Manager, Sales Training & Enablement

Position: Manager, Sales Training & Enablement
Position Type: Full-time, Permanent (Existing Vacancy)Location: Toronto, ON (Remote)About the company:
Postmedia is a Canadian news media company representing more than 110 brands across multiple print, online and mobile platforms. Award-winning journalists and innovative product development teams bring engaging content to millions of people every week whenever and wherever they want it.This exceptional content, reach and scope offer advertisers and marketers compelling solutions to effectively reach target audiences. We are always on the lookout for talented individuals to join our team.The Opportunity:
You will maximize sales productivity by reducing "time to first deal" for new hires and continuously upskilling tenured sales reps. You will bridge the gap between Product/Marketing and Sales, transforming complex product catalogs into actionable sales strategies and maintaining the "Source of Truth" for all sales processes.What you'll do:
1. Strategic Enablement Architecture
The "Architect" Shift: Move away from manual, one-off training requests toward a scalable, self-service Knowledge Base (SharePoint/HubSpot).Content Strategy: Create and maintain high-impact sales assets, including Battlecards, Decision Trees, and Playbooks that simplify our 100+ product catalog into "Solution Buckets."Bridge Building: Act as the primary liaison between Marketing, Product, Ops, and Sales to ensure product launches are translated into "sales-ready" language.2. Modernized Onboarding & Certification
Blended Learning: Redesign onboarding into a hybrid model using video (Dayforce), peer-to-peer learning, and manager-led sessions to reduce the Enablement Manager's manual teaching load.Certification Program: Implement a formal "graduation" process where reps must demonstrate mastery of core workflows (Naviga, HubSpot, Deal Hub) and products before receiving live leads.Speed to Lead: Optimize the first 90 days of the rep journey to reduce the time it takes to close the first deal.3. Tech Stack & Process Ownership
Systems Mastery: Serve as the "Sales Voice" for the tech stack, ensuring 100% adoption and hygiene in HubSpot, Avoma, ZoomInfo, and Naviga.Tool Optimization: Lead the full rollout and optimization of tools like Avoma to ensure they provide actionable coaching insights for managers.AI Integration: Leverage AI tools (e.G., ElevenLabs) to create business personas for practical, automated role-playing and scenario-based training.4. Ongoing Coaching & Manager Enablement
Train the Trainer: Equip Sales Managers with structured coaching frameworks and tools so they can reinforce training daily.Cohort-Based Learning: Design targeted learning paths based on tenure and performance (e.G., advanced "Skill Sprints" for veterans vs. foundational "Core Skills" for new hires).Always-On Enablement: Manage a calendar of monthly solution deep-dives and quarterly skill workshops (SPIN Selling, Objection Handling, SMB Bundle Selling).Who you are:
The Strategic Generalist: You understand the "how" (coaching), but excel at the "what" (strategy and content).Tech Savvy: You are comfortable being the functional owner of a CRM and exploring AI to automate training.Operational Mindset: You don't just want to teach;
you want to build a system that makes teaching unnecessary for the basics.Experience: Previous experience in Sales Enablement, Product Marketing, or Sales Operations is preferred. Familiarity with SPIN Selling or consultative sales frameworks is a major plus.Success Metrics (KPIs):
Ramp Time: Reduction in the number of days to a new hire’s "First Deal".Tool Adoption: 100% CRM hygiene and active usage rates of Avoma/ZoomInfo.Certification Pass Rate: Percentage of reps successfully passing the product/process gauntlet.Content Utility: Engagement rates with SharePoint resources and playbooks.Compensation:
Employment offers presented to the selected candidate are based on a combination of qualifications, experience, responsibilities of the role and the candidate's location.Pay Rate: $85,000 - $95,000We thank in advance all applicants for their interest, however only those candidates under consideration will be contacted. Only candidates legally eligible to work in Canada will be considered. No phone calls or agencies please.Postmedia Network Inc. is committed to providing accommodations for people with disabilities in all areas of the hiring process. If you require accommodation during the hiring process, please make your needs known in advance. Accommodation requests will be provided on an individual basis.Postmedia Network Inc. is committed to employment equity and an inclusive barrier‑free selection process and work environment. Postmedia Network Inc. encourages applications from women, aboriginal peoples, persons with disabilities and members of visible minorities.
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