Director, Product Marketing

17 hours ago


Toronto, Ontario, Canada CARET Full time US$1,700,000 - US$1,900,000 per year

CARET brings the latest in technology and automation to over 10,000 legal and accounting firms, empowering highly skilled professionals to refocus their expertise on what truly matters. CARET harnesses powerful and secure practice management, document automation, and payment processing to take firms, professionals, and their clients further.

Our team-defined values guide how we show up for each other, for our partners, and for our customers:

  • We succeed together.
  • We embrace progress.
  • We care big.
  • We create space.

About The Role
The Director of Product Marketing is a strategic leader and builder, responsible for shaping and executing product positioning, driving go-to-market strategy, and equipping our revenue teams with the tools and insights needed to win. This is an opportunity to establish Product Marketing as a highly strategic function as the company scales. We are looking for a Director of Product Marketing who is energized by building, hands-on execution, and partnering deeply with Product, Marketing, Sales, and Customer Experience.

Key Responsibilities

Evolve & Mature the Product Marketing Function

  • Assess the current state of PMM/GTM and define the vision for a high-performing, strategic function.
  • Build scalable processes, frameworks, and operating rhythms that strengthen how we communicate product value.
  • Expand the influence of Product Marketing across Product, Sales, CS, and Marketing.

Help Shape Product Strategy & Storytelling

  • Partner closely with Product and Engineering leadership to translate strategy into clear, compelling market narratives.
  • Bring customer, competitive, and market insights into roadmap discussions to strengthen product strategy and prioritization.
  • Work with Product Managers to crystallize the value story behind every capability and initiative.

Product Positioning & Messaging

  • Develop positioning and messaging, including a positioning roadmap – a forward-looking POV on how our narrative evolves over time.
  • Partner with Marketing to ensure consistent messaging across all channels including website, sales materials, campaigns, and customer communication.
  • Translate complex technical capabilities into customer-centric narratives.
  • Build a strong perspective on Caret Legal's differentiation in a competitive legal tech landscape.
  • Conduct and maintain market and competitive analysis to identify trends, opportunities, and risks, translating them into actionable recommendations and plans.

Lead the Product Launch MotionRefine and operationalize the launch structure, strengthen launch tiering, organizational readiness and GTM alignment.

  • Drive end-to-end launch execution for all new capabilities.
  • Customer Experience & Sales Enablement
  • Build world class enablement materials including battlecards and collateral.
  • Train Sales and Customer Success teams on product story, positioning, and differentiators.
  • Performance Tracking
  • Define and measure key product marketing KPIs (pipeline contribution, product adoption, win/loss insights, etc.).
  • Use data to optimize messaging, campaigns, and sales tools.

Qualifications

  • 8–12+ years of experience in Product Marketing, preferably in complex B2B SaaS or software with previous leadership experience.
  • Experienced PMM builder, with a track record of establishing and maturing a PMM function and working as a team of one.
  • Strong understanding of enterprise sales cycles and SaaS business models.
  • Exceptional communication, storytelling, and presentation skills.
  • Proven experience launching products and leading cross-functional initiatives.
  • Strong analytical skills and ability to translate insights into actions.
  • Ability to work in a fast-paced, dynamic environment and manage multiple priorities.

Benefits

  • Flexible PTO
  • Medical, Dental, Paid Sick Days, Vision, and Supplemental Coverage
  • Flexible Spending Account
  • Health Savings Account
  • 401(k) match

If you are not sure that every qualification on the list above describes you exactly, we'd still love to hear from you We value people with unique backgrounds, experiences, and skillsets. If you're passionate about having a significant impact and shaping the foundations of a rapidly growing product, please apply

Equal Employment Opportunity: CARET is an Equal Opportunity, Affirmative Action Employer.

Pay range: $170,000 - $190,000 Actual base pay will depend on varying circumstances, including the position, location, individual qualifications, market finances, and other operations business needs.

Depending on the position, compensation may also include commission, bonuses, etc. Potential for bonuses is based on company performance and potential for merit increases is based on performance.



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