Customer Onboarding Specialist

About PushPress PushPress is the AI-powered gym management platform built for boutique fitness. We are transforming how boutique fitness owners operate and how the entire $100B global fitness industry connects, transacts, and grows. Trusted by more than 5,000 gyms and 500,000 members, PushPress processes ~$1B annually. We're a Series B company backed by Altos Ventures, StepStone, and Mucker Capital, and we're going all-in on AI. Our AI Assistant, AI Member Intel, and AI-powered reporting tools are already changing how gym owners and coaches operate. We believe AI should make the human side of fitness better, not replace it. By embedding intelligence directly into the product, we enable boutique fitness owners to make faster decisions, unlock new revenue streams, and collaborate across a connected network. As more gyms join the platform, data compounds, intelligence strengthens, and the value of the ecosystem increases for every owner We are a global team of builders, operators, and fitness fanatics on a mission to level the playing field for independent fitness entrepreneurs. If you are ready to help reshape an industry, let's talk! PushPress is dedicated to fostering an inclusive and dynamic workplace. We’re all about leveling up, and that means we don’t tolerate any form of discrimination or harassment. We’re committed to provide equal opportunities, regardless of race, color, religion, sex, sexual orientation, gender identity or expression, pregnancy, age, national origin, disability, genetic info, veteran status, or any other legally protected characteristic. At PushPress, we’re dedicated to helping both our technology and our team reach peak performance. Whether it’s with your proactive approach, eye for detail, or drive to make a meaningful impact, we’d love to hear from you. At PushPress, we’re all about pushing boundaries and achieving new personal bests—come join us and be part of our fitness-tech journey!

About The Role

The Customer Onboarding Specialist is the first human connection new PushPress clients have after signing up, and that moment matters. This is a full-stack onboarding role, meaning you work across the entire PushPress product suite — gym management, CRM and marketing automation, and website services — onboarding customers on individual products, multiple products, or all of them together depending on what they’ve purchased. This role is responsible for guiding new customers through setup, accelerating Time to First Value, and setting the foundation for long-term success.

You own the onboarding experience from kickoff through launch. Some customers are setting up one product. Others are standing up multiple products simultaneously, which means sequencing setup tracks, managing dependencies between platforms, and adapting your approach when priorities shift. You bring strong product knowledge, clear communication, and disciplined follow-through from day one. With a significant portion of churn occurring in the first six months, this role plays a direct role in retention and customer confidence.

What You'll Do

Guide new clients through setup of PushPress products, including key configurations, integrations, and initial workflows.

Deliver onboarding through a mix of one-on-one calls and Intercom-based support.

Educate clients on workflows aligned to their business goals and operating model.

Track onboarding progress and proactively follow up to remove blockers.

Collaborate with Support and Operations teams to identify and close onboarding gaps.

Review and update Help Docs and customer training material to improve onboarding clarity.

Identify early churn signals and escalate risks to Support or Operations teams.

Provide how-to guidance via chat for customers in the onboarding phase.

Develop deep product expertise across the PushPress platform and stay current on new releases, feature updates, and best practices.

Lead scaled onboarding programs and own early churn identification and mitigation strategies.

How Success Is Measured

Time to Complete Onboarding — duration from contract signing to account launch.

Onboarding CSAT — client satisfaction score for the onboarding experience.

Early Retention — measured against churn reduction targets in the first six months.

What You'll Need

Strong working knowledge of the PushPress product suite, including platform configuration and core workflows.

Experience leading customer onboarding, implementation, or setup projects in a SaaS environment.

Comfort delivering onboarding over video, screen share, and live troubleshooting sessions.

Strong project management skills with consistent follow-up and milestone ownership.

Clear, confident communication with the ability to explain technical concepts simply.

High attention to detail and disciplined use of systems and tracking tools.

Empathy and calm under pressure when supporting customers who feel overwhelmed.

Core Skills and Qualities

Ability to context-switch fluidly between calls, chat support, and follow-up work throughout the day.

Comfort screen sharing across desktop and mobile environments during live onboarding.

Proven ability to manage multiple onboarding timelines at once without losing quality.

Strong written and verbal communication that builds trust and momentum.

Comfort working in CRM systems to track progress, risks, and outcomes.

Ability to adapt onboarding approaches to different business models and client needs.

Ownership mindset with accountability for outcomes, not just meetings completed.

Comfort working asynchronously with cross-functional partners.

Must Have Background

Two or more years of experience in SaaS onboarding, implementation, or client-facing roles.

Demonstrated ability to manage customers through multi-step, multi-week setup processes with consistent follow-through.

Nice-To-Have Background

Experience building or improving onboarding playbooks, content, or automation.

Experience with PushPress software (current/former client)

Background in SMB ownership and management, especially gyms and fitness operations.

Understanding how fitness businesses operate and having the skills to educate, understand and question practices based on the software’s capabilities

Experience supporting CRM pipelines, lead management, or messaging workflows.

Two or more years of experience in gym ownership, gym management, or fitness operations.

Tools and Systems

Daily tools: Intercom, HubSpot, Zoom, Slack, Google Workspace.

Familiarity with PushPress products preferred but not required.

What We're Looking For

Product mastery. You invest in learning the full PushPress suite deeply and can articulate its value clearly to any audience.

Accountability. You own client milestones end to end. Success doesn’t stop when the call ends.

Contribution. You proactively improve the process — whether that’s updating a help doc, flagging a gap in the playbook, or suggesting a better workflow.

Continuous learning. You stay current on product changes and look for ways to sharpen your onboarding approach over time.

How We Evaluate This Role

This Role Is Not

A reactive support role. You are proactively driving customers toward activation, not waiting for them to ask for help.

A scripted role. Customers come in with different products, different business models, and different levels of readiness. You adapt in real time, not just follow a checklist.

A role where the job ends at kickoff. Success means the customer is live, confident, and using the product — not just that the first call happened.

Benefits & Perks