Expertise You Need, When You Need It: Fractional Advisory

If you own a middle market business, you’ve probably noticed that the problems keeping you up at night aren’t the everyday ones. Your team handles payroll, customer service,…

The Best in the World Don’t Go It Alone. Why Should You?

  Tiger Woods was the number one golfer on the planet. He was winning majors, dominating fields, and rewriting record books. And then he did something that baffled…

What “AI Readiness” Means for Your Business and its Value

  In our last post, we made the case that middle market companies shouldn’t spray AI across every department. Instead – find your constraint, understand it, and aim AI at that…

STOP Spraying AI Everywhere: Using the Theory of Constraints to Guide Middle Market AI Strategy

  Every week, another vendor pitches your business on another AI tool or system. Automate your marketing. Automate your accounting. Automate your customer service. The promises are seductive,…

A Year of Momentum: Why We’re Encouraged by the Growing Conversation Around Purposeful Business Scaling & Exit Planning

  At Oak Hill, we’ve always believed that exit planning is the ultimate strategy and purposeful scaling is how you get there. This is not a last-minute consideration,…

Raising a Business: Parenting your Company from “First Steps” to “Letting Go”

  If you’ve ever started a business, you’ve probably referred to it as your “baby” more than once. It’s not just an expression; it’s the truth! In the…

Will AI Kill Consulting? Why Human Experience Still Matters

  Will AI Kill Consulting? Why Human Expertise Still Matters Everywhere we turn, we hear talk of artificial intelligence reshaping industries, automating jobs, and even replacing experts. In…

Never Let a Good Crisis Go to Waste

  Never Let a Good Crisis Go to Waste: Lessons from Milwaukee’s Historic Flooding For weeks now, Milwaukee and Waukesha Counties have been dealing with the aftermath of…

Building an Executable Annual Plan to Exceed Expectations

  Annual Planning and Execution: A Basic Roadmap for Business Owners  For business owners, annual planning and execution form the foundation of sustainable growth and success. A well-structured…

15 Years of Oak Hill Business Partners Flies By…

  It is the middle of July already. As someone who loves Summer, it always seems to go by so much faster than Winter. As of the 13th…