We design, build, and deploy custom solutions for mid-market companies — with the precision of a firm ten times our size, and none of the overhead.
We don't sell templates. Every engagement starts with a deep understanding of how you actually operate — and ends with software built precisely for it.
We move fast without cutting corners. Our process is lean by design — no unnecessary layers, no bloated teams, no six-month discovery phases.
We are not a big firm. That's intentional. Our structure keeps costs lean and ensures the people selling you are the people building for you.
We offer free, no-strings assessments for companies that have an operational problem but aren't sure what the right solution looks like. We'll listen, ask the right questions, and give you an honest read — whether we're the right fit or not.
Before any engagement, we offer a free operational assessment — no pitch, no obligation. We spend time understanding how your business actually runs, identify where software could make a meaningful difference, and hand you a clear-eyed report of our findings. The documentation is yours regardless of what you decide to do next.
We embed ourselves in your operation — in the weeds or as a fly on the wall, depending on what works for you. We learn how your team works, where time is lost, and where friction lives.
We map the operational inefficiencies we find — manual processes, disconnected systems, workflow gaps — and prioritize them by impact. No jargon, no filler. Just an honest picture of what's slowing you down.
We design potential solutions and document them in plain language. What it would take, what it would cost, what it would change. You walk away with a roadmap you can act on — with us or anyone else.
The assessment costs you nothing. No retainer, no hidden kickoff fee. We believe the right way to start a relationship is by providing value first.
Everything we produce during the assessment is yours. The findings, the architecture, the recommendations — no strings attached, regardless of what you decide.
We adapt to how you operate. Some clients want us in every meeting. Others prefer we observe quietly and report back. Either way, we work around you — not the other way around.
Oakdale Solutions is a Chicago-based software consultancy founded on a straightforward premise: mid-market companies are underserved by the existing market. The big firms are too slow, too expensive, and too generic. The cheap options cut corners.
We sit in the gap — bringing enterprise-level thinking and execution to companies that have real operational problems and no interest in paying for overhead that doesn't benefit them.
Every solution we build is designed to be owned, understood, and extended by the people using it. We don't create dependencies. We create capability.
Will founded and leads Oakdale Solutions, overseeing company strategy, client relationships, and delivery. He designed and built Vesforce from the ground up and directs the architecture, development, and execution of every Oakdale engagement.
Ted focuses on systems integration at Oakdale Solutions: connecting custom software with customers' existing tools, coordinating data migration, and helping teams adopt their new systems.
From internal tools to client-facing platforms, we build software tailored to your workflows — not the other way around. Stack-agnostic, scalable, and built to last.
We design the infrastructure behind the software — cloud, data, and integration architecture that performs under real-world conditions without unnecessary complexity.
Not every problem requires a build. We advise on technology decisions, vendor selection, and roadmap planning — helping leadership make confident, informed calls.
We connect your existing systems, eliminate manual processes, and build the workflow layer that sits between your tools and your team.
Vesforce is a standalone CRM custom-built around each customer’s business. From customer records and sales pipelines to reporting and day-to-day workflows, the system is tailored to how your team operates and connects with the other tools you rely on.
A custom bridal stationery portal built for Papier Girl. Brides can check the status of their stationery, review proofs, leave notes, request changes, and approve designs in one place. For Lesley, it brings every bride’s project details, proofs, feedback, and deadlines into one workspace, making it easy to track progress and see what needs attention.
Every consulting engagement we take on is an opportunity to build something reusable. Additional products are in active development. Inquire for details.
Whether you have a defined project or an operational problem looking for a solution, we're happy to have an honest conversation about whether we're the right fit.