Director, Head of Revenue Operations

Recognized as one of Canada’s top startups two years in a row — climbing from #4 in 2024 to #2 in 2025 — Hiive is a fintech/marketplace startup connecting buyers and sellers of stock in venture-backed pre-IPO companies🚀. Thanks to our industry-leading technology and best-in-class sales and trading team, we are home to the fastest-growing marketplace for the stock of “unicorns” on the planet.

As a profitable and rapidly growing business backed by US venture capital investors, we are seeking to scale our high-performing team.

Interested in learning more about life at Hiive? Check out our careers page to see how you can grow with us!

As the Director, Head of Revenue Operations at Hiive, you will architect the go-to-market systems at a company poised for explosive growth. We are seeking an ambitious, strategic, AI-native, and accomplished leader with a growth mindset who has a proven track record of building and scaling a world-class GTM Ops, Sales Ops, or Revenue Ops function and team within a high-performing startup or innovative financial services organization.

This is a career-transforming opportunity to leave an indelible mark on a rapidly evolving industry.

You will play a lead role in strategizing, building, and leading the infrastructure that underpins our high-performing GTM teams. You will be a key partner to our executive team, directly influencing our go-to-market strategy and execution. Your systems-thinking approach will be instrumental in creating a seamless, scalable, and data-driven revenue engine that propels Hiive to new heights.

• Leadership and architecture of a next-generation, AI-enabled go-to-market system, designed and built with the support of GTM engineers to radically enable our GTM teams, particularly Sales and Trading.
• Ownership of end-to-end GTM operations, designing and optimizing operating models across Sales, Trading, Marketing, and revenue-adjacent teams to ensure clear ownership, seamless handoffs, and consistent execution across the full customer lifecycle.
• Sales and lead generation technology stack ownership. Plan, procure, maintain, optimize, and oversee the entire sales technology stack, including Salesforce, Airtable, outbound sales tools, research platforms (such as Pitchbook, Rocket Reach, and Crunchbase), and communication systems, ensuring the ecosystem is efficient, scalable, and future-ready.
• CRM and data management mastery. Develop and maintain CRM systems and processes, along with adjacent tools, to ensure high data integrity, usability, and adoption. Streamline workflows, automate where possible, and ensure data is a strategic asset across all GTM functions.
• Strategic GTM analysis and reporting. Partner with Sales, Marketing, and executive leadership to establish and manage an operational cadence for forecasting, pipeline reviews, capacity planning, and performance management. Build and maintain dashboards and reporting that provide clear visibility into GTM performance at both team and individual levels.
• Research and lead generation leadership. Strategize approaches to and lead a high-performing team of lead generation researchers, continuously innovating to expand reach, accelerate pipeline, and improve lead quality.
• Intelligent lead analysis and optimization. Implement and manage lead scoring models, routing logic, and automation rules to maximize conversion efficiency and ensure the right opportunities reach the right teams at the right time.
• GTM planning and execution support. Partner with leadership on territory design, coverage models, capacity planning, incentive alignment, and campaign execution to support aggressive growth targets.
• Process improvement and innovation. Collaborate with Sales, Marketing, Trading, and other GTM-adjacent teams to identify, analyze, and enhance GTM processes, prioritizing efficiency, scalability, and reduction of technical and operational debt through automation and AI-enabled workflows.
• Sophisticated campaign management. Set up, implement, and analyze large-scale outbound sales campaigns, continuously optimizing for impact, conversion, and ROI.
• Dynamic team leadership and…