2024 Revenue
$1.9M
Customers
519
Funding
$0
YOY
26.5%
Avg ACV
$3.6K
Team
74
Founded
1981
How Oakwood CEO Charles Windsor grew to $1.9M revenue and 519 customers in 2024.
Provider of technology consulting services designed to change the way people do business. The company's services use the Microsoft technology stack to develop custom digital tools for its businesses, enabling clients to drive growth, change behavior and build effective customer experiences.
Last updated
Oakwood Revenue
In 2024, Oakwood's revenue reached $1.9M. The company previously reported $1.5M in 2023. Since its launch in 1981, Oakwood has shown consistent revenue growth.
| Year | Milestone | Quote |
|---|---|---|
| 2024 | Oakwood Hit $1.9m revenue in October 2024 | |
| 2023 | Oakwood Hit $1.5m revenue in October 2023 | |
| 2021 | Oakwood Hit $1m revenue in April 2021 | |
| 1981 | Launched with $0 revenue |
Oakwood Valuation, Funding Rounds
Oakwood is a bootstrapped Consulting & Advisory startup. Founded in 1981, Oakwood has grown to $1.9M in revenue without raising any venture capital or outside funding.
As a self-funded Consulting & Advisory SaaS company, Oakwood has built its business with no outside investment.
| Year | Round | Amount | Valuation | % Sold | Quote |
|---|
Founder / CEO
Charles Windsor
CEO
Charles Windsor: President & CEO | Microsoft Gold Partner in St. Louis, Kansas City & Knoxville.
Q&A
| Question | Answer |
|---|---|
| What's your age? | - |
| Favorite online tool? | - |
| Favorite book? | - |
| Favorite CEO? | - |
| Advice for 20 year old self | - |
Customers
Oakwood serves 519 customers.
Oakwood Employees & Team Size
Oakwood employs approximately 74 people as of 2026, including 3 sales reps that carry a quota. It serves 519 customers that rely on its solutions.
| Year | Milestone |
|---|---|
| 2024 | Reached 74 employees (October 2024) |
| 2023 | Reached 74 employees (October 2023) |
| 2022 | Reached 68 employees (October 2022) |
| 2021 | Reached 61 employees (December 2021) |
| 2021 | Reached 57 employees (April 2021) |
Frequently Asked Questions about Oakwood
What is Oakwood's revenue?
Oakwood generates an estimated $1.9M in annual revenue.
Who founded Oakwood?
Oakwood was founded by Charles Windsor.
Who is the CEO of Oakwood?
The CEO of Oakwood is Charles Windsor.
How much funding does Oakwood have?
Oakwood is bootstrapped and has not raised outside funding.
How many employees does Oakwood have?
Oakwood has 74 employees.
Where is Oakwood headquarters?
Oakwood is headquartered in Saint Louis, Missouri, United States.
Data and Sources
All figures on this page are taken directly from interviews or are estimates from public sources and proprietary models. Not financial advice. Read full disclaimer.
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