September 12, 2026

💻 Customer Support Associate – Remote | $65,000 Salary + Up to $80,000 OTE

Are you an experienced customer service professional looking for a fully remote job with a strong salary, benefits, equity, and opportunities for career growth? Cherry is hiring Customer Support Associates to join its growing fintech team.

This US-based remote Customer Support Associate position pays a $65,000 annual base salary, including an overnight shift differential. Employees can also earn $15,000 in annual target variable compensation, bringing the total annual on-target earnings to $80,000.

For professionals who enjoy solving customer problems, handling multiple communication channels, and working in a fast-paced environment, this could be an exciting opportunity to work from home while building experience in the fintech industry. 💻✨


🏢 About Cherry

Founded in 2019, Cherry is a fast-growing financial technology (FinTech) company that provides a simple and inclusive Buy Now, Pay Later (BNPL) solution for medical practices.

Cherry helps medical, dental, medical aesthetics, veterinary, and other healthcare practices make care more financially accessible for patients.

The company is led by Stanford entrepreneurs with a previous successful exit and is backed by prominent investors, including Kleiner Perkins and DCM.


💼 Customer Support Associate – Remote

Cherry is looking for customer-obsessed and high-performing Customer Support Associates who are passionate about creating exceptional customer experiences.

In this role, team members will support both Providers and Consumers, helping resolve questions, investigate account activity, de-escalate challenging situations, and provide accurate solutions.

The ideal candidate should enjoy problem-solving, communicating with customers, and working in a rapidly growing fintech environment.


What You’ll Do

Customer Support Associates will be responsible for:

📞 Resolving Provider and Consumer inquiries while aiming for one-touch resolution.

💬 Providing excellent customer service through phone, live chat, email, and SMS.

📈 Managing a high volume of inbound and outbound interactions while maintaining quality, accuracy, and efficiency.

🔎 Investigating customer questions and reviewing account activity to provide accurate and timely resolutions.

🤝 De-escalating complex customer situations with professionalism, empathy, and sound judgment.

📝 Accurately documenting customer interactions and account-level issues.

💡 Partnering with leadership to identify opportunities to improve customer experiences and operational processes.

⚙️ Helping improve internal systems and team effectiveness.

🤝 Collaborating with multiple departments to support Cherry's continued growth.

📅 Maintaining schedule flexibility for assigned weekends and select holidays based on business needs.


📝 Customer Support Associate Requirements

Candidates interested in this remote opportunity should have:

✅ At least 1 year of customer support or similar customer-facing experience

✅ Experience with consumer lending, fintech, or financial products is preferred.

✅ Ability to multitask and de-escalate customer situations across voice, chat, email, and SMS

✅ Excellent prioritization and organizational skills

✅ Strong attention to detail

✅ A strong work ethic and pride in performance

✅ Startup experience is preferred.

✅ Ability to work independently in a fast-paced and changing environment

✅ Team-first mindset

✅ Intermediate Excel or Google Sheets skills are highly preferred.

✅ Excellent written and verbal communication skills

✅ High school diploma or GED required

🎓 A college degree is preferred.


🌙 Overnight Remote Work Schedule

One of the most important things applicants should know is that this position supports Cherry's overnight Customer Support Operations.

Candidates must be available to work 9:00 PM–9:00 AM ET under one of the following schedules:

📅 Monday–Friday, with rotating weekend coverage

📅 Sunday–Thursday

📅 Tuesday–Saturday

Applicants should carefully consider the overnight schedule before applying.


💰 Customer Support Associate Salary & Benefits

Cherry offers a competitive compensation package for this remote customer service position.

Compensation

💵 $65,000 annual base salary

🌙 Base salary includes the overnight shift differential.

💰 $15,000 annual target variable compensation, paid monthly

🎯 $80,000 total annual on-target earnings

📈 Generous equity grant

Benefits

🏥 Medical insurance

👓 Vision insurance

🦷 Dental insurance

🏠 Fully remote company

✈️ Summer and winter company retreats

This combination of salary, variable compensation, equity, benefits, and remote work makes the position particularly appealing to experienced customer service professionals looking to move into fintech.


❤️ What Makes This Remote Opportunity Stand Out?

There are several things that make this Customer Support Associate opportunity worth considering.

💰 Competitive Compensation: The $65,000 base salary is paired with a $15,000 annual target variable compensation opportunity.

🏠 Fully Remote: Employees can work remotely while supporting Cherry's customers and providers.

📈 FinTech Experience: Candidates can gain experience in a rapidly growing financial technology environment.

💻 Omnichannel Customer Service: The position provides experience across phone, live chat, email, and SMS.

🌱 Growth Environment: Cherry describes itself as a fast-growing company, giving employees the opportunity to develop their skills while the business scales.

🎁 Additional Perks: Employees may receive equity and participate in company retreats.


💡 Career Tip From The Work From Home Queen

Don't overlook the importance of schedule requirements when applying for remote jobs. 🕘

A job can have an attractive salary and benefits package, but applicants should make sure the work schedule fits their lifestyle before applying.

For this Cherry opportunity, candidates must be prepared to work an overnight 9:00 PM–9:00 AM ET schedule under one of the listed shift patterns.

When applying, highlight customer service accomplishments rather than simply listing duties. For example, applicants can emphasize experience with high-volume customer interactions, conflict resolution, multiple communication channels, account research, documentation, and customer retention.

These details can help demonstrate that they are prepared to succeed in a demanding remote support environment. 💻✨


🚨 How to Apply

Interested in this Customer Support Associate remote job with Cherry?

CLICK HERE for full details and to apply for this Customer Support Associate position.

👉 Applicants should review the complete job description, qualifications, schedule requirements, and compensation information before submitting an application.

Friendly reminder: The Work From Home Queen doesn’t play a role in the applications or hiring processes for jobs we’ve posted to our site. We’re a job board and blog.

🏠 Looking for more remote jobs? Check out the Latest Work From Home Jobs Page on The Work From Home Queen for additional remote customer service, administrative, data entry, writing, and other work-from-home opportunities.


❓ Frequently Asked Questions


1. Is the Cherry Customer Support Associate position remote?

Yes. Cherry describes the company as fully remote, and this Customer Support Associate position is a US-based remote opportunity.


2. How much does Cherry pay Customer Support Associates?

The annual base salary is $65,000, including the overnight shift differential. The position also offers a $15,000 annual target variable compensation for total annual on-target earnings of $80,000.


3. Is prior customer service experience required?

Yes. Cherry requires at least 1 year of customer support or similar customer-facing experience.


4. Is fintech experience required?

Fintech, consumer lending, or financial product experience is preferred but is not listed as an absolute requirement.


5. What hours will Customer Support Associates work?

Candidates must be available for overnight operations from 9:00 PM to 9:00 AM ET under one of three schedule options.


6. What communication channels will Customer Support Associates use?

The position involves supporting customers through phone, live chat, email, and SMS.


7. Does Cherry offer benefits?

Yes. The compensation package includes medical, vision, and dental benefits, along with a generous equity grant.


8. Is a college degree required?

No. A high school diploma or GED is required. A college degree is preferred.


9. Is this a good remote job for experienced csr professionals?

It could be a strong option for professionals with customer service experience who are comfortable working overnight hours, handling high-volume interactions, resolving complex issues, and working in a fast-paced fintech environment.

 

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