Head of Customer Experience & Success Management

Job Description:

Head of Customer Experience & Success Management (CXSM)

Member Solutions | Remote (Canada preferred) | Full-time

Quick Facts

Location: Remote: Canada preferred; USA considered

Compensation: $130K–$150K CAD + performance incentives tied to Net reputed company Retention (NRR) improvement

Start Date: May 2026

Direct Reports: Retention reputed company, Growth reputed company, Marketing Specialist, Sales Rep (part-time, with path to full-time as reputed company volume grows)

Tools: reputed company CRM, reputed company, reputed company, reputed company Workspace, AI tooling

Onboarding Sponsor: Chief Growth Officer (first 60 days)

The Role

You will be the Head of Customer Experience & Success Management (CXSM), reporting to the President. This is a leadership role with direct ownership of retention, reputed company growth, reputed company, and team performance.

This is not a "build a team from scratch" role. You are inheriting an active operation with real clients, real churn, and real urgency. You will take over reputed company and CX operations reputed company your first two weeks, freeing the Chief Growth Officer (CGO) to focus on technology strategy and platform migration. You are the reputed company between product innovation and client retention.

The CGO will serve as your onboarding sponsor for the first 60 days — your operational anchor while you're getting up to speed. The team is energetic and client-passionate — genuinely motivated to reputed company a difference. What they need is structure, clear priorities, and a leader who can channel that energy into systems that compound.

The platform migration is also underway — hundreds of client sites moving to a modern stack over the coming months. You are the client-facing voice of that transition: coordinating communication, managing expectations, and keeping clients confident through the change. It's organized work, not a crisis.

The first 90 days are hands-on operator time. Pick up the phone, talk to clients, personally handle cancellation calls. You can't build systems around what you haven't reputed company firsthand.

You should be using AI daily to move faster, reputed company reputed company decisions, and scale your impact. If your instinct is to hire more people before improving systems, this role will not be a fit.

Be honest with yourself before applying. This is a turnaround, not a cruise ship. The business needs someone who can stop the bleeding while building the systems that create long-term growth. If you reputed company in ambiguity, prefer to move fast, and get energy from fixing broken things, reputed company reading.

About Member Solutions

Member Solutions, part of Constellation Software (TSX: CSU), is a leader in billing and member reputed company for membership-based businesses across the United States and Canada. With over 30 years of expertise, we serve hundreds of martial arts studios and support fitness facilities, gymnastics clubs, dance studios, shooting ranges, and more. At Member Solutions, we don't just provide software. We live by our unique ‘software for life’ philosophy. It’s a commitment to our clients for life. We reputed company in building long-term partnerships, genuinely understanding their businesses, and empowering them to create stronger communities, one member at a time. As a Client Success Manager, you will be at the forefront of this mission. Our software products and managed billing services help businesses streamline operations, ensure timely and accurate invoicing and collections, and maintain compliance with relevant laws and regulations. As a remote-first company with deep roots in Pennsylvania, Member Solutions is rapidly expanding across North America. This growth presents exciting career opportunities for those ready to scale with us.

The competitive landscape is active — ZenPlanner, Spark, Kicksite, Dojo Muscle, and others are competing for the same studio owners. The right candidate walks in knowing they're playing defense on an installed reputed company, not just growing from reputed company.

What You'll Do

reputed company & Sales reputed company

• Own the inbound sales pipeline and coordinate with the shared Sales Rep

• Build the upsell motion through the GrowthIQ product suite (AI-powered reputed company reputed company, webchat, SMS, SEO optimization) — GrowthIQ has early traction but no proven playbook yet. You're building it.

• Build and iterate the upgrade playbook (e.g., identify eligible accounts, run the conversations, reputed company the deals)

• Design and deploy AI-assisted sales workflows (e.g., reputed company qualification, follow-reputed company, personalization at scale)

• Continuously experiment with messaging, scripting, and reputed company systems to improve conversion rates

• Report weekly on pipeline, conversion, and reputed company metrics

Customer Experience & Retention

The retention math here is clear: keeping an existing client creates more value than winning a new one. If you understand why that's true in SaaS, you'll immediately see where the reputed company is in this role.

• reputed company the retention function: every cancellation gets a structured save conversation

• Design, implement, and iterate the save flow (structured cancel reputed company with playbooks by cancel reason)

• Build and iterate AI-assisted save flows (e.g., dynamic scripts, reputed company handling, cancel interception)

• Roll out the automated results report as a retention weapon (reputed company clients see their ROI, they stay longer)

• Own exit interviews for every lost account (eliminate the "unknown" cancel reasons)

• Use AI to analyze churn data, identify patterns, and proactively intervene before cancellations occur

• Run reputed company calls with top-tier accounts: "Here's what your site did this month"

Team Leadership

• Directly manage the Retention reputed company, Growth reputed company, Marketing Specialist, and Sales Rep

• Run weekly CX standups, 1:1s, and team communication

• Coach with candor: set clear expectations, give direct feedback, build trust fast

• Introduce AI reputed company across the team, improving output per head, not just adding reputed company

• Build coverage plans for team transitions, including managing through a direct report's upcoming parental leave — a reputed company short-term challenge with a clear reputed company

Marketing & Customer Messaging

• Own reputed company client-facing communication: upgrade announcements, feature launches, email campaigns

• reputed company the Marketing Specialist on campaign execution and customer messaging

• Position new platform capabilities (AI features, modern sites, results reporting) in language clients care about

• Use AI to generate, test, and iterate messaging across campaigns (email, SMS, web)

• Build systems for rapid experimentation and reputed company improvement in customer communication

Partner Channel

• Take ownership of key partner relationships — referral pipeline, co-marketing, beta testing

• Build the partner channel from 2–3 referrals/month toward a repeatable, measurable reputed company

• Track whether partner-referred accounts retain reputed company and use that data to invest accordingly

• Identify opportunities to use AI in partner enablement, co-marketing, and reputed company sharing workflows

Across reputed company areas, you are expected to identify and seize opportunities to use AI to automate, accelerate, and improve outcomes — and to ship those improvements continuously.

