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 matching, home office stipends, and parental leave. Employees receive new laptops every three years, signaling the company’s commitment to maintaining remote infrastructure.
Kickstarter: Creative Industries Leadership
Kickstarter funds innovative projects from film and music to cutting-edge technology. Their remote workforce benefits from a four-day schedule alongside comprehensive perks: health coverage, 401(k) matching, paid vacation and sick leave, parental leave, home office support, and professional development programs. The company further distinguishes itself by offering company-wide breaks between Christmas and New Year’s, recognizing the importance of genuine downtime.
YNAB: Budgeting Software Excellence
You Need A Budget (YNAB) maintains an entirely remote structure while offering a four-day workweek to customer support, software development, and marketing teams. The company goes beyond standard benefits by requiring employees to take a minimum three-week vacation annually plus a two-week December break. Remarkably, YNAB covers 100% of employee health insurance premiums—a rare commitment to workforce well-being.
Hybrid Models: Blending Office Presence with Four-Day Schedules
ThredUP: Flexible In-Office Hybrid
ThredUP operates an online resale marketplace for secondhand fashion with a hybrid structure offering the best of both worlds. Employees work four days weekly with Fridays consistently off, splitting their time between home and office. The company provides comprehensive health, dental, and vision coverage, 401(k) matching, tuition assistance, and parental leave. After three years of employment, staff become eligible for paid sabbaticals—an increasingly rare benefit.
Wildbit: Web Software Innovation
Wildbit pioneered the four-day workweek adoption among software companies when transitioning to this model in 2017. Every position offers complete remote flexibility, with employees enjoying Fridays off plus 20 additional paid days annually. The company’s profit-sharing model, paid family leave, home office allowances, and professional development budgets create a holistic benefits ecosystem that extends beyond typical compensation.
Beyond the Schedule: Comprehensive Benefits That Support Four-Day Arrangements
These companies recognize that shorter schedules alone don’t guarantee satisfaction. The most successful implementations pair reduced hours with robust support systems. Standard offerings now include 401(k) matching across all five organizations, flexible paid time off policies, parental leave provisions, and home office infrastructure support. Premium additions—like YNAB’s comprehensive health insurance coverage, ThredUP’s sabbatical programs, and Wildbit’s profit-sharing—demonstrate how companies differentiate themselves.
What Makes These Companies Stand Out
The shift toward four-day workweeks isn’t merely trendy—it reflects a fundamental realignment of employer-employee relationships. Companies offering this flexibility report stronger talent retention, reduced recruitment costs, and increased employee advocacy. By coupling compressed schedules with genuine remote flexibility, these five organizations have created workplaces where productivity and well-being reinforce each other rather than compete. For professionals seeking meaningful work-life integration, these companies with four-day work arrangements represent the cutting edge of workplace evolution.