GTM Operations Engineer

Trolley; Halifax; Hybrid; CAD 65,000 - 85,000; Full time

Benefits offered by this job

Competitive salary and equity

Extended Healthcare benefits

4 weeks paid vacation

30 days remote work

Gym membership allowance

Job summary

Trolley is seeking a skilled professional to lead AI-powered marketing campaigns. The role emphasizes rapid execution and collaboration across teams to ensure growth. You will focus on building campaigns, tracking performance, and managing data quality.

A successful candidate will bring a mix of creativity and technical skills, along with a data-driven approach to optimize conversion rates. Join our diverse team and help us shape the future of payouts!

Qualifications

• Track record of building campaigns focused on bottom-of-funnel pipeline.
• Experience managing CRM and marketing automation systems.
• Comfortable with marketing automation and no-code tools.

Responsibilities

• Build AI-enabled campaigns end-to-end.
• Create a roadmap of experiments for pipeline targets.
• Own account and contact data quality across GTM systems.

Skills

Campaign Ownership

Experimentation

Technical Execution

Data-Driven

Sales Fluency

Tools

CRM systems

Marketing automation tools

No-code stacks

Job description

About Trolley

Trolley is the payouts platform for the internet economy. Our vision is to unlock the collective economic opportunity of the internet – for everyone – by building a truly global payouts ecosystem. Through our powerful platform and API, Trolley enables businesses to reach people from all corners of the world and offer creators, on‑demand workers, and suppliers the ability to bring their specialized talents to a global market. Businesses use Trolley to automate and manage payouts, collect recipient tax and banking information, and mitigate fraud and risk. It is the go‑to payouts solution for hundreds of businesses such as Canva, Soundcloud, and Envato, ensuring creators, artists, and suppliers get paid efficiently. Trolley has processed millions of payments, supporting musicians, artists, makers, vendors, and suppliers worldwide.

Reports to

Director, Demand Generation

Interview stages

preliminary/recruiter interview, hiring manager interview, case study + presentation.

About the Role

We want to ship fast, test, learn, and iterate to build a pipeline that converts. This is a technical and creative role focused on rapid marketing and sales campaign execution, AI‑powered automation, and measurable results. You’ll work backward from pipeline goals to build what we need: campaigns, workflows, custom landing pages, autonomous chat solutions, and experimental growth plays.

You own the full cycle—from idea to post‑ops—including sprint management, reporting, automation, and operational excellence across our GTM stack. You’ll help ensure our campaigns, systems, data, and processes work together to drive efficient pipeline growth.

Your Standard Week

• 70% Building: Executing campaigns, setting up automation, and shipping experiments.
• 20% Data & Reporting: Tracking metrics, analyzing performance, and optimizing.
• 10% Syncs: Cross‑functional coordination and planning.

What You’ll Be Doing

• Campaign Ownership: Build AI‑enabled campaigns end‑to‑end, managing tooling, deployment, and delivery against deadlines.
• Experimentation: Build a monthly roadmap of experiments focused on hitting pipeline targets.
• Technical Execution: Own technical changes to demo forms, landing pages, and trial experiences, and campaign infrastructure.
• GTM & ABM Operations: Own account and contact data quality, segmentation, routing, enrichment, and audience management across Trolley’s GTM systems.
• Data & Insights: Build campaign‑level reporting to measure impact from top‑of‑funnel to closed‑won; be the expert on the data.
• Troubleshooting: Diagnose tooling issues and optimize workflows day‑to‑day.
• Collaboration: Work cross‑functionally with sales, product, and content teams to deliver cohesive, high‑impact campaigns.

What you’ll need to be successful

• Open Curiosity: Be open and willing to collaborate. You act with intention, stay humble, seek feedback to improve. Focus on winning as a team, but speak up to share feedback when you have an opinion.
• Growth/Demand Gen Experience: A track record of building A‑Z campaigns focused on bottom‑of‑funnel pipeline or customer expansion.
• AI Proficiency: Treat AI as a core component of your toolkit for automation and scaling.
• Technical Fluency: Comfortable with marketing automation tools and no‑code stacks. Iterate and improve existing systems.
• Marketing & Revenue Ops Experience: Experience managing CRM and marketing automation systems, including lead routing, attribution, lifecycle management, tracking, and reporting.
• CRO Mindset: Creative and technical, focused on increasing conversion rates, pipeline velocity, and lead experience.
• Data‑Driven: Love nerding out with the data team but can synthesize complex metrics into actionable “what’s next” plans.
• Startup DNA: Worked in fast‑growth environments, egoless, and celebrate building impactful, scalable solutions.
• Sales Fluency: Understand the sales funnel, core metrics, and how to align marketing output with sales needs.

Bonus points

• Background in B2B SaaS or fintech.
• Previous experience in a GTM Engineering or similar hybrid technical‑marketing role.
• Strong meme game (we’re a team, let’s have fun).

What we offer

• Competitive salary and meaningful equity (ESOP).
• Join an amazing team of diverse people working together on a common mission.
• Extended Healthcare benefits including dental, vision, LTD, etc. from day 1.
• 4 weeks paid vacation per year + public holidays (+ 1 extra vacation day per year of service).
• 30 days remote work from anywhere.
• Gym membership allowance.
• 1/2 day Fridays off during summer.
• Company‑provided use of Apple MacBook Pro and Mac gear.