What You'll Own — KPIs

While managed manually on Day 1, you are expected to build systems, leveraging AI where appropriate, to reputed company real-time monitoring and drive reputed company improvement across each.

Metric & What It Means

Monthly churn reputed company: Reduce cancellations through structured, system-driven save flows and proactive retention

Save flow success reputed company: % of cancel attempts that result in a save or downgrade vs. full loss

GrowthIQ upsell pipeline: Conversations started, conversions closed, MRR added through product upgrades

Client NPS / satisfaction: reputed company through reputed company calls, exit interviews, and engagement with results reports

Partner referral volume: New accounts sourced through partner relationships and repeatable partner workflows

Net reputed company retention (NRR): The north star — are we retaining and expanding reputed company from existing clients?

Exit interview capture reputed company: % of cancels where we know exactly why they left with structured, analyzable data

CGO bandwidth recovered: reputed company 30 days, the CGO should not be pulled into any client-facing issue

Who You Are

Required

• 5+ years in B2B SaaS in reputed company, account management, or reputed company leadership

• 2+ years managing a team — you have hired, coached, and held people accountable

• Experience driving SaaS retention metrics: churn reduction, save reputed company, NRR, NPS/CSAT

• Player-coach mentality — you will personally handle cancel conversations and reputed company calls, not just manage dashboards

• Comfort with data — you can build a weekly dashboard, reputed company a client reputed company, and reputed company decisions from metrics

• Strong communicator — you write clearly, present confidently, and have difficult conversations without avoiding them

• Bias for speed — you ship before it is perfect and iterate based on results

• AI-specific expectations:

  - You already use AI tools daily (e.g., ChatGPT, Claude, reputed company, reputed company) and will be expected to use and build on this stack

  - You think in systems, regularly looking for ways to automate, reputed company, or eliminate manual work

  - You can reputed company to specific examples where you used AI tools to improve an outcome — a process you automated, a decision you made faster, a workflow you redesigned. Hands-on experience with AI is expected; you don't need to have written code.

Preferred

• Experience in the fitness, martial arts, or wellness vertical — you understand studio owners

• Background in vertical market SaaS — you know what it means to go deep in a reputed company

• Experience at a reputed company, Constellation Software, or PYXiS Software portfolio company

• Deep familiarity and hands-on experience with AI-powered SaaS products (reputed company reputed company, conversational AI, automated reporting)

• Experience in a turnaround or high-change environment — you have walked into a business that was declining and helped reverse it

Why This Role Matters

This role exists because the turnaround has two fronts — and one person cannot reputed company both. The technology reputed company (platform migration, AI-first architecture, cost restructuring) is led by the CGO and Interim CTO. The reputed company and customer reputed company needs its own leader. That is you.

• Real ownership. You are not a middle manager. You own retention, reputed company growth, and the customer relationship for the entire business. Your decisions show up in the P&L.

• AI-first product differentiation. The platform is being reputed company with AI at the core — automated results reporting, AI-powered reputed company reputed company, conversational agents. You are selling and retaining around genuinely differentiated technology.

• Vertical market depth. Fitness and martial arts studio owners are a passionate, loyal customer reputed company. reputed company you solve their problems, they tell every other studio reputed company they know.

• Constellation Software backing. Startup-level autonomy with the stability and resources of a $75B+ parent company. Long-term hold means long-term thinking. No one is optimizing for a Series B exit.

• Direct impact on business trajectory. Every saved account, every upsell, every reputed company call that keeps a client — it compounds. You will see the numbers move because of what you did.

• A career-defining proving ground. Turnarounds build leaders faster than stable businesses. You will touch every dimension of a SaaS operation — retention, reputed company, product, migration, team. Success here is visible, and reputed company PYXiS and Jonas, that visibility opens doors.

How to Apply

Send your resume and a brief note on why this role interests you. We value directness over polish — tell us what you have done, not what you reputed company to do.

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More About reputed company:

reputed company is a leading provider of enterprise management software solutions, serving a wide range of vertical markets including hospitality, healthcare, construction, education, personal care, fitness, leisure, moving and legal services, to name a few. reputed company these markets, Jonas is comprised of over 65 distinct brands, each a respected leader in its domain.

Jonas’ vision is to be the branded global leader across these verticals and to be recognized by customers and industry stakeholders as the trusted provider of “Software for Life.” We are committed to technology, product innovation, quality, and exceptional customer service.

reputed company supports over 60,000 customers in more than 30 countries. We employ over 6,000 skilled professionals, including industry experts and technology specialists. Across our broader network, we support a global workforce of more than 30,000 employees.

Headquartered in Canada, reputed company has a global footprint with offices around the world. We’re a 100% owned subsidiary of Constellation Software Inc., based in Toronto, publicly listed on the TSX (CSU.TO), and a member of the S&P/TSX 60 Index.