WIN Reality
WIN Reality sells virtual reality training tools for baseball and softball players. The company has raised $49 million in funding and employs 50 people.
The growth story
WIN Reality grew from 50 to 50 employees between 2021 and 2026, raising $49M along the way, most recently a Series A in May 2022.
About
WIN Reality develops VR and AI-powered training systems for baseball and softball athletes. Its platform combines pitch recognition, swing analysis, and game data capture to help players improve their skills.
The company raised $49 million in a Series A round in May 2022, led by Spectrum Equity and Lago Innovation Fund. It has built a team of 50 employees focused on engineering and sports technology development.
Founders and leadership
Engineering is WIN Reality's largest function, with 8 employees. The company is led by co-founders Chris O'Dowd and Dan O'Dowd, who have built a team focused on VR and sports technology.
The WIN Reality org chart
Chris O'Dowd (Chief Executive Officer) leads 20 mapped leaders with 1 direct report. Click +N to expand a team; names link to the person’s public profile.
Departments, and which ones grew
Headcount by function: Engineering 10 (-17% YoY), Sales 7 (-30% YoY), Business Development 4 (0% YoY), Community and Social Services 4 (0% YoY), Marketing 4 (0% YoY), Arts and Design 4 (0% YoY).
Talent flow
WIN Reality recruits from sports tech companies like Blast Motion and Zwift, as well as MLB teams including the Colorado Rockies and Chicago White Sox. Alumni have moved to VR gaming companies like GOLF+ and Meta.
Most common previous employers of WIN Reality staff: Blast Motion (5), Colorado Rockies (3), Chicago White Sox (3), Zwift (2), HouseCanary (2), Google (2). Former WIN Reality employees most often moved to GOLF+ (2), Ace Virtual Shooting (2), Meta (2), Knot Garden Games (2), Bladework Games (1), Motion Recruitment (1).
Alumni worth knowing
Web traffic
Traffic mix: 49% direct, 38% search, 6% social, 1% paid.
What this company is made of
Most common skills at WIN Reality: Microsoft Office (18), Leadership (18), Microsoft Excel (14), Communication (14), Team Leadership (12), Public Speaking (11), Social Media (11), Coaching (11).
Where the team actually sits
WIN Reality people are concentrated in Texas, United States (14), New York, United States (4), California, United States (3), Florida, United States (2).
Search footprint
WIN Reality attracts about 2,964 organic search visits a month, traffic worth roughly $10K a month if bought through ads. It gained 827 ranking keywords and lost 508 in the last period.
What employees say
- Compensation
- 2.40 / 5
- Career opportunities
- 2.00 / 5
- Senior management
- 1.80 / 5
- Work-life balance
- 2.40 / 5
Frequently asked
WIN Reality has 50 employees as of September 2026.
WIN Reality has raised $49M in total, most recently a Series A round in May 2022.
WIN Reality was founded in 2018 by Dan O'Dowd.
Chris O'Dowd (Chief Executive Officer) sits at the top of WIN Reality's reporting structure, with 1 direct report.
The most common previous employers of current WIN Reality staff are Blast Motion (5 people), Colorado Rockies (3 people), Chicago White Sox (3 people).
Former WIN Reality employees most often move to GOLF+ (2), Ace Virtual Shooting (2), Meta (2).
WIN Reality attracts about 2,964 organic search visits a month, worth roughly $10K a month in equivalent ad spend.
The most common skills among WIN Reality staff are Microsoft Office, Leadership, Microsoft Excel, Communication, Team Leadership.
WIN Reality staff are concentrated in Texas, United States (14), New York, United States (4), California, United States (3).
WIN Reality has about 10 people in Engineering, down 17% over the past year, as of September 2026.
WIN Reality has about 7 people in Sales, down 30% over the past year, as of September 2026.
Computed from 40 current and 143 former WIN Reality profiles, as of September 2026. Source: Crustdata.
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