Manager, Content and Automation

Workplace Options•Toronto, ON

16h•Remote

About The Position

At Workplace Options (WPO), we deliver human-centric solutions that empower people to thrive - personally and professionally. With a global team of more than 4,800 professionals, we provide real-time emotional support, therapy, coaching, mindfulness, and family services to millions worldwide. Since 1982, we’ve partnered with employers, health plans, and insurers to design flexible, forward-thinking programs that evolve alongside today’s changing workforce. Today, we support 160 million people across 150,000 organizations, including over half of Fortune 500 companies. Now part of the TELUS Health family, we are expanding our global impact by combining decades of wellbeing expertise. Together, we’re building healthier, more resilient organizations—one person at a time.

Requirements

Minimum 8–10 years of experience in proposal management, content strategy, or sales enablement.
Experience leading content governance or knowledge management programs.
Experience implementing automation or AI tools within proposal or sales environments preferred.
Experience in healthcare, wellbeing, benefits, or consulting industries is advantageous.
Strong strategic thinking and content architecture skills
Deep understanding of proposal development processes
Experience with content libraries, automation tools, and AI-assisted workflows
Excellent written communication and storytelling abilities
Strong stakeholder management and collaboration skills
Ability to balance strategic oversight with operational execution

Responsibilities

Establish and maintain the global proposal content governance framework.
Own the strategy library, ensuring win themes, differentiators, and product positioning are consistently reflected across proposal content.
Maintain the single source of truth for proposal content used across all sales channels.
Partner with SMEs, product leads, and marketing to ensure content remains accurate, differentiated, and aligned with market strategy.
Oversee lifecycle management of proposal content including regular audits, updates, and retirement of outdated materials.
Lead the implementation and governance of AI-enabled proposal tools and automation workflows.
Ensure responsible and controlled use of AI to prevent content duplication, inconsistency, or compliance risks.
Develop structured templates, reusable modules, and automation frameworks to increase proposal efficiency.
Support AI-driven knowledge communities for sales-related Q&A.
Oversee the development of core sales assets, including: Global proposal templates, Sales presentations, One-pagers and capability summaries, Strategy frameworks and pursuit tools
Ensure assets support enterprise pursuits and executive narrative development.
Partner with: Sales and Business Development, Product Teams, Marketing, Service Delivery, Legal and Compliance, IT Security and Data Privacy to gather information and maintain content accuracy.
Ensure that proposal teams across Direct and Indirect channels are equipped with consistent, approved content and templates.
Identify opportunities to streamline proposal workflows through automation and improved content structures.
Reduce redundant writing efforts by improving content reuse and modular design.
Support improvements that increase proposal quality, win rate, and team efficiency.
Lead and mentor content specialists and automation resources.
Establish standards for content structure, formatting, and narrative quality.
Ensure team alignment with departmental priorities and enterprise pursuit strategy.

Benefits

Paid Time Off
Life Insurance
Employer Pension Contribution
Travel Reimbursement
Extended healthcare, dental and vision benefits
Life insurance, AD&D and Long-term disability insurance
Monthly clinical supervision
Supervision stipend
Training/tuition reimbursement
Access to professional monthly clinical development webinars & professional development workshops
Gym Reimbursement
Wellness rewards
Access to EAP benefits and all WPO services
Mentorship Program
24/7 support for risk calls
Employee exchange programme
Comprehensive training provided for this position.