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
📊 This Week
3098 Flexible Remote Jobs
Positions that respect your time and autonomy
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Enterprise Sales Executive
Our Enterprise Sales Executives target and close new business with Datadog’s largest, most strategic customers and prospects. In this role you’ll be f...
Enterprise Sales Executive
Our Enterprise Sales Executives target and close new business with Datadog’s largest, most strategic customers and prospects. In this role you’ll be f...
Our SLED sales team works with a best-of-breed product that solves real problems for our customers. Sellers follow a well-defined methodology that hel...
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Try Auto-Apply FreeEnterprise Sales Engineer
As an Enterprise Sales Engineer, you will provide technical expertise through sales presentations, product demonstrations, and supporting technical ev...
The Cyber Threat Intelligence team’s mission is to stay ahead of threat actors and their TTPs to help Datadog make intelligence-led-decisions to impro...
As Director of Technical Product Partnerships, you will define and lead Datadog’s strategy for building and scaling product-led partnerships with inde...
This role will build and lead Datadog’s new centralized pricing function, developing a clear, scalable approach to how we price and package our produc...
Deal Desk Analyst - Denver
G&A at Datadog rapidly scales the physical space, hiring, onboarding, and financial and legal systems to keep our business running in top form. As a D...
Deal Desk Analyst
G&A at Datadog rapidly scales the physical space, hiring, onboarding, and financial and legal systems to keep our business running in top form. As a D...
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Decode This JobDatadog for Startups Lead
As a DDFS Program Lead, you will report to the Head of Datadog for Startups in the Corporate Development organization. You will help scale the Datado...
As a Customer Success Manager, you will proactively drive new product attachment and effective strong relationships across our existing customer base ...
As a Customer Success Manager, you will proactively drive new product attachment and effective strong relationships across our existing customer base ...
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.