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Customer Success Retention Advisor (Bilingual English/Spanish)

Booksy

Florida, United States Remote permanent

Posted: May 8, 2026

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Quick Summary

Customer Success Retention Advisor at Booksy will play a key part in strengthening long-term relationships by proactively engaging customers, enhancing their experience, and helping them unlock the full value of our platform. Main responsibilities include reducing churn risk, driving reactivations through outbound outreach, and creating meaningful interactions that foster loyalty and sustainable growth.

Job Description

Your career as a Customer Success Retention Advisor at Booksy will give you the opportunity to ensure our customers don't just use our product, but truly thrive and grow their businesses with us.

In this role, you’ll play a key part in strengthening long-term relationships by proactively engaging customers, enhancing their experience, and helping them unlock the full value of our platform. Your main focus will be to reduce churn risk, drive reactivations through outbound outreach, and create meaningful interactions that foster loyalty and sustainable growth.

As part of the US Retention team, you’ll connect with customers at critical moments in their journey—both proactively and reactively—implementing tailored strategies that keep them engaged and confident in Booksy. You’ll identify opportunities for upselling and cross-selling, partnering with internal teams to deliver solutions aligned with each customer’s goals.

Day to day, you’ll manage customer relationships through satisfaction conversations, address product-related questions, resolve payment concerns, and support reactivations. Through a consultative and results-driven approach, you’ll help ensure every customer feels supported, valued, and positioned for continued success.


Requirements:
Essentially, to ensure you succeed in this role, you’re going to need…

• Proven, hands-on experience in customer success, retention, sales, or similar relationship-management roles.
• Native or professional fluency in Spanish, as you will be supporting our bilingual US B2B clients.
• Experience with CRM software like Salesforce or Zowie, and proficiency in Google Suite.
• Excellent persuasion and negotiation skills, with a natural talent for building strong, lasting B2B relationships, as well as winning back and retaining customers.
• A proactive, problem-solving attitude and the ability to thrive as a collaborative team player.
• Demonstrable success in organization and time management within a fast-paced environment.

Salary Range: $40,000 - 50,000 base salary + quarterly bonus.


Benefits:
The Booksy benefits we offer are:

• Remote work with flexible work schedules. (We're proudly distributed across the globe, with each market being remote-first. Depending on which market you're joining, you might have office access or be fully remote - either works. All we ask is that you're based in the country/region this role is advertised in).

• Remote work with $50/month home phone/internet reimbursement.
• Comprehensive health, dental, and vision coverage with UHC.
• Company paid STD and LTD, and Basic Life Insurance at 1x salary up to $250,000.
• FSA/HSA's available - Booksy contributes $1,000/$2,000 for employee/employee plus.
• Accident/Hospital/Critical Illness voluntary plans available.
• 401k - 50% match up to 8% of contributions paid annually/ 3-year vesting period.
• PTO - Exempt employees - unlimited with manager approval. Non-exempt employees - 160 hours/year (does not roll over).
• 12 Holidays observed.
• Parental Leave - 12 weeks of paid leave.
• EAP (Employee Assistance Program).
• Voluntary Pet Insurance through Fetch.
• Financial wellness tools through SoFi and Ladder.
• Discounts via Perkspot.
• Booksy benefit $50 per month to use on services in our app.

A career at Booksy means you’re part of a global team focused on helping people around the world feel great about themselves, every day. From empowering entrepreneurs to build successful businesses, to supporting their customers to arrange 'me time' moments, we’re in the business of helping people thrive and feel fantastic.

Working in a rapidly growing, ever-changing scale-up comes with its own set of opportunities and challenges. If you prefer a stable environment, with clear processes and structures then, we've got to be honest, you won't always find that here. However, if you enjoy inventively solving problems with others, helping create clarity when things get confusing, and prioritising your own path within ambiguity, then the chances are that you'll love the opportunities available to grow your career at Booksy.

Our Diversity and Inclusion Commitment:

We work in a highly creative and diverse industry so it goes without saying that we strive to create an inclusive environment for all. We welcome people from all backgrounds and are committed to fair consideration in our hiring process. If you have any accessibility needs or require reasonable adjustments during the interview process, please contact us at [email protected], so we can best support you.

~ Booksy Team

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