Skip to content
CV Rocket
Get started
How it worksThe enginePricingBlogContactSign in

Open nowFirst seen 2 hours ago

Head of Operations, Service Delivery

Success Matcher221 open roles

Pay
CA$300,000 a year
Where
Toronto, ON, Canada
Get the CV for this job

From $25 per CV, paid once. No subscription.

Your applicationOpen nowHead of Operations, Service DeliverySuccess Matcher · Toronto, ON, Canada

  1. YouYes, apply to this one.

  2. CV RocketCV written for this posting.

  3. 25 readersRecruiter, hiring manager, skeptic. Round after round.

  4. CV RocketApplied on Success Matcher's own form.

The reply lands in your private mailbox

3×more interviews than doing it yourself with ChatGPT.

The clock on this job

Early applications get read.

13.8% of postings close within 7 days. Measured by our own scanner across the market. Success Matcher postings stay open a median of 20 days.

Share of postings closed within
  1. 2.2%1 day
  2. 4.7%3 days
  3. 13.8%7 days
  4. 22.3%14 days
  5. 37.8%30 days
  6. 59.0%60 days
This job: first seen 2 hours ago

Success Matcher median: 20 days open

The posting

Our client is a profitable, long-established legal services business that has reinvented itself as an AI-native legal tech company. Since the pivot, it has grown 5x in six months, reaches millions of people every month through its platform and online community, and is scaling from ~60 to 100+ people. Its ambition is to become Canada's largest consumer law business, expanding into new practice areas.

What You'll Do

  • Own end-to-end delivery: Take full accountability for case throughput, turnaround times, backlog, capacity utilization and service levels across five practice areas.
  • Lead the leaders: Coach Practice Leads and Managing Attorneys through structured management cadences, operating reviews and scorecards that drive accountability.
  • Build the operating playbook: Define the KPIs, dashboards and rhythms the business runs on, using an internal command-centre dashboard and AI-native case management tools.
  • Drive the economics: Own delivery cost, productivity and contribution margin, and partner with Finance on budgets and forecasts.
  • Modernize with AI: Work alongside the CPO and CTO to design and execute a roadmap for automation and AI adoption across delivery.
  • Plan for growth: Turn sales forecasts into capacity and hiring plans, giving the COO clear, data-driven visibility into what's coming.
  • Stay close to the work: Shadow case managers and get hands-on with files when needed to understand where the process really breaks.

Why Join

  • Growth with a safety net: Join a company in hypergrowth that's also profitable and built on nearly 50 years of legal expertise. You get scale-up energy without startup fragility.
  • Real ownership: This is a Head of role with a blank canvas. You'll write the playbook, not inherit someone else's.
  • Direct line to the top: Report to the COO and work closely with the CPO and CTO, alongside colleagues from leading Canadian fintech and legal-tech scale-ups.
  • Cutting-edge tools: Lead operations in a business where AI and automation are core to how work gets done, not an afterthought.
  • Meaningful impact: Your work directly shapes how quickly and reliably everyday Canadians get legal help.
  • Strong rewards: Competitive base plus meaningful variable upside, with OTE up to CA$300K.

What You'll Bring

  • 5–12 years in operations leadership, including 3+ years leading high-volume service delivery
  • Experience leading 20–50+ people, including managers who run their own teams
  • A proven record of process redesign with measurable gains in productivity, quality and cost
  • Hands-on ownership of budgets, capacity planning and unit economics
  • Experience driving AI or automation adoption with clear business outcomes
  • A decisive, commercially minded approach and a willingness to roll up your sleeves
  • Authorization to work in Canada and the ability to work hybrid in Toronto
From $25, paid onceGet the CV for this job

What happens when you press

One press. We do the rest.

  1. A CV for this posting

    Written against Success Matcher's own wording, from every piece of relevant proof in your profile.

  2. 25 readers review it

    Recruiter, hiring manager, skeptic and more read every draft, round after round. You get the best round.

    The review screen in CV Rocket: how each CV was read, round by round.

  3. We apply on Success Matcher's form

    Our application engine gets through the hardest forms there are. Where a question needs you, AI suggests the best answer. Don't want us applying from our IP addresses? Use our Chrome extension: we apply straight from your own browser.

    An application in CV Rocket: every answer filled in on the employer's form.

  4. Every reply, sorted

    Success Matcher's answer lands in your private mailbox, and we classify it on arrival: interview, question, rejection.

    The CV Rocket inbox: each employer reply classified as an interview, an action or a rejection.

  5. Reply with AI

    AI helps you write the email, checks it and sends it. We show you whether the recruiter read it.

  6. The interview in your calendar

    Full integration with your calendar. The invitation goes straight in.

    An interview invitation in the CV Rocket inbox, added to the candidate's calendar.
Get the CV for this job

From $25 per CV, paid once. No subscription.

Why it works

3×

more interviews than doing it yourself with ChatGPT.

ChatGPT writes a CV and never learns what happened to it. We see every reply. For each CV we know:

  • How it was written, and how the review scored it
  • When we applied, and how long after the posting went up
  • Which posting, which company, which city
  • Who got the interview, and who heard nothing

That is how we know which CVs get called.

Get the CV for this job

From $25 per CV, paid once. No subscription.

The numbers game

More applications. More interviews.

Every application goes out with its own CV, written for that posting and paid once. Send enough of them and the law of large numbers finds you the job.

Get the CV for this job
By hand5–10
With CV Rocket100
applications a day

Nearby

Live postings like this one

Same employer first, then the same role elsewhere.

Before you press

Straight answers

Get the CV for this job

From $25 per CV, paid once. No subscription.

What if my background isn't good enough?

We make the most of the background you have. The CV uses every piece of relevant proof your profile holds, and one of the 25 readers reads your whole profile and flags what the CV left out.

Do you really apply for me?

Yes, on the employer's own form, the hardest ones included. Where a question needs you, you answer it right there and AI suggests the best answer. Don't want us applying from our IP addresses? Use our Chrome extension: we apply straight from your own browser.

Is it a subscription?

No. You pay once per CV, from $25. Every application goes out with its own CV, written for that posting.

One job. One CV.
Paid once.

Pick the posting you want. We write for it, apply for you and catch the reply.

Get the CV for this job

From $25 per CV, paid once. No subscription.