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Head Of Customer Success Jobs in Boca Raton, FL (NOW HIRING)

This role reports directly to the VP of Customer Success and will help shape how we scale ... enterprise CS as the team grows. This is a relationship-driven, field-facing role. You should ...

As an advocate for your portfolio of customers, you'll liaise between our customers and our internal organization, ensuring that needs and/or requirements considered critical to the success of these ...

A Culture of ExcellenceWhen you join ModMed, you're joining an award-winning team recognized for ... Summary:The Senior Manager of Customer Success is responsible for a team of Customer Success ...

We are one of South Florida's fastest-growing companies with 100% growth for three consecutive ... The Customer Success Manager will own a defined portfolio of high-value accounts and shift our ...

We are one of South Florida's fastest-growing companies with 100% growth for three consecutive ... The Customer Success Manager will own a defined portfolio of high-value accounts and shift our ...

We are one of South Florida's fastest-growing companies with 100% growth for three consecutive ... The Customer Success Manager will own a defined portfolio of high-value accounts and shift our ...

We are one of South Florida's fastest-growing companies with 100% growth for three consecutive ... The Customer Success Manager will own a defined portfolio of high-value accounts and shift our ...

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Showing results 1-20

Head Of Customer Success information

See Boca Raton, FL salary details

$36.5K

$115.2K

$169.9K

How much do head of customer success jobs pay per year?

As of Aug 27, 2026, the average yearly pay for head of customer success in Boca Raton, FL is $115,238.00, according to ZipRecruiter salary data. Most workers in this role earn between $90,600.00 and $138,100.00 per year, depending on experience, location, and employer.

What does a head of customer success do?

A Head of Customer Success leads the customer success team within a company, focusing on ensuring customers achieve their desired outcomes while using the company's products or services. They develop and implement strategies to improve customer satisfaction, retention, and expansion. This role often involves collaborating with other departments, analyzing customer data, and driving initiatives to optimize the customer journey. Ultimately, the Head of Customer Success is responsible for building strong client relationships and maximizing customer lifetime value.

How does a head of customer success typically collaborate with other departments to drive customer satisfaction and retention?

A Head of Customer Success works closely with teams such as Sales, Product, and Support to ensure a seamless customer experience. They often relay customer feedback to the Product team to help prioritize feature improvements and work with Sales to align on customer expectations during onboarding. Regular cross-functional meetings and strategy sessions are common, allowing the Head of Customer Success to advocate for the customer's voice and coordinate initiatives that enhance retention and satisfaction. Effective collaboration is essential for anticipating customer needs and delivering consistent value.

What are the key skills and qualifications needed to thrive as a head of customer success, and why are they important?

To thrive as a Head Of Customer Success, you need strong leadership skills, deep knowledge of customer relationship management, and experience in customer-facing roles—often supported by a relevant degree. Familiarity with CRM platforms like Salesforce, customer success tools such as Gainsight or Zendesk, and experience with data analytics are typically required. Excellent communication, strategic thinking, and the ability to inspire and lead a team are essential soft skills. These qualifications ensure you can drive customer retention, foster growth, and align customer success strategies with overall business objectives.

What is the difference between Head Of Customer Success vs Customer Success Manager?

AspectHead Of Customer SuccessCustomer Success Manager
ResponsibilitiesOversees entire customer success strategy, manages teams, and aligns with company goalsManages relationships with individual clients, ensures customer satisfaction, and renewals
Required SkillsLeadership, strategic planning, cross-functional collaborationCustomer relationship management, communication, problem-solving
Work EnvironmentSenior leadership, cross-departmental teams, strategic planning sessionsClient-facing, day-to-day customer interactions
Typical CertificationsCustomer success certifications, leadership trainingCustomer success certifications, CRM tools training

The Head Of Customer Success focuses on strategic leadership and managing the entire customer success department, while the Customer Success Manager handles direct client relationships and day-to-day customer satisfaction. Both roles require customer success expertise, but differ in scope and seniority.

What are the most commonly searched types of Of Customer Success jobs in Boca Raton, FL?

