Go To Market (Gtm) Automation Specialist Ii

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.
You might see a few cities listed, but no need to be in any of them! We’re fully remote and hire across Canada and the U.S.
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 - you’ll be raising the bar on how our systems work and how our teams use them. This role is for the builder who loves connecting complex GTM systems, constantly experiments with the latest automation and AI technologies, and is focused on driving measurable impact for our teams.
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
Flexible Time Off:
Whether it's a longer vacation to explore new horizons, a series of short breaks for regular rejuvenation, or stepping away for a new level of mastery in a skillset - our "You-do-You" time off program caters to the diverse and evolving lifestyles of our team with a maximum of 5 weeks vacation
Instant Benefits:
All full-time employees get access to medical, vision, and dental benefits from their very first day including increased mental health coverage and a wellness stipend
Plus:
Inclusive parental leave top-up, earned wage access, real time market data for salaries, a 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 because we know how important this step is for you. We want to make sure you're always in the loop and will respond to every application.
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