Senior Executive Recruiter

About Cherry

Founded in 2019, Cherry is a fast-growing, profitable Series C healthcare fintech unicorn valued at $4B+ with over $700M in revenue. We've built one of the simplest, fastest, and most inclusive Buy Now, Pay Later solutions for medical practices, including dental, medical aesthetics, veterinary, and more.

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

Founded and led by Stanford entrepreneurs with a previous successful exit, Cherry is backed by an all-star lineup of investors, including Kleiner Perkins and DCM.

About the Role

As Cherry continues to scale, we're looking for a Senior Business Recruiter to join our team and help shape the next chapter of our growth.

The ideal candidate has a proven ability to identify, engage, and attract A-players across executive and senior leadership positions. You'll partner directly with our co-founders and C-suite to lead high-impact searches, proactively build relationships with top talent, and develop leadership pipelines that support Cherry's long-term growth.

Beyond owning some of our most critical searches, you'll serve as a strategic thought partner to our recruiting team, sharing best practices, mentoring teammates, and helping us continuously raise the bar on how we hire.

This is a fully remote position with occasional travel for team off-sites and bi-annual company retreats.

Responsibilities

• Own end-to-end recruiting for executive and senior leadership positions across multiple business functions.

• Partner directly with Cherry's co-founders and C-suite to understand hiring priorities, organizational needs, and long-term talent strategy.

• Plan, initiate, and execute strategic sourcing initiatives to build robust executive and leadership candidate pipelines.

• Proactively identify and engage top-performing leaders through market mapping, Boolean searches, networking, referrals, and creative sourcing strategies.

• Build and maintain meaningful relationships with exceptional passive talent, including candidates for future leadership opportunities.

• Conduct initial candidate screenings and assessments to evaluate leadership capabilities, track records, and alignment with Cherry's hiring bar.

• Manage the executive interview process, ensuring an exceptional candidate and interviewer experience from initial outreach through offer acceptance.

• Provide market intelligence, compensation insights, and recruiting data to help leadership make informed hiring decisions.

• Maintain accurate and up-to-date candidate pipelines, sourcing activities, and recruitment metrics using our applicant tracking system and other tools.

• Collaborate with external executive search partners when needed to ensure alignment with Cherry's hiring standards.

• Serve as a thought partner to the broader recruiting team by sharing best practices, coaching teammates, and identifying opportunities to improve recruiting effectiveness.

• Work on strategic projects that improve and streamline the recruitment process during off-hiring quarters.

• Execute initiatives with scope beyond your job description as needed.

Qualifications

• Proven top performer - 4+ years of recruiting experience, with a strong track record of hiring exceptional executive and senior leadership talent. Experience at a high-growth startup or executive search firm required.

• Ruthless sourcer - Expert in identifying top talent through LinkedIn Boolean searches, market mapping, networking, and creative sourcing techniques.

• Expert closer - Provides an exceptional candidate experience with a strong ability to build relationships, influence senior executives, and sell the company and opportunity.

• Strategic partner - Comfortable working directly with founders and C-suite executives to understand business needs and translate them into effective recruiting strategies.

• Think like an owner - Independent worker and self-starter who thrives in a fast-paced, remote environment.

• Creative thinker - Ability to develop new approaches to sourcing, recruiting, and getting things done.

• Team player - Experience in a collaborative environment with a willingness to mentor others, share best practices, and take on responsibilities beyond your immediate role.

• Nice to haves - Experience at an executive search firm, building proactive leadership pipelines, and using Gem or Ashby.

Compensation Package

• Attractive base pay with additional bonus incentives

• Generous equity grant

• Fantastic time off plan, including company-wide December holiday shutdown

• Medical, vision, and dental benefits

• Fully remote company

• Summer and winter company retreats

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.

Kindly note that Cherry employs AI note-taking tools as part of our interview process. Should you wish to opt out of their use during your interview, please contact us in advance.