Who We Are
At ZayZoon, we are on a mission to save 10 million hardworking employees 10 billion dollars. We’ve created a financial empowerment platform that helps businesses of all sizes make a big impact on employee financial wellness.

We offer a variety of financial wellness services, like earned wage access, that allows employees to access their earned wages ahead of payday. With 74% of ZayZoon customers reporting reduced financial stress, we know our solutions help lead to happier and more productive employees. ZayZoon was also recognized for its growth in the 2025 Deloitte Technology Fast 50, 2025 Deloitte Technology Fast 500, and top‑10 growth companies in Canada by CIX awards. Our recent funding extension has raised our Series B funding round to nearly $50 million USD. Join us in shaping the future of employee financial wellness and building services that address the immediate needs of today’s employees.

We’re fully remote and hire across Canada and the U.S.; location is not required.

About The Role
As our GTM Automation Specialist, you’ll help us get more out of our systems and find smarter ways to automate, connect, and scale. You’ll focus on improving how we prospect, enrich data, personalize outreach, and measure what’s working using both our existing tools and new AI capabilities. You’ll work closely with Sales, Marketing, and RevOps to spot what’s clunky or manual today and turn it into something more streamlined and reliable – raising the bar on how our systems work and how our teams use them.

Your Impact

Evaluate and evolve our existing GTM tech stack by identifying opportunities to better leverage automation and AI across prospecting, enrichment, sequencing, personalization, and reporting





Design and orchestrate workflows across our GTM tools (e.g., enrichment platforms, sequencing tools, AI tools) to automate and simplify outbound execution

Integrate AI‑enabled tooling with our CRM, first‑party data, and third‑party vendors to ensure clean, enriched, and actionable data flows

Build and optimize automated prospecting and enrichment pipelines to improve targeting accuracy, segmentation, and message relevance

Enable AI‑assisted, multi‑channel outbound programs (email, LinkedIn, etc.) that increase personalization while maintaining scale and consistency

Partner closely with Sales, RevOps, and Marketing to operationalize outbound strategies and reduce day‑to‑day execution friction for reps

Establish and support a GTM experimentation framework, incorporating AI‑driven testing across messaging, targeting, sequencing, and channels

Build and refine dashboards and reporting that measure performance, adoption, and ROI of automation and AI‑driven GTM initiatives

Document workflows, tooling, and AI best practices to drive adoption and long‑term scalability across the team

You Bring

4+ years of experience in Go‑to‑Market Automation, Revenue Operations, Sales Operations, or Growth Operations within a SaaS environment

Strong experience working with HubSpot, including automation, workflows, data models, and reporting that support scalable GTM operations





Strong understanding of data hygiene, enrichment, segmentation, and how they impact targeting and performance

Experience building dashboards and running experiments to improve GTM performance, messaging, and pipeline outcomes

Hands‑on experience designing, building and optimizing GTM automation across tools like Clay, Apollo, Outreach, Salesloft, and enrichment platforms

Ability to apply AI and LLM tools to GTM workflows including prospect research, message personalization, enrichment, and automated decisioning within outbound and lifecycle motions

Experience integrating tools and systems using APIs, webhooks, or platforms like Zapier, Make, n8n, or Workato

Why You’ll Love Working At ZayZoon

Permanently Remote: Work from a desk, a coffee shop, or in the great outdoors – our jobs are fully remote, forever

Adaptable Time Off: Our “You‑do‑You” time‑off program offers up to 6 weeks vacation and caters to diverse lifestyles

Instant Perks: Full‑time employees get access to medical, vision, and dental perks from day one, plus increased mental‑health coverage and a wellness stipend

Plus: Inclusive parental‑leave top‑up, earned wage access, real‑time market data for salaries, supportive culture for lifelong learners, and more

What You Can Expect From Us
Every application will be reviewed by our team – we’re committed to giving each application the attention it deserves. We want to make sure you’re always in the loop and will respond to every application. So go ahead and hit that apply button with confidence, knowing that we’re here for you every step of the way!

Compensation Range: CA$94K – CA$135K

#J-18808-Ljbffr

📌 Go to Market (GTM) Automation Specialist (Ontario)
🏢 ZayZoon
📍 Ontario