GTM AI Operations Lead

Boxhub is looking for an ambitious 'GTM AI Operations Lead' to help build the operating system for the next stage of our business:

This is a high-impact role at the center of the company. You will work directly with Boxhub’s leadership team to design, implement, and optimize AI-enabled systems that make our revenue engine faster, smarter, more automated, and more scalable, while also owning the systems, workflows, and data foundation behind them.

The majority of the role will focus on our GTM engine across marketing, growth, sales, account management, CRM, reporting, attribution, AI implementation, and revenue operations. The remaining time will be spent supporting the CEO and leadership team on strategic projects, company-wide AI implementation, operational improvements, and new business initiatives.

This is a hands-on, high-ownership builder-operator role: you will have meaningful responsibility early, direct exposure to senior leaders, and the opportunity to become one of the most important operators in the company.

We’re looking for someone with exceptional ambition, strong analytical ability, high ownership, and the drive to build a career as a future leader.

Boxhub is remote-first, with flexibility in where and how we work. The GTA is preferred, as the team comes together in Downtown Toronto every month and this role will benefit from regular in-person time with the leadership team.

Our Mission

Shipping containers transport 90-95% of the world’s goods. Without them, the global supply chain would grind to a halt. Our reliance on them is incredible, but the way they’re traded isn’t.

At Boxhub, we’re on a mission to make the shipping container trade easy and efficient for everyone. By extending the life of shipping containers and reducing the carbon-heavy practice of empty repositioning, our vision is to build a more sustainable world - one container at a time.

Boxhub is backed by leading investors, founded by long-term shipping industry experts, and led by experienced entrepreneurs. We’re building a revolutionary tech business in a large, very traditional industry, and are looking for exceptionally motivated people who want to help us move even faster.

Your Mission

Your mission is to help Boxhub build a more scalable, data-driven, AI-enabled operating model.

You will work closely with the VP Revenue to improve how our GTM teams operate, measure performance, and grow revenue. You will also work directly with the CEO and leaders across Operations, Engineering/Product, and Finance on high-priority projects that shape the future of the business.

You will be expected to identify problems, create structure, move quickly, and drive solutions from idea to implementation. The best person for this role will not wait to be told what to do, they will spot opportunities, bring recommendations, and take ownership of making the business better.

This role has the potential to become a launchpad into broader leadership at Boxhub. You will get deep exposure to how the company works, how decisions are made, how teams scale, and where the next growth opportunities are.

What You’ll Do

Build and improve the GTM operating system:

• Own and improve key parts of HubSpot and our broader GTM systems, including workflows, automation, reporting, routing, segmentation, and campaign execution
• Help the VP Revenue identify and execute high-impact initiatives that improve monthly revenue performance, funnel visibility, sales execution, and account management workflows
• Improve attribution, campaign tracking, and channel reporting so we can better understand what is working, where revenue is coming from, and how to grow different lead channels
• Run experiments across campaigns, lead handling, GTM workflows, and AI-enabled processes to improve conversion, efficiency, customer engagement, and revenue impact
• Keep GTM data clean, reliable, and useful by turning messy or fragmented information into clear insights, practical next steps, and better revenue decisions

Implement AI across the business:

• Identify high-impact opportunities to use AI and automation across GTM and other teams
• Build and improve AI-enabled workflows, automations, templates, playbooks, and internal tools
• Use tools like Claude and other no-code or low-code systems to make teams faster and more effective
• Implement practical AI use cases independently, without requiring Engineering support
• Work with leaders across Revenue, Operations, Product, Engineering, and Finance to turn AI opportunities into real operating improvements
• Help teams adopt new workflows so AI implementation actually changes how people work, instead of staying theoretical
• Push Boxhub toward a more modern, AI-enabled way of operating

Own high-priority strategic and operational projects:

• Work directly with the CEO and broader leadership team on important operational and strategic projects
• Create structure around ambiguous problems by turning them into clear plans, owners, timelines, and measurable outcomes
• Support cross-functional initiatives such as new product lines, new customer segments, geographic expansion, new operating models, and other growth opportunities
• Help research, scope, launch, and operationalize new business initiatives
• Use data, customer insights, market research, and internal analysis to support better decisions on strategic priorities
• Spend time embedded in different teams when needed to deeply understand problems and help solve them directly

What You Bring to the Table

• Strong hands-on experience using AI in real work, including a strong understanding of current AI tools, practical use cases, limitations, and business implementation opportunities
• Ability to independently identify, design, test, and implement AI-enabled workflows, automations, and operational improvements end-to-end without Engineering support
• 3+ years of relevant experience, ideally in a startup, GTM operations, revenue operations, business operations, growth, sales operations, consulting, data, or another fast-paced analytical role
• Exceptional ambition, high ownership, and a desire to grow quickly into a broader leadership role
• Strong analytical skills, comfort working with messy data, and excellent attention to detail
• Significant hands-on experience with HubSpot, including workflow improvements, dashboards, reports, lists, automations, or operating processes
• Ability to translate business needs into practical workflows, automations, dashboards, and operating processes
• Strong business judgment and the ability to quickly understand how marketing, sales, account management, operations, product, and finance connect
• A hands-on attitude, low ego, and willingness to do both strategic thinking and unglamorous execution
• The ability to work independently, move quickly, challenge the status quo, and take ownership without needing constant direction

What Would Make You Stand Out

• You have worked directly with senior leaders on high-priority business projects
• You have experience with marketing attribution, campaign tracking, funnel reporting, sales pipeline analytics, or revenue reporting
• You have used AI tools to automate workflows, analyze data, build internal tools, or improve team productivity
• You have helped launch or operationalize a new product, market, customer segment, or business line
• You are excited by the idea of having outsized impact early in your career
• You are the kind of person who sees a broken process and immediately wants to fix it

What We Offer

• Competitive salary depending on experience
• Stock options
• High ownership and meaningful responsibility from day one
• Direct exposure to company leadership
• A fast-track opportunity to grow into a leadership role
• Broad experience across revenue, operations, product, engineering, finance, AI implementation, and strategic projects
• The opportunity to help modernize a large, traditional industry
• Remote-first work, with Toronto preferred due to monthly in-person team gatherings
• 4 weeks of annual vacation (increasing over time)
• Comprehensive healthcare benefits plan, including dental and vision
• Flexible working hours
• Join a multicultural team that has built successful startups around the world