RoadSync
RoadSync provides digital payment software for logistics businesses like warehouses and freight handlers. The Atlanta-based company has raised $40 million, most recently in a 2021 Series B round, and employs 78 people.
The growth story
RoadSync grew from 102 to 78 employees between 2021 and 2026, raising $40M along the way, most recently a Series B in June 2021.
About
RoadSync sells payment processing software tailored for logistics operations. Its platform handles transactions for warehouses, freight handlers, and repair/tow merchants, aiming to reduce payment friction in these industries.
The company has raised $40 million to date, with its last funding round in June 2021. While current headcount growth rates aren't available, its 78-person team suggests steady scaling since its 2015 founding.
Founders and leadership
Sales is RoadSync's largest department with 10 employees. The company's leadership team spans payments and logistics expertise, reflecting its industry focus.
The RoadSync org chart
Robin Gregg (Chief Executive Officer) leads 25 mapped leaders with 4 direct reports. Click +N to expand a team; names link to the person’s public profile.
Departments, and which ones grew
Headcount by function: Sales 15 (+7% YoY), Engineering 14 (+27% YoY), Business Development 11 (+22% YoY), Customer Success and Support 7 (0% YoY), Information Technology 6 (0% YoY), Entrepreneurship 5 (0% YoY).
Talent flow
RoadSync recruits heavily from payments companies, with FLEETCOR, Kabbage, and Corpay being top talent sources. Its alumni frequently move to fintech firms like Upgrade and Relay Payments.
Most common previous employers of RoadSync staff: FLEETCOR (8), Kabbage from American Express (7), Corpay (3), Washington and Lee University (2), AT&T (2), Cardlytics (2). Former RoadSync employees most often moved to Upgrade (3), Salesforce (3), Granum (3), Relay Payments (2), ServiceTitan (2), Contract Capital Partner (2).
Alumni worth knowing
The RoadSync mafia
RoadSync alumni have founded five companies, including Relay Payments, which has grown to 126 employees, and Contract Capital Partner, started by two former staffers.
6Ryan Droege, was Co-Founder until 2018Akmann Van-Mary, was Founder | CEO | Board Member until 2017Shubh Singhi, was Lead, Product Design until 2019Terrie T., was Director of Operations, Finance until 2022Andrew Artigue, was Director of Payment Operations until 2022Charles Barry, was Lead Software Engineer until 2022Web traffic
Traffic mix: 69% direct, 27% search, 0% social, 0% paid.
What this company is made of
Most common skills at RoadSync: Leadership (37), Management (33), Business Development (23), Marketing (23), Sales (21), Customer Relationship Management (CRM) (20), Customer Service (20), Strategy (19).
Where the team actually sits
RoadSync people are concentrated in Georgia, United States (24), Atlanta Metropolitan Area (14), Virginia, United States (2), Catalonia, Spain (1).
Search footprint
RoadSync attracts about 2,095 organic search visits a month, traffic worth roughly $37K a month if bought through ads. It gained 458 ranking keywords and lost 401 in the last period.
What employees say
- Compensation
- 3.70 / 5
- Career opportunities
- 3.80 / 5
- Senior management
- 3.70 / 5
- Work-life balance
- 4.00 / 5
Frequently asked
RoadSync has 78 employees as of September 2026.
RoadSync has raised $40M in total, most recently a Series B round in June 2021.
Robin Gregg (Chief Executive Officer) sits at the top of RoadSync's reporting structure, with 4 direct reports.
The most common previous employers of current RoadSync staff are FLEETCOR (8 people), Kabbage from American Express (7 people), Corpay (3 people).
Former RoadSync employees most often move to Upgrade (3), Salesforce (3), Granum (3).
At least 5 companies have a founder who previously worked at RoadSync, including Relay Payments, reclaim, Distilled Strategy.
RoadSync attracts about 2,095 organic search visits a month, worth roughly $37K a month in equivalent ad spend.
The most common skills among RoadSync staff are Leadership, Management, Business Development, Marketing, Sales.
RoadSync staff are concentrated in Georgia, United States (24), Atlanta Metropolitan Area (14), Virginia, United States (2).
RoadSync has about 15 people in Sales, up 7% over the past year, as of September 2026.
RoadSync has about 14 people in Engineering, up 27% over the past year, as of September 2026.
Computed from 44 current and 169 former RoadSync profiles, as of September 2026. Source: Crustdata.
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