Cherry Technologies is looking for a Collections Specialist who thrives in a fast-paced environment and can balance excellent customer service with achieving results. You’ll play a key role in managing delinquent accounts, negotiating repayment plans, and maintaining compliance—all while helping shape the future of a rapidly growing FinTech company.
About Cherry
Founded in 2019, Cherry is a leading Buy Now, Pay Later platform built specifically for medical practices—dentists, medical aesthetics, veterinarians, and more. By making services financially accessible, Cherry helps practices treat more patients. Backed by investors including Kleiner Perkins and DCM, Cherry is scaling quickly and led by Stanford entrepreneurs with a track record of successful exits.
Schedule
- Full-time, remote role
- Monday–Friday during business hours
- One weekend per month required
What You’ll Do
- Work with customers to resolve inquiries and collect delinquent balances
- Monitor, track, and engage with a high volume of accounts daily
- Handle inbound and outbound calls with applicants, borrowers, and merchants
- Review delinquent accounts and execute contact strategies to minimize losses
- Respond to credit and chargeback disputes quickly and accurately
- Document all interactions and account issues thoroughly
- Negotiate repayment plans and recommend actions based on account assessments
- Partner with management to identify process and system improvements
- Use skip tracing for accounts lacking viable contact details
- De-escalate difficult situations and deliver clear, effective resolutions
What You’ll Bring
- 1+ year of experience in collections (POS lending or chargeback experience a plus)
- Strong negotiation skills with proven success in repayment plan arrangements
- Exceptional organization, task prioritization, and attention to detail
- Knowledge of collections regulations preferred
- High school diploma or GED required; college degree desired
- Intermediate Excel/Google Sheets proficiency
- Strong written and verbal communication skills
- Ability to work independently in a fast-paced, evolving startup environment
- Flexibility for occasional evening or weekend hours
Compensation & Benefits
- Base salary: $75,000
- On-target commission: $25,000 (uncapped, monthly payouts)
- Medical, dental, and vision insurance
- Fully remote work environment
This role is an opportunity to join a high-growth FinTech startup where you’ll directly influence both customer experience and company performance.
Happy Hunting,
~Two Chicks…