WorkWhile
WorkWhile Leadership & Management
Frequently Asked Questions
At WorkWhile, the work is never abstract — whatever your role, your impact reaches over 1.3 million workers and the businesses that depend on them. Managers lead with context and care, backed by regular 1:1s, formalized review cycles and a culture of recognition through public #kudos and #wins Slack channels. In-person offsites bring distributed teams together to build the trust that makes great work possible.
Communication at WorkWhile runs both ways. A weekly All Hands keeps every team member connected to OKRs and company priorities, with a regular CEO update where Simon Khalaf speaks candidly about what's on his mind. Employee surveys close the loop, giving everyone a voice in what's working and what isn't. Goals span both business outcomes and mission — from growth targets to platform reliability to expanding how WorkWhile supports workers financially.
WorkWhile's leaders set direction clearly and openly — through weekly All Hands, OKR sharing and a CEO Corner where the leadership team speaks candidly about where the business is headed. The vision is concrete: build the AI-native operating system for hourly labor, expand into worker financial services, and ensure workers don't just find work — they build better lives from it. It's a vision backed by results — 110% growth in nine months and over 1.3 million workers served.
WorkWhile's leadership combines deep operator experience with genuine conviction in the mission. Cofounder and President Jarah Euston started her career in hourly retail work before Wharton, BCG and big tech — she's building a company she wishes had existed then. CEO Simon Khalaf spent three decades scaling media and fintech companies and was drawn to WorkWhile because of its worker-first philosophy. At WorkWhile, leadership isn't separate from the mission — it's defined by it.
WorkWhile's Benefits
Hosts in-person revenue kickoff meetings
Implements team-based strategic planning
Open office floor plan to encourage communication and collaboration
Utilizes an open door policy that encourages accessibility
