Heather Ascott-King

Principal Agent/ Partner

Heather Ascott-King is a Winston-Salem, NC native. She earned a BS degree from
North Carolina A&T State in 1993. That same year, Heather officially began working for Frank
Ascott Nationwide Insurance Agency. From 2000 to 2011 & 2013 to 2015, Heather served as
the Operations Manager and helped grow the agency to a total of 11 agency locations. During
this time she completed compliance audits as well as employee training and management at all
locations. Her efforts built Frank Ascott agencies into one of the largest Nationwide agencies in
the country.

Heather went on to obtain a Certified Insurance Service Representative designation
(CISR) and later earned an MBA from Strayer University.

In addition to being a veteran in the insurance industry, Heather spent part of her career
working for the NC Department of Insurance Consumer Services department as a Life & Health
Insurance Complaint Analyst where she enjoyed helping consumers with health and life
insurance policy complaints. She also worked for BCBSNC in Winston-Salem as the Medicare
Appeals Instructional Designer/Trainer. These roles provided Heather with ample experience of
every facet of the insurance industry.

Heather joined the ISAA Insurance & Financial Services team as a Career Insurance
Agent with a focus on customer care. She is now a Principal Partner Agent at ISAA and is on a
mission to help individuals, families, and business owners retire strong by guiding them through
financial wellness and creating long term wealth.

Lastly, Heather has been married for 26 years, has 2 children, a step-daughter, a
son-in-law, and 3 granddaughters. She devotes much of her time to her family, volunteering with
the PTSA at her daughter’s school, The Center for Smart Financial Choices, and working in the
education ministry at her church.

Kimberly McMann

Kimberly McMahon

Career Agent

Kim McMahon is a native of Connecticut but has lived in Winston Salem, North Carolina for over 31 years. She graduated from Winston Salem State University with a Bachelors’s degree in Nursing. Kim has had a successful 41-year career as an RN. Over that time, she has worked with many prominent healthcare systems and health insurance companies. Kim is happily married to a wonderful man with two adult children. Her favorite pastimes are listening to contemporary jazz, reading, cooking, and staying fit. Kim says, “What brings me the most joy in my career of being an agent with ISAA Retire Strong is that I can help people to realize their dream and be happy in the most important years of their lives, their retirement.

Rakisha Nicholson

Career Agent

My entire vast and varied career has been about helping people mitigate risk. I started out working in a lab as a histotechnician preparing potentially cancerous tissue for medical diagnosis. Patients were either proactively taking measures to protect their health or seeking treatment. As a compliance professional for a biopharmaceutical company my job was to report manufacturing deviations to the FDA in case the therapeutic medication individuals received did not meet quality standards. This professional foundation sets the tone as the vehicle to make a difference and further help people positively impact their lives. In 2017, after many years of service, I set out on a new path to do something new. As a new wife and mother, I was faced with figuring out my next step for the betterment and well-being of my family. With the question of how do I become appropriately compensated again to proactively relieve financial stress:

Being able to afford the cost of living and healthcare in retirement
-Leverage inflation
-Outliving retirement savings
-Having money to pay bills in the event my husband loses his job
-Having money to cover out-of-pocket medical cost
-Ability to rely on Social Security/Medicare in retirement

Led me to discover I did not have my ducks or elephants in a row for that matter. In fact, there were no ducks in the pond and the city shut it down to build a new shopping center so I better get it together. It ignited a fire inside me I knew if I needed help in discovering these answers other people did too. After taking a leap of faith from a job posting my husband informed me about, I started my insurance journey. And through learning valuable information not easily obtained or understood I knew becoming an insurance agent would not only help my family realize our life goals but my clients and the public alike. I help you, your family, and your business find solutions to best fit your needs. This is my WHY and I am looking forward to serving you!