Strickland Legacy Group
Built for What Comes Next.
We are a single-family office built around a simple belief: what we build today should create opportunity for generations to come.
We approach investing with patience and intention, build businesses with a long-term ownership mindset, and steward our family’s resources with purpose — guided by faith, family, responsibility, and a commitment to leaving things better than we found them.
Our Story
Every Legacy Begins Somewhere.
Ours began with a $35,000 act of belief.
When Justin Strickland was ready to start his first business, traditional lenders said no. His grandfather, C.W. Strickland — a former tobacco sharecropper and butcher — believed otherwise. He took out an equity line on his home and invested $35,000, essentially his life savings, in his grandson.
That act of faith became the foundation for everything that followed. Today, Strickland Legacy Group carries the same spirit forward — putting capital, experience, and relationships to work in ways that create opportunity for others and endure across generations.
$35,000
A grandfather’s life savings, placed in his grandson
Our Philosophy
“We believe the greatest measure of success is not what it accumulates — but what it makes possible.”
Business, capital, and ownership are not ends in themselves. They are tools — for building opportunity, strengthening communities, and carrying a family’s values forward. Our decisions are made in decades, not quarters.
Our Principles
The Standard Behind Every Decision.
Four commitments that shape how we invest, operate, and carry a legacy forward.
Who We Are
Generations
A Foundation Worth Passing On.
Strickland Brothers — the business that carries the family name — was named for Justin’s sons, Tate and Beckett. What we build is meant to be handed forward.
Family
It Starts With Family.
The decisions we make today are shaped by the people who came before us, the family beside us, and the generations who will follow.
Leadership
Lessons From the Ground Up.
Justin Strickland's journey from lube technician to entrepreneur to family office leader shapes how we invest, build, and give today.
Two Ways Forward
Giving
Put Success to Work.
We support people and organizations creating meaningful opportunity — focusing on foster care and adoption, economic mobility, first-generation immigrants, education, and causes throughout the Winston-Salem area and surrounding community. We believe impact grows when we give together.
Partner with us
Built by Good People.
We partner with entrepreneurs, operators, investors, and community leaders who share a long-term view. Whether you are building a business, stewarding capital, or strengthening a community, we look for relationships measured in decades — and grounded in trust.
The Work Ahead
What We Build Today Should Matter Tomorrow.
Capital can be invested. Businesses can be built. Opportunities can be created. But the real work is deciding what all of it is ultimately for.