Who we are
Built from fifteen years inside the industry
Founder & Principal
Jimmy Richburg, MBA
I've spent 15 years on every side of independent retail — selling shoes on the floor, running operations, and building the software retailers rely on. I started High Street Management because independent retailers deserve real operational expertise, delivered in a way that fits how you run your business.
Talk to JimmyFrom the sales floor
My career started in a single-door run specialty retailer — fitting customers, managing inventory, and learning the business from the inside out. From there I moved to a national footwear retailer, where I ran the POS platform for 150 stores and trained their teams on buying and inventory management. Those early years built the foundation every retail operator needs.
Into the software
At RICS Software — the POS platform for footwear and apparel retailers — I started as a solution consultant and moved through customer support and product development, ultimately leading the Product & Service organization as VP. Those years gave me a rare vantage point: I saw exactly how retail technology gets built, and exactly where retailers struggle to make it work for them.
Across the business
After RICS, I moved into executive roles at a portfolio company in retail and service technology — first running operations across ten software businesses, then leading P&L and strategy for three business units as Vertical President of e-Commerce & Data.
High Street Management
Everything I learned on the floor, in the software, and across the P&L — now working for independent specialty retailers, with footwear and apparel as my deepest practice. I understand the business, and I build the tech to support it.
Our approach
Enterprise quality without the enterprise budget
The sophistication that used to require an in-house analyst team is now within reach — a production-grade platform built on proven retail methodology and modern AI, from a partner who understands your business and stays in it with you.
Proven planning frameworks
Retail planning methods refined through years of practical application — not theory borrowed from another industry.
Advanced analytics, custom built
Buying recommendations, forecasting, and daily insights powered by custom-built engines and modern AI — running in production for live clients today, applied with judgment, not hype.
Works with your systems
Seamless integration with your existing POS and business systems. No rip-and-replace, no new platform to learn.
Service that scales with you
Flexible models that grow as your business does — from a single door to multi-location operations.
"We measure our impact not by how complex our models are, but by how much better your business performs."
Who we serve
Independent, specialty, ready to grow
We work with independent specialty retailers ready to move beyond spreadsheet planning and gut-feel decisions — from single-store operators optimizing their buying to multi-store, multi-channel businesses that need their systems talking to each other. Footwear and apparel is our deepest practice, but the problems we solve belong to specialty retail everywhere. And you'll always understand the "why" behind every recommendation: we don't hand you a report, we build your planning capability over time.
Free 30-minute consult
Let's talk about your store.
Thirty minutes, your numbers, no pitch deck. You'll leave with at least one thing you can act on this week.
Schedule a Consult