Full-Time

GTM Operations Engineer

Trolley

Trolley

51-200 employees

Global payment processing for businesses

No salary listed

Montreal, QC, Canada

Hybrid

Hybrid role with up to 30 days remote work from anywhere.

Category
Growth & Marketing (1)
Required Skills
Data Analysis

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Requirements
  • Growth/Demand Gen Experience: A track record of building A-Z campaigns focused on bottom-of-funnel pipeline or customer expansion.
  • AI Proficiency: You don’t just "use" AI, you treat it as a core component of your toolkit for automation and scaling.
  • Technical Fluency: Comfortable with marketing automation tools and no-code stacks. You focus on iterating and improving existing systems.
  • Marketing & Revenue Ops Experience: Experience managing CRM and marketing automation systems, including lead routing, attribution, lifecycle management, tracking, and reporting.
  • CRO Mindset: You are both creative and technical, focused on increasing conversion rates, pipeline velocity, and lead experience.
  • Data-Driven: You love nerding out with the data team but can synthesize complex metrics into actionable "what's next" plans.
  • Startup DNA: You’ve worked in fast-growth environments, are egoless, and celebrate building impactful, scalable solutions.
  • Sales Fluency: You understand the sales funnel, core metrics, and how to align marketing output with sales needs.
  • Open Curiosity: Be open and willing to collaborate. You act with intention, stay humble, seek feedback to improve.
Responsibilities
  • 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.
Desired Qualifications
  • 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).

Trolley provides global payment processing tailored for businesses of all sizes. It offers tools to automate sending and receiving payments, with features for tax compliance, recipient management, and integration with other financial systems. The platform processes transactions securely and streamlines payment workflows, helping businesses save time and reduce complexity. It differentiates itself through a user-friendly interface, strong security measures, and robust customer support, including transparent incident history and status updates. The company’s goal is to enable reliable, efficient cross-border payments to support growth for SMEs, freelancers, and large corporations, and it generates revenue mainly from transaction fees, with optional premium plans for larger or more complex needs.

Company Size

51-200

Company Stage

Series B

Total Funding

$30.7M

Headquarters

Westmount, Canada

Founded

2015

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Simplify Jobs

Simplify's Take

What believers are saying

  • Thunes expands instant local-wallet payouts across 140 countries.
  • Creator and gig platforms value faster access to funds.
  • Enterprise adoption can scale through Trolley Plus and API integrations.

What critics are saying

  • Tipalti can bundle adjacent workflows and win enterprise accounts.
  • Third-party rail dependencies can disrupt speed, cost, and reliability.
  • Compliance features are becoming table stakes across payout vendors.

What makes Trolley unique

  • Purpose-built payouts and recipient operations for the internet economy.
  • Combines payouts, tax compliance, onboarding, and reconciliation in one platform.
  • Embedded APIs let platforms launch global payouts without rebuilding finance workflows.

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Benefits

Health Insurance

Dental Insurance

Vision Insurance

Company Equity

Paid Vacation

Remote Work Options

Gym Membership

Growth & Insights and Company News

Headcount

6 month growth

0%

1 year growth

4%

2 year growth

2%
Spare Music
Jul 14th, 2025
Faster Payouts, Lower Fees: Spare Music Partners with Trolley

SpareMusic LTD has partnered with Trolley to bring you faster payouts, lower fees, and a much smoother experience - so you can spend less time waiting and more time creating.

Nationwide Report
Jun 17th, 2025
OpenPlay and Trolley Sign Partnership to Streamline Royalty Payments for the Global Music Industry

Music catalog management platform and business engine OpenPlay has announced a new collaboration with Trolley, the end-to-end payouts platform for the internet economy.

Business Wire
Nov 15th, 2024
Trolley Secures $23 Million USD Series B to Accelerate Global Payout Platform Expansion

Trolley, a leading global payouts platform, today announced it has raised $23 million USD in a Series B growth equity funding round led by Wavecrest G

Business Wire
Nov 13th, 2024
Trolley Secures $23 Million USD Series B to Accelerate Global Payout Platform Expansion

Trolley secures $23 million USD Series B to accelerate global payout platform expansion.

BetaKit
Nov 13th, 2024
Trolley raises $32M CAD Series B

Montréal-based FinTech startup Trolley raised $32 million CAD ($23 million USD) in Series B funding to expand its global payout platform. The round was led by Boston's Wavecrest Growth Partners, with support from New York's Pace Capital. The funds will enhance Trolley's payout features, focusing on quicker, safer transactions and global expansion. The investment emphasizes Trolley's Trust product for ID and phone authentication. This round brings Trolley's total funding to approximately $42 million CAD.