Go-to-Market Engineer, Revenue Operations

About the job – Go-to-Market Engineer, Revenue Operations

We are looking for a Go-to-Market Engineer, Revenue Operations to join our Revenue Operations team and help build the next generation of ContactMonkey’s revenue engine.

You will sit at the intersection of RevOps, Sales, Marketing, Data, and AI automation. You will own core Go-to-Market systems, build scalable workflows, improve lead and account distribution, support forecasting and stage discipline, and turn ideas into working systems that help our revenue teams generate, manage, and convert pipeline more effectively.

You will be the primary owner of Salesforce, HubSpot, and Clay, and you will partner closely with the Vice President of Revenue Operations on our analytics stack, including AWS AppFlow, Athena, and QuickSight. You will also help expand our AI personalization initiatives and enable the sales team through better process, data, Gong insights, and MEDDIC adoption.

The ideal candidate is a builder-operator: technically curious, commercially sharp, automation-obsessed, and comfortable using AI and low-code/no-code tools to ship practical solutions quickly.

Your impact

Own and evolve the Go-to-Market technology stack

• You will own the day-to-day health, architecture, and continuous improvement of Salesforce and HubSpot. This includes object design, fields, workflows, automations, integrations, data quality, permissions, campaign and lifecycle tracking, and the handoffs between Marketing, Sales, Customer Success, and Finance.
• You will also own ContactMonkey’s Clay instance and use it to build high-impact automation across enrichment, routing, research, personalization, scoring, and outbound/inbound workflows.
• You will evaluate, implement, and optimize Go-to-Market tools that improve speed, data accuracy, rep productivity, and revenue visibility.

Build AI-powered revenue automation

• You will design and ship AI-enabled workflows that reduce manual work and improve Go-to-Market execution. This may include account research, persona mapping, lead enrichment, territory/account matching, inbound routing, outbound personalization, follow-up automation, and sales-assist workflows.
• You will use AI-assisted development, automation tools, and vibe coding practices to prototype and operationalize new ideas quickly, while maintaining appropriate controls, documentation, and data hygiene.

Own lead and account distribution

• You will manage and improve the processes that determine how leads, accounts, and opportunities are assigned across the Go-to-Market team. This includes routing logic, ownership rules, round robins, territory mapping, Service Level Agreement tracking, source attribution, deduplication, and exception handling.
• You will partner with Sales and Marketing leaders to make sure the right records get to the right people at the right time, with the right context.

Partner with Marketing on demand gen operations

• You will work closely with the Marketing team to optimize inbound lead flow, including the routing and speed-to-lead logic in Chili Piper, so that high-intent prospects reach the right reps quickly and reliably.
• You will help operationalize demand and intent tools like G2, turning buyer signals into actionable workflows that prioritize and surface the right accounts and leads.
• You will build the workflows, data, and reporting needed to understand channel performance, giving Marketing and Revenue Operations clear visibility into where pipeline and revenue are coming from.
• You will support initiatives related to Large Language Model discoverability, helping ensure ContactMonkey is well represented and easily found across AI-driven search and discovery experiences.

Support analytics, forecasting, and revenue visibility

• You will partner with the Vice President of Revenue Operations to improve ContactMonkey’s revenue analytics foundation across AWS AppFlow, Athena, QuickSight, Salesforce, HubSpot, and related data sources.
• You will help maintain clean, reliable data flows and build dashboards or reporting layers that give leaders visibility into pipeline creation, conversion, stage progression, forecast health, rep productivity, lead performance, campaign impact, and Go-to-Market efficiency.

Strengthen sales process and methodology

• You will support forecasting, stage management, pipeline hygiene, and MEDDIC adoption. This includes building the fields, validation rules, workflows, reporting, and enablement assets that help sales leaders inspect deals consistently and coach reps effectively.
• You will help ensure Salesforce reflects the reality of the deal cycle, not just administrative updates.

Build Tools to Support Enablement through Gong and Go-to-Market insights

• You will build the tools and systems that allow Sales leadership and Enablement to effectively use Gong insights to improve rep performance, messaging, discovery, objection handling, MEDDIC adherence, and stage progression.
• You will design and implement the practical enablement workflows, dashboards, trackers, and feedback loops based on call and deal insights, ensuring the right tools are in place for the enablement team.

