Leadership

Lead by Successful Business Owners in the Senior Move Management Field.

Every leader on this page has done this work themselves, in homes, with clients — and most of them still do. The franchise was built by operators, not by people who hired operators.

Richard Miller

Richard Miller

Co-Founder & Chief Development Officer

Richard is the driving force behind Smooth Transitions' culture and is the leader of its sales organization. He didn’t set out to start a business — he set out to help his own family. When his grandparents and parents faced the daunting process of downsizing, Richard stepped in to lead the way, and discovered both a calling and a gap: families in the middle of a major life transition needed more than logistics. They needed a trusted partner.

That realization led him, alongside his brother Brian Greenwood, to found what would grow into the Smooth Transitions franchise system. Richard brings more than 25 years of executive leadership across healthcare, biometrics, patient safety, and security, including 15 years at the VP and Director level leading organizations that served hospitals nationwide, and time spent working alongside the National Center for Missing & Exploited Children.

He’s a proud member of the National Association of Senior Move Managers, a licensed Smooth Transitions franchise owner, and one of the three co-owners who now steward the Smooth Transitions brand system. Above all, Richard leads the way he coaches every sales team he builds: warm, trustworthy, and genuinely invested in the people around him.

Holly Swisher

Holly Swisher

Co-Founder & Chief Operating Officer

Holly is the trainer and quiet magician behind every lean, smooth-running Smooth Transitions operation. She came to Smooth Transitions after a long career in housing finance, where she helped homeowners weather the 2008 market downturn — work that revealed her real passion: helping people navigate hard transitions.

As COO, Holly built the training systems and operating rhythms that let Smooth Transitions locations run with confidence, not chaos. She’s a leader among leaders — the person who makes sure every location’s staff know not just what to do, but why it matters. Many of the company’s office and field staff have followed Holly across her career, because they know they can trust her judgment and her ethics.

Nothing brings Holly more satisfaction than watching a well-trained team deliver a move day that looks effortless — even when she knows exactly how much precision made that possible.

Brian Greenwood

Brian Greenwood

Co-Founder & Chief IT & Marketing Officer

Brian is the Chief IT and Marketing officer, brand developer, and architect behind the STWare system. His path started as a user interface designer and grew into a career as a Senior Art Director, before he launched his own agency, Greenwood Creative, in Columbus, Ohio in 2009 — building brands for small businesses, corporations, and nonprofits alike.

A conversation with his brother, Richard Miller, about building the kind of culture that makes companies succeed turned into a partnership, and together they co-founded what would grow to be the Smooth Transitions franchise system.

Coupled with the operational success lead by Holly Swisher and Richard Miller; Brian spear-headed the Smooth Transitions rebrand, and technological advancements. This brought a substantial lift to the Smooth Transitions brand nationwide.

They went on to launch a proof of concept based on the Central North Carolina location's success. They proved all the strategic tactics were repeatable for every new franchise owner. Creating a shining example what a Smooth Transitions can be at its best.

Coaching & Access

A Network Built So the Operator Can Focus on Growing the Business.

Leadership working with franchisees around a table

Ongoing Coaching

Leadership meets with each franchisee's operations and sales teams regularly. These cover large-scale issues, accountability, ongoing training, and ongoing coaching. These are not passive webinars — they are working sessions with the people running the business.

Convenient Access to Our Team

A dedicated chat connects you directly to our team. No tier-one queue, no ticket. When something matters, the people who can do something about it are already in the room.

A Stable Foundation Underneath You

Skills training, the business playbook, marketing systems, and technical support — all handled by the network. Operators inherit thirty years of operating discipline and spend their hours where they belong: with clients, with the team, and growing their business.