Director, Revenue Operations

ThinkOn

$165K — $176K *
Business Services
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 5-7 years of experience in RevOps at a scaling B2B company
  • Proven ability to build and lead teams from the ground up
  • Deep knowledge of HubSpot and CRM configuration
  • Curious about business operations and revenue generation
  • Experience with AI integration in operational processes
  • Strong leadership skills with a focus on autonomy and empowerment
  • Results-driven with a track record of implementing successful systems.

Responsibilities

  • Build the reporting layer and funnel models from scratch
  • Own and maintain HubSpot as a primary CRM
  • Embed AI into various operational functions
  • Develop data and routing for partner management
  • Transform data into actionable insights for decision making
  • Lead and mentor a small team, establishing high standards
  • Create a self-sustaining RevOps function.

Benefits

  • Remote-first work environment
  • Competitive compensation package
  • Flexible time-off policy including illness and personal days
  • Comprehensive health and dental benefits
  • Retirement savings plan with employer matching.
Full Job Description
Compensation - OTE $165,000 - $176,500 CAD

Read this before the bullet points. This is not a job where you inherit a finished playbook and run it. The RevOps function at ThinkOn is being built right now, and you are being hired to build it. You will be hands-on from day one, leading two directs, an analyst and a sales ops specialist, with a CRO who has stood up revenue operations before and knows exactly what good looks like. As the function and the revenue org scale, the team grows under you. Operator and leader from the start.

Reporting to the Chief Revenue Officer, we are looking for a proven operator who wants to build, not administer. You will own the systems, data, and reporting that turn a growing revenue org into a predictable one, and you will lead two people doing it: an analyst and a sales ops specialist. You will still do plenty of the work with your own hands, inside a framework the CRO sets with you, and you will have real autonomy to decide how things get built. This is autonomy with a safety net: come build the RevOps function alongside a leader who has done it before but does not have the time to do it themselves.

The growth path is explicit. You lead a team of two on day one. As headcount, partner volume, and segment complexity grow, the function and the team grow under you, and so do the cadence and the standard you set. We want someone who can articulate a deep, intrinsic driver to lead people, and who is genuinely excited to be both operator and leader.

ThinkOn is a remote-first organization. Currently, we are welcoming candidates from Canada for this position, preferably the Greater Toronto Area.

Please note that this listing is for a current vacancy at ThinkOn. We are looking for qualified candidates who are eager to contribute and grow with us. If you're interested in this opportunity, we encourage you to apply soon, as we are reviewing applications on a rolling basis.

You Will:
  • Build the reporting layer from scratch. Design and stand up the funnel models, coverage math, pipeline reporting, and rep and partner KPI instrumentation that the GTM operating system runs on. You bring strong opinions on methodologies, architectures, and tooling, and the judgment to know when to apply them.
  • Own HubSpot end-to-end. Architect, automate, and maintain the CRM so it is a source of truth, not a chore. This is hands-on configuration, not vendor management.
  • Make AI standard operating equipment. Embed AI across prospecting, pipeline, enablement, and reporting. We expect you to be at least as fanatical about AI in GTM as we are, and to keep finding the next thing before anyone asks.
  • Instrument the channel motion. Build the data and routing that support partner acquisition, activation, and segmentation across a large and growing partner base. Channel-centric GTM is the core of how ThinkOn sells.
  • Turn data into decisions. Surface what the numbers actually say and bring it to the people who need to act on it.The CRO owns the leadership-room storytelling, so your job is to make sure the data underneath it is right, fast, and impossible to argue with.
  • Lead and grow the team. Direct an analyst and a sales ops specialist from day one, set the standard and the cadence, and build RevOps into a function that is self-sustaining rather than dependent on any one person.

You Are:
  • A builder, not a button-pusher. You have built things nobody asked you to build. In the interview, we are going to ask you to show us one.
  • Scale-up tested. You have lived through the $20M-to-$200M stretch in a RevOps role at a B2B company that scaled, and you have led people through it. Experience at that altitude is critical.
  • Deeply HubSpot-fluent. You can build in it from day one. This requirement goes up, not down, because there is no one above you doing the configuration.
  • Relentlessly curious about the business. You have a long track record of curiosity that turns into a real understanding of how a business actually makes money, not just how its tools work.
  • AI-native by instinct. You can point out repeated examples of learning from and sharing knowledge with your peers. Bonus points for a proven ability to lead change across a range of enthusiasm levels.
  • A real people leader. You can articulate your deep, intrinsic driver to lead people, and you are clear-eyed about why a role that is equal parts operator and leader is the one you want.
  • Judged on what you've done, not where you studied. We care far more about applied experience than formal credentials.

How We Work:

One question you will get, and the one that matters most for this role: tell me about a time a leader asked you to implement a process or system you knew was going to fail. What did you do with that? There is no safe answer. We are listening for the operator who builds what was asked, instruments it to test their own concern, and comes back with data and a better option when the problem shows up, rather than the one who says, "I told you so." That instinct is the culture here.

"Build what the CRO says" is not the job and would be a waste of your talent and ours. You are here to build the function alongside a leader who can clear the path, not to take dictation.

Compensation - OTE $165,000 - $176,500 CAD
  • Base Salary (85%): $140,250 - $150,025
  • Variable (15%): $24,750 - $26,475

Calibrated to the proven operator we are describing, with a real growth path as the function and the org scale.

Benefits and Perks:
  • A remote-first culture
  • Competitive compensation package
  • Flexible time-off for vacation, plus illness & personal days
  • Comprehensive health and dental benefits, including GRSP & 401k Matching Program

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