WorkWhile
WorkWhile operates a marketplace connecting hourly workers to flexible shifts in industries like warehousing and hospitality. The company has raised $40M in funding and employs 216 people.
The growth story
WorkWhile grew from 14 to 216 employees between 2021 and 2026, raising $40M along the way, most recently a Series B in June 2025.
About
WorkWhile provides a platform that matches hourly workers with temporary shifts based on their skills, availability, and location. It uses machine learning to assess worker reliability and offers benefits uncommon in traditional hourly jobs. Employers use the platform to quickly scale their workforce up or down.
The company launched in 2020 and has grown to 216 employees. It has raised $40M in funding, including a Series B round in 2025, with backing from notable investors like Khosla Ventures and Reach Capital.
Founders and leadership
Sales is the largest function at WorkWhile, with 24 employees. The company is led by a team that includes investors like Vinod Khosla and Jennifer Fonstad.
The WorkWhile org chart
Simon Khalaf (Chief Executive Officer) leads 43 mapped leaders with 3 direct reports. Click +N to expand a team; names link to the person’s public profile.
Departments, and which ones grew
Headcount by function: Operations 66 (+18% YoY), Sales 30 (+36% YoY), Engineering 27 (+80% YoY), Business Development 13 (+86% YoY), Administrative 9 (0% YoY), Human Resources 6 (+100% YoY).
Talent flow
WorkWhile hires talent from companies like Instawork, Amazon, and Lyft. Employees often move on to roles at organizations such as Silicon Schools Fund and ComplyAdvantage.
Most common previous employers of WorkWhile staff: Instawork (7), Amazon (6), Lyft (5), Google (5), DoorDash (4), Accenture (4). Former WorkWhile employees most often moved to Silicon Schools Fund (1), DataClover (1), Herald (1), Access2Pay (1), OneCrew (1), ComplyAdvantage (1).
Alumni worth knowing
The WorkWhile mafia
WorkWhile alumni have founded companies including DataClover, SeenBooks365, and Villagerise.
3John Smith, was Head of Revenue until 2024Yaseen Ahmed, was Senior Accountant until 2025Christain Barnes, was Software Engineer until 2023Web traffic
Traffic mix: 58% direct, 20% search, 10% social, 2% paid.
What this company is made of
Most common skills at WorkWhile: Customer Service (64), Leadership (64), Microsoft Office (50), Sales (47), Communication (44), Management (43), Teamwork (39), Microsoft Excel (38).
Where the team actually sits
WorkWhile people are concentrated in California, United States (30), New York, United States (9), United States (6), Arizona, United States (6).
Search footprint
WorkWhile attracts about 1,765 organic search visits a month, traffic worth roughly $5K a month if bought through ads. It gained 242 ranking keywords and lost 164 in the last period.
Frequently asked
WorkWhile has 216 employees as of September 2026.
WorkWhile has raised $40M in total, most recently a Series B round in June 2025.
Simon Khalaf (Chief Executive Officer) sits at the top of WorkWhile's reporting structure, with 3 direct reports.
The most common previous employers of current WorkWhile staff are Instawork (7 people), Amazon (6 people), Lyft (5 people).
Former WorkWhile employees most often move to Silicon Schools Fund (1), DataClover (1), Herald (1).
At least 3 companies have a founder who previously worked at WorkWhile, including DataClover, SeenBooks365, Villagerise.
WorkWhile attracts about 1,765 organic search visits a month, worth roughly $5K a month in equivalent ad spend.
The most common skills among WorkWhile staff are Customer Service, Leadership, Microsoft Office, Sales, Communication.
WorkWhile staff are concentrated in California, United States (30), New York, United States (9), United States (6).
WorkWhile has about 66 people in Operations, up 18% over the past year, as of September 2026.
WorkWhile has about 30 people in Sales, up 36% over the past year, as of September 2026.
Computed from 109 current and 55 former WorkWhile profiles, as of September 2026. Source: Crustdata.
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