
If you’re looking for a flexible remote job where you don’t have to talk on the phone all day, then I have a good news for you! There are some companies that are hiring right now for email and chat-based support roles. These jobs are perfect for you if you enjoy solving problems, typing instead of talking, and helping people without the pressure of making cold calls or sales.
These jobs offers you the benefit to work from anywhere you want (as they’re fully remote), offers several perks, and are backed by some well-known and trustworthy companies. Whether you’re an early bird, a night owl, or somewhere in between, there’s a job that can be the perfect match for you in this post.
1. Happiness Engineer – Automattic
If you’ve ever built a blog or website using WordPress, then you’ve probably heard of Automattic. They’re the people behind WordPress.com, WooCommerce, and the Jetpack plugin. WordPress.com powers around 43% of all websites on the internet. So, it’s a great opportunity to build a long-term career in the field.
Job Title: Happiness Engineer
This is basically a customer support job, but way cooler. You’ll be helping users over email and live chat, making sure they get the best experience possible with Automattic’s tools. You don’t have to take or make calls and you can set your own 6-hour daily schedule to work.
What You’ll Do?
- Solve customer problems via email and chat
- Help improve support processes
- Work with teammates on Slack
- Try out new services like onboarding calls
- Find ways to make things more efficient
What You’ll Need?
- Hands-on experience with WordPress or WooCommerce (not just building personal blogs)
- Experience in customer support or success
- Strong English communication skills
- Initiative and creativity—bonus points if you’ve improved things at past jobs!
Pay & Perks:
- Salary: $40,000 to $68,000 per year
- Benefits:
- Work from anywhere
- No set vacation limits
- Free access to apps like Headspace and Calm
- Career coaching
- Stock options
- $2,500 home office setup budget
- Paid parental leave (up to 6 months!)
This role is open worldwide, and Automattic has a reputation for keeping employees long-term, which is always a great sign.
2. Customer Support Advisor – Squarespace
Squarespace is another giant in the website-building industry. They’ve been around since 2003, and today, they’re a multi-billion-dollar company helping people create beautiful websites without needing to code.
Right now, they’re hiring for remote support roles that focus on email and live chat. Most of your day will involve typing responses to customers and helping with things like billing or account issues.
Job Title: Customer Support Advisor
Even though it’s a remote job, you must be located in Arizona, Idaho, Utah, New Mexico, Oregon, Washington, or Hawaii to apply for this job.
What You’ll Do?
- Answer customer questions via chat and email
- Troubleshoot issues with domains, billing, and website tools
- Stay updated on new features
- Work 40 hours a week
What You’ll Need?
- At least 1 year of experience in customer-facing jobs (retail, hospitality, online support all count!)
- Strong writing and grammar skills
- Ability to understand and solve problems quickly
- Familiarity with Squarespace (or ability to learn fast)
- A quiet home office and strong Wi-Fi
Pay & Perks:
- Starting pay: ~$17.55/hour
- Benefits:
- Health insurance
- HSA & fertility/adoption support
- 20 weeks of paid parental leave
- Up to 12 weeks for family care
- $100/month remote work stipend
- Free Headspace subscription
- Retirement plans & more
Their employee reviews are also impressive, with a 4.7 out of 5 for benefits and 4.0 overall rating. That’s not bad at all!
Check out These 10 Sites if You’re Looking for a Remote Job.
3. Customer Support Representative – Boom Entertainment
This job is perfect for those who loves to work in the evening or late at night. Boom Entertainment is a sports gaming and tech company that partners with names like NBC Sports, DraftKings, and Barstool Sports. They’ve been around since 2015 and are fully remote-friendly.
Job Title: Customer Support Representative
Schedule: Thursday to Monday, 4 PM – Midnight (Eastern Time) Yep, you’ll need to work on weekends.
What You’ll Do?
- Support users via email and live chat
- Answer questions about games, payments, identity verification, and more
- Use tools like Zendesk and Intercom
- Watch for system issues and report them quickly
What You’ll Need?
- 2+ years in customer support or operations
- Fast thinking and problem-solving under pressure
- Strong writing and communication skills
- Interest in sports or online gaming is a big plus
- Based in the U.S. or similar time zones (North America)
Pay & Perks:
- Pay: $15/hour (or local equivalent)
- 100% Remote
- Benefits: While the benefits are not listed, reviews show that employees are happy with flexibility and work culture.
This is a great option if you want to avoid the typical 9–5 or just love staying up late!
Here are 11 Best Sites to Learn a High Income Skill for Free in 2025.
Final Thoughts
If you’re tired of noisy call center jobs or high-pressure sales roles, these email-based support jobs can be a breath of fresh air. You get to work from home (or anywhere you want!), communicate mostly via typing, and enjoy great benefits along the way.
Each company – Automattic, Squarespace, and Boom Entertainment offers something unique, whether it’s worldwide flexibility, premium perks, or late-night hours. So, if one of these sounds like the right fit for you, don’t wait too long. Go and apply for them immediatley.

