Work When You Want.
Where You Want.
Not all remote jobs are created equal. Find roles with async-first culture and true autonomy.
"I'm a night owl. My best work happens between 9pm and 2am. At my old job, I was forced into 9-5 and produced mediocre work while exhausted. Now I work when my brain actually works. My output tripled."
Alex P.
Account Manager, Async-First Company
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3090 Flexible Remote Jobs
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Associate Director, Tax
Hi, we're Oscar. We're hiring an Associate Director, Tax to join our Finance. Oscar is the first health insurance company built around a full stack te...
Hi, we're Oscar. We're hiring an Associate to join our Case Management Strategic Operations team. Oscar is the first health insurance company built ar...
Analyst II, Workforce Management
Hi, we're Oscar. We're hiring an Workforce Management Analyst to join our Clinical Operations team. Oscar is the first health insurance company built ...
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Try Auto-Apply FreeAnalyst II, Workforce Management
Hi, we're Oscar. We're hiring an Workforce Management Analyst to join our Clinical Operations team. Oscar is the first health insurance company built ...
Analyst II, Workforce Management
Hi, we're Oscar. We're hiring an Workforce Management Analyst to join our Clinical Operations team. Oscar is the first health insurance company built ...
Analyst II, Workforce Management
Hi, we're Oscar. We're hiring an Workforce Management Analyst to join our Clinical Operations team. Oscar is the first health insurance company built ...
Hi, we're Oscar Medical Group. We're hiring a Physician to join our Virtual Health Assessment team. At Oscar Medical Group, we are refactoring healthc...
Staff Product Designer
Omada Health is on a mission to inspire and engage people in lifelong health, one step at a time through products that help people live happier, healt...
Software Engineer II, Android
Job overview: Omada Health is a digital care provider that empowers people to achieve their health goals through sustainable behavioral change. We are...
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Decode This JobSoftware Engineer II
Omada Health is on a mission to inspire and engage people in lifelong health, one step at a time. Job overview: Omada Health is a digital care provide...
Frequently Asked Questions
What makes a remote job truly flexible?
Truly flexible remote jobs allow you to set your own schedule, work asynchronously, and manage your time independently. Look for roles with 'async-first' culture, no required core hours, and outcome-based performance metrics rather than time tracking. Flexible jobs trust you to deliver results without micromanaging when or how you work, making them ideal for people with varying schedules, time zones, or personal commitments.
Can I work flexible remote jobs from any time zone?
Many flexible remote jobs are time-zone agnostic, especially those with async-first cultures. However, some roles require overlap with specific time zones for meetings or collaboration. When job hunting, look for phrases like 'work from anywhere,' 'async communication,' or 'flexible hours.' During interviews, explicitly ask about time zone requirements and whether you need to attend synchronous meetings.
Do flexible remote jobs pay less than traditional remote jobs?
No! Flexibility doesn't mean lower pay. Many high-paying remote roles ($80,000-$150,000+) offer maximum flexibility because they're focused on outcomes, not hours worked. Senior positions in customer success, account management, project management, and operations often combine excellent pay with true flexibility. The key is finding companies with mature remote cultures that trust their employees.
How do I know if a job is actually flexible before accepting it?
Ask specific questions during interviews: 'What are your core hours requirements?' 'How do you handle different time zones?' 'Can I shift my schedule for personal appointments?' 'How is performance measured?' Also, ask to speak with current team members about their typical schedules. Red flags include required camera-on time, strict 9-5 hours, or time-tracking software. Green flags include async-first communication, outcome-based reviews, and leadership working flexible hours themselves.
What types of roles offer the most schedule flexibility?
Roles with the most flexibility typically involve project-based or outcome-driven work rather than real-time customer interaction. Top flexible roles include: Content Manager, Project Manager, Account Manager (for existing accounts), Operations Coordinator, Data Analyst, and Marketing Manager. Customer-facing roles like customer success can also be flexible if the company has good coverage systems and async support options.