Drop Cowboy
Valuation
$2.3M
2025 Revenue
$770K
Funding
$0
Team
7
Founded
2017
How Drop Cowboy CEO Ryan Gentry grew Drop Cowboy to $770K revenue with a 7 person team in 2025.
Full suite of ringless voicemail, SMS, call tracking and communication tools with AI voice cloning
Last updated
Drop Cowboy Revenue
In 2025, Drop Cowboy's revenue reached $770K. Since its launch in 2017, Drop Cowboy has shown consistent revenue growth.
| Year | Milestone |
|---|---|
| 2025 | Drop Cowboy Hit $770k revenue in September 2025 |
| 2017 | Launched with $0 revenue |
Drop Cowboy Valuation, Funding Rounds
Drop Cowboy's most recent disclosed valuation is $2.3M.
Drop Cowboy is a bootstrapped Voice Recognition Software startup. Founded in 2017, Drop Cowboy has grown to $770K in revenue without raising any venture capital or outside funding.
As a self-funded Voice Recognition Software SaaS company, Drop Cowboy has built its business with no outside investment.
| Year | Round | Amount | Valuation | % Sold |
|---|
Drop Cowboy Employees & Team Size
Drop Cowboy employs approximately 7 people as of 2026.
Drop Cowboy has 7 total employees in different roles and functions.
| Year | Milestone |
|---|---|
| 2024 | Reached 7 employees (November 2024) |
Founder / CEO
Ryan Gentry
Ryan Gentry is listed as Founder / CEO at Drop Cowboy.
Q&A
| Question | Answer |
|---|---|
| What's your age? | - |
| Favorite online tool? | - |
| Favorite book? | - |
| Favorite CEO? | - |
| Advice for 20 year old self | - |
Customers
We do not have customer count information for Drop Cowboy yet.
Frequently Asked Questions about Drop Cowboy
What is Drop Cowboy's revenue?
Drop Cowboy generates $770K in revenue.
Who founded Drop Cowboy?
Drop Cowboy was founded by Ryan Gentry.
Who is the CEO of Drop Cowboy?
The CEO of Drop Cowboy is Ryan Gentry.
How much funding does Drop Cowboy have?
Drop Cowboy raised $0.
How many employees does Drop Cowboy have?
Drop Cowboy has 7 employees.
Where is Drop Cowboy headquarters?
Drop Cowboy is headquartered in Sheridan, Wyoming, United States.
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Compare Drop Cowboy to the industry
Drop Cowboy operates across multiple industries. Browse revenue, funding, and growth data for Drop Cowboy in each sector below.
Source Attribution
Source: all data was collected from GetLatka company research and founder interviews. Revenue, funding, team, and customer figures are presented as company-reported or GetLatka-estimated metrics where the profile data identifies them that way.
Company data last updated .