5/8/26: 3 Remote Customer Support Jobs in FinTech, Event Rentals & Employee Benefits

This week's remote job roundup spans personal finance, event space technology, and employee benefits — three fast-growing companies with a shared commitment to exceptional customer experience. From helping people take control of their money, to connecting hosts and guests with inspiring spaces around the world, to simplifying how people access their health benefits, these three roles offer competitive pay, strong perks, and the flexibility of working from home.

1. Operations Associate — Rocket Money

Salary: $20 – $22/hour + bonus + benefits Schedule: Tuesday–Saturday, 9:00 AM – 5:30 PM PT Location: Remote (Pacific Time Zone)

Rocket Money is on a mission to meaningfully improve the financial prosperity of millions of people — helping members understand their finances and access services that save them time and money. As an Operations Associate, you'll be behind the scenes keeping things running smoothly, resolving unique member situations, and improving the workflows that make Rocket Money's services possible.

What You'll Do:

• Develop, maintain, and execute processes that deliver key services to users

• Prioritize multiple queues and manage daily workflow to resolve requests quickly and efficiently

• Resolve unique situations and improve workflows to account for new or uncommon issues

• Ensure a positive user experience by troubleshooting process breakdowns and determining when additional information is needed

Requirements:

• Strong written communication skills and a love of talking with people

• Proactive problem-solver with the ability to identify issues before they escalate

• Proven ability to manage multiple competing priorities efficiently

• Interest in personal finance and a genuine desire to help others succeed with money

• Customer service experience in a B2C tech company is a plus

Why It Stands Out:

• Competitive pay ($20–$22/hr) + bonus + benefits

• Unlimited PTO — take the time you need, when you need it

• 401(k) matching + Team Member Stock Purchasing Program

• Health, dental, vision, life, and disability insurance

• Tuition reimbursement + learning and development opportunities

• Structured onboarding with clear milestones, check-ins, and direct feedback to set you up for success

Key Details:

Salary: $20 – $22/hour + bonus + benefits

Schedule: Tuesday–Saturday, 9:00 AM – 5:30 PM PT

Location: Remote (Pacific Time Zone)

→ Apply for Operations Associate at Rocket Money

2. Customer Experience Associate — Peerspace

Peerspace is the leading online marketplace for venue rentals — connecting people with inspiring spaces for meetings, productions, and events worldwide. Backed by Google Ventures and Foundation Capital, over $500M has been transacted through their platform. As a Customer Experience Associate, you'll be the first point of contact for both hosts and guests, playing a direct role in driving revenue and shaping the product through real customer insights.

What You'll Do:

• Serve as the first point of contact for hosts and guests across phone, email, live chat, and social media

• Onboard new hosts and help guests find the perfect spaces and services for their needs

• Work independently through a queue of tasks with an eye for process improvements

• Identify trends and deliver suggestions for product and process improvements

• Look for opportunities to surprise and delight users at every touchpoint

• Maintain productivity and self-discipline in a fully remote environment

Requirements:

• 1–6 years of corporate customer experience

• Excellent written and verbal communication with strong attention to detail and grammar

• Experience with Intercom or a similar CRM

• Comfortable prioritizing across competing demands and picking up new technology quickly

• Familiarity with third-party marketplaces (Airbnb, VRBO, etc.) a plus

• A sense of humor and genuine enjoyment of working with others

Why It Stands Out:

• 100% employee coverage of medical, dental, and vision insurance

• Equity compensation at a Google Ventures-backed marketplace

• $500 annual professional development allowance + monthly cell phone and internet credit

• Laptop, high-res display, and home office setup stipend provided

• Discount on all Peerspace bookings + coworking membership if needed

• Annual in-person company offsite at Peerspace locations + company-wide wellness days

• Certified Great Place to Work™ with a remote-first, globally distributed team

Key Details:

Salary: $25.00/hour + equity

Schedule: Monday–Friday, 9:00 AM – 6:00 PM ET + 2 weekend days per month on rotation

Location: Remote (U.S.)

→ Apply for Customer Experience Associate at Peerspace

3. Member Support Associate — Lively

Lively is raising the bar on employee benefits — starting with their consistently top-rated HSA platform and expanding into a full suite of benefit solutions for employers, consumers, and financial institutions. As a Member Support Associate, you'll be on the front lines helping people navigate their health savings and benefit accounts with confidence, accuracy, and genuine care. No benefits expertise required — they'll train you on everything.

What You'll Do:

• Support Lively members via phone, email, and chat during business hours

• Simplify and solve complex tasks related to all Lively products and benefit accounts

• Deliver timely, accurate information that leaves every customer satisfied

• Generate bug reports for reproducible product issues and create task incidents in Jira

• Adapt to high-volume periods during Open Enrollment and tax season (November–April)

Requirements:

• Strong written, verbal, and listening communication skills

• Exceptional attention to detail with ability to multitask across systems

• Calm, composed, and professional even in high-pressure situations

• Wired (not Wi-Fi) internet connection required

• Bachelor's degree preferred but not required

• Bilingual English/Spanish a strong plus

• Must be based in the U.S. (excluding CA and AK)

Why It Stands Out:

• Strong pay range ($22–$28/hr) at a remote-first, San Francisco-based fintech company

• Work for a company that genuinely believes no one should sacrifice personal wellness for financial wellness

• Flexibility, autonomy, and a team with a good sense of humor that works hard and has fun

• Opportunity to grow your knowledge in HSAs, benefits administration, and health finance

• A welcoming culture that encourages you to apply even if you don't meet every qualification

Key Details:

Salary: $22 – $28/hour

Schedule: Monday–Friday, 10:30 AM – 7:00 PM MT

Location: Remote (U.S. — excluding CA and AK)

→ Apply for Member Support Associate at Lively

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