Customer Community & Engagement Leader

I turn customers
into advocates.

Because your best salesperson isn't on your payroll.
They're already your customer.

I'm Jamie Levy. For 20+ years I've been the person companies call when they want to stop managing customers and start building communities. Fractional CCO, engagement architect, and relentless believer that every business relationship is, first and foremost, a human one.

Jamie Levy — Customer Community & Engagement Leader
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"
Customer success isn't a department.
It's a feeling your customers carry
every time they think of you.
— Jamie Levy  ·  Written from experience, not a textbook

My Philosophy

The radical act of
speaking human

Most companies talk to customers. Very few actually listen. And almost none build spaces where customers feel genuinely seen, connected, and invested in your mission.

That gap — between transaction and transformation — is exactly where I work. I build programs, teams, and cultures that close it.

The result? Customers who stay longer, spend more, and bring their friends.

01

🤝 Customers are humans first

Every renewal decision, every referral, every churn risk — it comes back to how someone felt. Feelings are data too.

02

🌱 Community beats transactions

One well-run customer community creates more loyalty than a dozen QBR decks. Peer-to-peer trust is the most powerful force in B2B.

03

📣 Advocacy is earned, not automated

You can't automate your way to genuine customer advocates. You have to show up, make them feel special, and give them a story worth telling.

04

🔥 Engagement at scale is possible

A one-to-many model doesn't mean impersonal. The right architecture lets you deliver meaningful moments to thousands simultaneously.

Fractional & Consulting

Where I can make an impact

Whether you need a fractional CCO to lead from the front, or a consultant to design your community and engagement strategy, here's what I bring to the table.

👑

Fractional CCO / VP Customer Success

Senior CS leadership without the full-time price tag. I embed into your team, align your go-to-market motion, and build the function that drives retention and growth.

Strategic Leadership
🌐

Community Program Design

From zero to a thriving customer community. I design the architecture, content, peer connections, and rituals that make customers want to show up and stay.

Community Building
💡

Customer Engagement Strategy

One-to-many engagement that still feels personal. I create programs, touchpoints, and experiences that move customers from passive users to active participants.

Engagement Design
📣

Advocacy & Reference Program

Unlock the power of your happiest customers. I build structured advocacy programs that turn customer love into case studies, references, and word-of-mouth growth.

Revenue Impact
🏗️

CS Team Building & Coaching

Hire for empathy, train for excellence. I help you build, structure, and coach CS teams who genuinely care — and know exactly how to show it.

Team Development
🎙️

Keynote & Workshop Facilitation

A sought-after speaker on customer engagement, community, and the human side of SaaS. I run workshops that shift mindsets, not just check CPD boxes.

Speaking & Facilitation
100% Customer satisfaction on the Unboxed program at Shopify Plus
85%+ Of global customer footprint managed with a scaled engagement model
Consecutive quarters holding the highest renewal rate in Magento history
20+ Years building communities and programs that actually move the needle

Proof in Practice

Programs I've built from scratch

Not theory — real programs I designed, launched, and ran. This is what "speaking human" looks like in execution.

📦

Unboxed

Shopify Plus

A net-new program I designed from the ground up to bring brands together to identify emerging trends and inspire each other. Multi-country events with 35+ brands attending from 4 countries — intimate, high-signal, and built entirely on trust.

100% client satisfaction · Brands traveling from 4 countries
🔬

Product Lab

Shopify Plus

A co-creation community giving enterprise merchants early access to products at different stages of development — turning customers into genuine product partners. The result? Richer insights, faster iteration, and customers who felt deeply invested in the platform.

Critical product feedback loops unlocked · Deep merchant investment
🔵

Peer-Led Roundtables

Shopify Plus

Intimate, facilitated conversations connecting merchants across the portfolio. Built the playbook from scratch — later adopted by a leadership-appointed cohort of merchant success leaders. Peer trust at scale.

Playbook adopted company-wide · Peer trust at scale

Merchant Reference Program

Shopify Plus

Structured advocacy built to close deals. I created the program architecture that established a robust pipeline of merchant references — turning happy customers into active contributors to new business growth.

Revenue-driving advocacy · Closed-loop reference system
🌍

Scaled Community Engagement

Simpro Software

Built and scaled a globally-pooled team to serve the community segment — over 85% of Simpro's global footprint. Leveraged smart automation to deliver a high-impact, one-to-many engagement model without losing the human touch.

85%+ of global customer base · 50%+ of revenue
🏆

Record Renewal Performance

Magento Commerce

Managed a portfolio of 400 accounts and drove the highest renewal rate in Magento's history — for six consecutive quarters. Added $500K in additional annual revenue while keeping churn at near-zero through genuine relationship management.

Highest renewal rate in company history · $500K additional ARR

Experience

A career built on
human connection

From enterprise account management to building globally-distributed engagement teams, every chapter of my career has been about the same thing: making customers feel like the most important person in the room.

I've worked across e-commerce, SaaS, logistics, and field services — which means I understand that the fundamentals of human connection don't change, even when the industry does.

View full profile on LinkedIn ↗
2024 — Present
Director, Global Customer Engagement
Simpro Software
  • Built and scaled a new globally-pooled team serving 85%+ of the global customer base
  • Designed a one-to-many engagement model to redefine the community segment lifecycle
  • Responsible for over 50% of company revenue through scaled relationship management
2022 — 2024
Chief Customer Officer
Branding Brand
  • Strengthened enterprise relationships and identified untapped market segments
  • Drove retention and new business development across the portfolio
2017 — 2022
Head of Engagement, North America (+ Exec Engagement)
Shopify Plus
  • Built the engagement team from scratch; grew to lead a globally dispersed team with $5M budget
  • Created Unboxed (100% CSAT), Product Lab, peer roundtables, and merchant reference program
  • Recognized company-wide as the thought leader on merchant relationships and trend identification
2013 — 2017
Manager, Client Strategy & Senior Account Manager
Magento Commerce
  • Managed 400 accounts; held highest renewal rate in Magento history for 6 consecutive quarters
  • Secured $500K+ in additional annual revenue; personally closed 30+ strategic deals
  • Achieved near-100% client retention across a complex strategic portfolio
2004 — 2013
Enterprise Sales & Business Development
Coyote Logistics · Standard Parking · CH Robinson
  • Built a foundation in enterprise sales, logistics, and relationship management
  • Developed the commercial instincts that now underpin every engagement strategy I build

Expertise

Skills that move the needle

The toolkit behind the relationships.

Customer Community Building Engagement Program Design Customer Advocacy Customer Retention Fractional CCO CS Organization Design One-to-Many Engagement Models Cross-Functional Leadership Storytelling & Content Relationship Building D2C & B2B E-Commerce Strategic Planning $5M+ Budget Oversight Hiring & Coaching Customer Journey Mapping Peer-Led Programs NRR & Renewal Strategy Public Speaking Workshop Facilitation Design Thinking Data Analytics Global Team Management

Let's work together

Ready to put humans
back at the heart of your CS?

Whether you need fractional leadership, a community strategy, or someone to help your team genuinely connect with customers — let's have a real conversation.

Start the conversation →