Collections Specialist

United States
Operations /
About Cherry
Started in 2019, Cherry is an extremely fast growing FinTech that has built the simplest, fastest, and most inclusive Buy Now, Pay Later solution for medical practices such as dentists, medical aesthetics, veterinarians etc.

Cherry enables medical practices to treat more patients by making their services more financially accessible.

Cherry was founded and is led by Stanford entrepreneurs with a previous successful exit and backed by an all-star lineup of investors such as Kleiner Perkins and DCM.

*Note: This is a remote position.

Cherry is seeking an experienced Collections Representative who provides great customer experience and holds a strong regard for delivering results. The position will be carefully chosen to bring in a person who is passionate about being a part of a small but hard-working team in the beginning, with a major focus on building and improving our team and company as a whole.

Essential Responsibilities

    • Work with customers to satisfy inquiries and collect delinquent balances.
    • Review, monitor, engage and keep track of a high volume of customers per day.
    • Handle both inbound and outbound service level calls in order to assist with applicants, borrowers and merchants.
    • Review delinquent accounts and execute the most optimal contact strategy for each account to maintain losses below established goals for the position.
    • Respond to credit disputes as well as chargeback disputes in a timely and efficient manner. 
    • Accurately document all interactions and account level issues with borrowers.
    • Provide problem solving resolutions to borrower’s and recommend action based on conversation and account assessment.
    • Work directly with management for improvements from borrower level all the way to systems and processing level.
    • Skip trace accounts that have been determined to not have viable contact information.
    • Work in a startup environment with the goal to strive for improvement with both the quality and method of the interaction with borrowers.
    • Be an integral part in the growth of a small company with interactions across all departments. 
    • Evening and/or weekend hours may be required. 
    • De-escalate scenarios and present resolutions for tough to navigate situations.
    • Provide accurate information to applicants, members and merchants.


    • 1+ years of experience in collections. Experience with point of sale lending and chargeback dispute resolution desired, but not required. Extensive customer service or sales experience may also be accepted.
    • Proven ability to negotiate repayment plans for varying levels of delinquency and balances. 
    • Exceptional ability to prioritize tasks, organize and pay strict attention to detail. 
    • Acute knowledge of collections regulations preferred.
    • Strong work ethic and pride in performance. 
    • Ability to work independently in a fast paced, ever changing environment with a team first mentality.
    • College Degree desired. High school diploma or GED required. 
    • Intermediate level skills in working with Excel/Google Sheets also preferred.
    • Excellent written and verbal communication skills. 
    • Ability to handle multiple tasks at the same time.
    • Flexibility with schedule is preferred.

A great company culture and a world-class team to work with
Fully remote company
Clear path to promotion based on performance


Compensation: This position includes a base pay of $75k plus $25k uncapped commission as well as $30k equity, medical, vision, and dental benefits. OTE is $100k per year with monthly commission payouts.

This role will require Mon-Fri with flexibility to flex and work one weekend per month

Cherry provides equal employment opportunity (EEO) to all persons regardless of age, color, national origin, citizenship status, physical or mental disability, race, religion, creed, gender, sex, sexual orientation, gender identity and/or expression, genetic information, marital status, status with regard to public assistance, veteran status, or any other characteristic protected by federal, state or local law.