About Us
Come To The Table, We’re Here For You
The story of Holland Financial Group began long before the first financial plan was ever written. In the summer of 1968, Roger Holland started in Mitchell, Indiana, where he was welcomed into homes and met families around their kitchen tables. With only 34 clients, he quickly became a trusted advisor—one who didn’t just offer financial guidance, but became a part of their lives. Around those tables, Roger didn’t just talk about numbers; he listened to hopes and dreams, helping families find ways to secure their futures. In 1984, his wife Janet joined him, serving as both agent and office manager until her retirement in 2020, helping carry forward the spirit of personal connection that has always defined Holland Financial Group.
Fast forward to today, and Roger’s son, Brad, has continued that legacy by transitioning the firm into a full-service financial planning office in 2006. Holland Financial Group is now an independent, fiduciary firm, providing expert guidance in financial planning, investments, and insurance. Our commitment to transparent and creative solutions has allowed us to serve not just one generation, but three and four generations of families—those who still fondly remember Roger’s visits and are now sitting down with Brad and the team to plan their futures, just as they did at the kitchen table years ago.
Meet Our Team
At Holland Financial Group, you won’t get lost in a sea of advisors or be handed off to someone you’ve never met. Brad works directly with every client and, behind the scenes, our dedicated team ensures you have the support you need.
Jennifer Hastings
Client Service Associate
Roger D. Holland
Founder
Janet Holland
Founder
Our Mission
Holland Financial Group is on a mission to partner with you on your journey toward a prosperous retirement. Our firm has what it takes to turn your nest egg into a dependable retirement strategy.
We believe that the daily decisions you make in life profoundly impact whether or not you will reach your future goals. From everyday purchase decisions to major life decisions, what you do today will influence what happens to you tomorrow. For that reason, we strive to provide holistic financial advisory services. We equip clients with the knowledge needed to make the best decisions for their lives going forward.
Responsive, genuine, and knowledgeable, we design planning strategies that are creatively engineered to help our clients reach their goals. As a family-owned and operated firm, we are truly dedicated to establishing long-term relationships with our clients and their families. You have worked hard to get to where you are today. We honor your hard work and sacrifice by creating customized strategies that position you for a lifetime of success.
Decades Of Experience & Service Excellence
Years before it became industry standard, Brad committed to a fiduciary approach because he believed it was the right way to serve. With his MBA and CFP® certification, he brings a foundation of financial insight and strategic thinking. Brad’s education is a promise to deliver top-shelf care that empowers you to make confident decisions.
Building Connections Across Generations
At our firm, financial guidance is a family tradition. From father and son, to the families who now span three and four generations with the firm, our story is one of continuity and commitment. We’re honored to be the steady hand families rely on through life’s transitions, helping each generation build on the foundation laid before them.
Empowering You To Create Your Own Path
We believe the best financial decisions come from clarity and true understanding. That’s why we sit on the same side of the table as you, breaking down complex topics into clear guidance. We take an educational approach to help you feel informed and in control. Our team doesn’t just create plans for you. We create them with you.
Start Building Your Legacy Today
We are proud of our story, and even more proud of the legacy we are helping countless families establish for future generations.
Give us a call today and begin planning for the path ahead.
Supported By A Powerful Broker-Dealer
Our partnership with Cetera gives us access to the tools and resources of a national network. This support gives our team the freedom to problem-solve and personalize every plan.
Advanced Planning Team
Specialized legal and financial support from experienced professionals who help simplify complex financial scenarios.
Investment Management Team
In-depth market insights and unbiased research are designed to help clients stay on track and confidently pursue their investment goals.
Financial Plan Design Team
A dedicated team with over 100 years of experience turning client goals into personalized, actionable financial plans.
Working Together With

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See Our Clients
Fiduciary service for individuals, families, and business owners in Shelbyville, Kentucky and across the US.
How We Help
Bringing a collaborative, educational approach to financial planning so clients can feel confident, now and in the future.
Schedule a Meeting
Feel prepared for life transitions and confident about your retirement lifestyle with the support of our dedicated team.