About you

• Experience: 5+ years in Revenue Operations, Sales/Marketing Operations, or Go-to-Market Engineering.
• Go-to-Market Systems Expertise: Hands-on experience with Salesforce and HubSpot, covering architecture, process design, data quality, and reporting.
• Automation/Artificial Intelligence: Experience with Clay (or the ability to master it) for building AI-powered automations, including enrichment, personalization, and Customer Relationship Management writeback. Proven ability with other automation tools (e.g., Zapier, Salesforce Flow).
• Data Fluency: Comfortable with data schemas, Structured Query Language, troubleshooting, and partnering on analytics infrastructure.
• Go-to-Market Acumen: Deep understanding of Business-to-Business Software as a Service Go-to-Market motions, including pipeline generation, forecasting, and sales methodology.
• Mindset: A detail-oriented, commercially sharp builder-operator who prioritizes speed, iteration, and clear communication with technical and non-technical stakeholders.

How you can stand out

• Salesforce certifications (e.g., Administrator, Platform App Builder).
• Experience with AWS AppFlow, Athena, QuickSight, S3, or similar data/Business Intelligence infrastructure.
• Experience supporting MEDDIC or another enterprise sales methodology inside Salesforce.
• Experience with Gong administration, trackers, call analysis, enablement workflows, or sales coaching insights.
• Experience with Artificial Intelligence personalization at scale, outbound automation, intent-based routing, lead scoring, account scoring, or sales-assist workflows.
• Experience working in a high-growth Software as a Service company with Sales, Marketing, Customer Success, and Finance stakeholders.
• Basic scripting experience in Python, JavaScript, or another language.
• Experience with Salesforce Flow, Apex, HubSpot Operations Hub, Application Programming Interfaces, webhook-based automation, or reverse Extract Transform Load tools.

What we bring to the table

• 100% employer-paid benefits plus a Health Spending Account from day one
• Work from anywhere in the world for up to 4 weeks
• Stock option plan—own a piece of our success
• Registered Retirement Savings Plan Group Savings Plan to plan for your future
• Generous vacation package to recharge and relax
• Personal development budget to fuel your growth
• One personal day plus two volunteering days to give back
• Your Birthday off—celebrate on us!
• Five health days per year to stay at your best
• Beautiful downtown Toronto office for hybrid work—fully stocked with all the best snacks

Compensation and Work Details

The base salary range for this role is $120,000 Canadian Dollars – $150,000 Canadian Dollars. Compensation is thoughtfully determined based on your experience, skill set, and alignment with our internal compensation framework and internal equity. We’re always happy to answer questions about compensation throughout the hiring process.

This is a net new position based out of our downtown Toronto office, at King and Spadina. Our team works in the office 3 times per week to promote collaboration.

Who We Are

Imagine being part of a team of brilliant minds, all shaping the future of workplace communication. Here at ContactMonkey, we’re not just sending out traditional emails with our internal comms software; we’re changing the way companies connect and communicate with their people. Brands like IKEA, Roku, KMPG, and countless others are using our solution to transform employee engagement.

Our all-in-one platform—featuring a drag-and-drop email builder, engagement tools, and analytics—makes it easy for businesses to create, send, and measure their internal email campaigns directly within Outlook or Gmail. This way, internal communications go from being ignored to binge-worthy, sparking more opens, clicks, and conversations.

We’ve been on an explosive growth streak over the past few years, and we’re not slowing down anytime soon. Here’s a bit of what we’re proud of:

• Ranked by the Globe and Mail as one of Canada’s fastest-growing companies
• Recognized in 2023, 2024 and 2025 Deloitte Technology Fast 50™ awards for revenue growth over the past four years
• Recognized in 2023, 2024 and 2025 Deloitte Technology Fast 500™ as one of the fastest-growing companies in North America
• Raised $55 million Series A financing in 2023

Diversity is our strength

At ContactMonkey, we are building diverse products and we need a diverse team to do that. We strongly encourage applications from everyone regardless of race, religion, colour, national origin, gender, sexual orientation, age, marital status, or disability status.

We are committed to creating an accessible experience for all candidates. If you require any accommodations or adjustments during the interview process or beyond, please inform us, and we will work with you to ensure the necessary support is in place. We are continually striving to enhance our accessibility practices and welcome any feedback or suggestions on how we can better serve candidates with accessibility.