Customer Success Operations Specialist

About Us

At SimplePractice, we are improving access to quality care by equipping health and wellness clinicians with all the tools they need to thrive in private practice.

More than 250,000 providers trust SimplePractice to build their business through our industry-leading software with powerful tools that simplify every part of practice management. From admin work to clinical care, our suite of innovative solutions work together to reduce administrative burden—empowering solo and small group practitioners to thrive alongside their clients.

Award-winning and people-first, SimplePractice is shaping the future of health tech. In 2026, we were recognized by BuiltIn as a Best Remote Company to Work For, Software Guru's Best Places to Code, Becker Healthcare Telehealth Companies to Know, and we won a MedTech Breakthrough Award for Best Practice Management Solution Provider.

The Role

We’re looking for a friendly, AI-passionate, and impact-driven Customer Success Operations Specialist to join our team. You’ll help us scale and optimize our Customer Success organization by equipping our teams with the right tools, workflows, and data—with a special focus on AI innovation.This role is ideal for someone who loves operational excellence, thrives on cross-functional collaboration, and gets excited about the transformational power of AI and automation

Responsibilities

Be a Champion of AI for the CS Org

Serve as the owner and evangelist of all AI/automation initiatives across Customer Success

Train, evaluate, and maintain AI models (e.g., ChatGPT, Ultimate, custom workflows)

Partner with Enablement and Education to ensure AI tools are aligned with support philosophy and team readiness

Stay on the cutting edge of generative AI, surfacing use cases that drive efficiency, accuracy, and better CX

Advocate for AI-driven self-service improvements and help deploy them across channels

Track the impact of AI on metrics like resolution time, ticket deflection, and CSAT

Translate team feedback into iterative improvements and share key learnings with leadership

Manage Customer Success Tools & Systems

Administer and enhance CS platforms, including:

Zendesk: Maintain all views, fields, triggers, automations, macros, forms, and reporting structures

Zoom, Calendly: Support scheduling and call integrations

QA/WFM tools: Configure and manage systems like Assembled, Maestro

Maintain up-to-date internal documentation, SOPs, and workflow playbooks for tooling and process changes

Collaborate with Product, Engineering, and IT for system launches and improvements

Enable Team and Business Success

Identify request trends through data and create additional workflows/initiatives to limit time spent by the CS team

Align tooling and workflows to support revenue-driving initiatives (e.g., trial conversion, feature adoption)

Identify and operationalize opportunities for upsell, retention, and self-service enablement

Deliver on cross-functional projects with Enablement, Marketing, and Product

Secondary Responsibilities

Support product launches through documentation, training, and alignment

Jump in on live support (chat, phone, Zoom) during key events or as needed

Lead Q&A sessions or 1:1 walkthroughs to support customers

Desired Skills & Experience

3+ years of experience in a CS Operations role

Bachelor’s degree from an accredited college or university

A sense of urgency to provide a world-class customer experience

The ability to adapt to different situations and make adjustments as needed

Experience leveraging customer success best practices

Proven ability to develop strategies, translate them into initiatives, and track successful execution

Demonstrated operational excellence in analytical thinking, process development and improvement, problem solving, communication, delegation, and planning that will drive organizational efficiencies and customer satisfaction

The ability to collaborate effectively across the organization and with external stakeholders

Proficiency with technology and web apps such as Slack, Asana, and Google Workspace

Preferred: 6+ months experience with Agile project management tools like Pivotal Tracker, collaborative interface design tools like Figma, HTML, CSS, JavaScript, Artificial Intelligence (AI)/Machine Learning (ML), API integrations, workforce management tools like Assembled, complex tech stacks, and specialized teams

Bonus Points

1+ years experience with tools like Pivotal Tracker, Figma, Assembled, Maestro, and Zendesk

Familiarity with HTML/CSS/JavaScript, APIs, or SaaS integrations

Experience maintaining or evaluating generative AI platforms

Background in a high-growth, B2B SaaS environment

Past work supporting complex tech stacks or product-led CS orgs

Benefits

We offer a competitive benefits program including:

Medical, dental, vision, life & disability insurance

401(k) plan with company match

Flexible Time Off (FTO), wellbeing days, paid holidays, and summer Fridays

Mental health resources

Paid parental leave & Backup Care

Tuition reimbursement

Employee Resource Groups (ERGs)

California Job Applicant Privacy Notice

Thank you for your interest in opportunities at SimplePractice LLC (“SimplePractice” or “us” or “we” or “our”). Please note that when you submit your resume or application materials to us for employment purposes, you are subject to the SimplePractice California Job Applicant Privacy Notice .

For more information about our privacy practices, please contact us at [email protected] .

Notice to Candidates

SimplePractice has been made aware of fraudulent job postings and unaffiliated third parties posing as our recruiting team. We do not have any affiliation or connection to these situations and only post open roles on our official Careers page ( simplepractice.com/careers ) and reputable job boards like our official LinkedIn or Indeed pages.

All official SimplePractice recruitment emails will be sent from the domains @simplepractice.com, [email protected] or no‑[email protected] email addresses.

Examples of fraudulent domains include careers-simplepractice.com, simplepractices.com, and simplepractice.careers.

Please note that SimplePractice will never ask candidates or new hires for money or payment of any kind at any stage of the recruitment or onboarding process.

Base salary is one component of total compensation. Employees may also be eligible for an annual bonus or commission. Some roles may also be eligible for overtime pay.

The amount below represents the expected annual base compensation range for this job requisition. Ultimately, in determining your pay, we’ll consider many factors including, but not limited to, skills, experience, qualifications, geographic location, and other job-related factors.

Base Compensation Range

$74,000 — $85,000 USD