The most popular types of Of Customer Success jobs in Boca Raton, FL are:

What are popular job titles related to Head Of Customer Success jobs in Boca Raton, FL?

For Head Of Customer Success jobs in Boca Raton, FL, the most frequently searched job titles are:

What cities near Boca Raton, FL are hiring for Head Of Customer Success jobs?

Cities near Boca Raton, FL with the most Head Of Customer Success job openings:

Infographic showing various Head Of Customer Success job openings in Boca Raton, FL as of August 2026, with employment types broken down into 78% Full Time, 20% Part Time, and 2% Contract. Highlights an 86% Physical, 1% Hybrid, and 13% Remote job distribution, with an average salary of $115,238 per year, or $55.4 per hour.

Associate Director of Customer Success (Remote)

UpsideHom, Inc.

Fort Lauderdale, FL • On-site, Remote

$115K - $130K/yr

Full-time

Medical, Dental, Vision, PTO

Re-posted yesterday


Job description

About Upside:
Upside is a housing-focused care partner helping people experiencing housing instability take the next step toward stability. We partner with health plans and care organizations to identify members at risk, build a clear housing plan, and drive the work forward through placement and stabilization.
Upside owns the entire housing process from start to finish. Our team engages members, coordinates with local providers and community resources, manages logistics and documentation, and stays involved until the issue is resolved. Our approach is human-first and outcome-driven, measured by real results like stable housing, completed moves, safer living environments, and successful transitions.
About the Opportunity:
Upside is hiring an Associate Director of Health Plan Success to manage, retain, and grow relationships with key health plan customers. This is a senior individual contributor role with day-to-day ownership of a complex portfolio of health plan customers, which may include large national payer organizations, affiliated health plans, and other strategic accounts.
The Associate Director will serve as a trusted partner to customer stakeholders, helping ensure strong program performance, customer satisfaction, and long-term retention. This person will also identify opportunities to increase referrals, expand into new populations or lines of business, and extend or renew existing contracts.
This role reports to the SVP of Customer Success. Internally, this role is referred to as Associate Director, Customer Success.
Work Location and Schedule:
  • Full-time, fully remote within the United States
  • Must be able to work effectively across multiple U.S. time zones
  • Must be available to travel as needed for customer meetings, business reviews, and other key relationship-building activities.

What You'll Do:
  • Own day-to-day relationships for an assigned portfolio of health plan customers
  • Serve as the primary point of contact for customer stakeholders
  • Lead recurring customer meetings, quarterly business reviews, and performance updates
  • Monitor account health, customer satisfaction, referral volume, and program performance
  • Identify and address customer risks before they impact retention
  • Own renewal planning and execution for assigned accounts
  • Identify opportunities to increase referrals, expand into new populations or lines of business, and extend existing contracts
  • Partner with Sales, Operations, Product, and leadership to support customer goals and growth
  • Maintain clear account plans, renewal timelines, risks, and expansion opportunities in Salesforce
  • Help build Customer Success processes, playbooks, reporting, and OKRs as the team scales

What We're Looking For:
  • 6+ years of experience in customer success, account management, partnerships, or client services
  • Experience working with health plans, managed care organizations, or other complex healthcare customers
  • Strong understanding of Medicaid, Medicare Advantage, D-SNP, case management, or social drivers of health
  • Proven success managing, retaining, and growing high-value customer relationships
  • Experience with renewals, cross-selling, referral growth, or account expansion
  • Strong presentation, communication, and relationship-building skills
  • Ability to operate independently and manage multiple complex accounts without significant oversight
  • Experience working cross-functionally in a startup, SaaS, or technology-enabled services environment
  • Proficiency with Salesforce or a similar CRM
  • Ability to work effectively across multiple time zones

Compensation and Benefits:
  • Base salary: $115,000-$130,000
  • Performance-based variable compensation
  • Medical, dental, and vision coverage
  • Paid time off and company holidays

Upside is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex, marital status, ancestry, disability, genetic information, veteran status, gender identity or expression, sexual orientation, pregnancy, or other applicable legally protected characteristic. Upside is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans. If you have a disability or special need that requires accommodation, please let us know.