Content & Automation Team Lead

About Us

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.

Location: Canada
Work Arrangement: Remote or hybrid depending on proximity to our Toronto or Montreal office
Salary Range: 60-80K CAD a year

Responsibilities

• Content Governance and Strategy
  • 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  • Oversee lifecycle management of proposal content including regular audits, updates, and retirement of outdated materials.
  • Within one year, migrate current content library in Responsive to MS SharePoint and Google for data readiness.
• Automation and AI Enablement
  • Lead and implement the 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.
  • Comfortable with prompt writing and AI.
• Proposal Asset Development
  • 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.
• Cross-Functional Collaboration
  • Partner with the following groups to gather information and maintain content accuracy:
    • Sales and Business Development
    • Product Teams
    • Marketing
    • Service Delivery
    • Legal and Compliance
    • IT Security and Data Privacy
  • Ensure that proposal teams across Direct and Indirect channels are equipped with consistent, approved content and templates.
• Process Optimization
  • 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.
• Team Oversight & Development
  • Mentor and develop content specialists and automation resources.
  • Assign and direct work across content and automation priorities, helping balance workload and deadlines.
  • Establish standards for content structure, formatting, and narrative quality.
  • Support team alignment with departmental priorities and enterprise pursuit strategy.

Qualifications

• A minimum of 5 years of experience in content management, proposal writing, or a related field (global or multi-market preferred).
• Experience coordinating work within a proposal or content management setting.

Skills

• Technical Skills & Experience
  • Strong foundational knowledge of AI and AI-enabled technologies, with demonstrated success applying AI and automation to improve content development, workflows, efficiency, and quality.
  • Proven expertise in content and knowledge library management, including governance, organization, maintenance, optimization, and adoption.
  • Strong knowledge of automation tools and processes, with demonstrated success designing, implementing, and improving automated workflows and solutions.
  • Experienced user of some or all: SharePoint, InDesign, MS Office Suite (Teams, Word, Excel, PowerPoint), and Proposal Automation software (QorusDocs, Responsive, etc.).
  • Strong design acumen with the ability to translate complex ideas into clear, compelling, and visually effective content.
  • Demonstrated experience leading, mentoring, and developing teams, including content specialists and automation resources.
  • Demonstrated success managing content libraries, automation systems, and continuous improvement initiatives that enhance efficiency, usability, and business outcomes.
  • Experience with Google Workspace is an asset.
• Writing Skills
  • Excellent writer and storyteller, capable of crafting concise and impactful content.
  • Superior command of the English language, both written and spoken.
• Interpersonal Skills
  • A proactive approach to identifying content needs and gaps.
  • Confidence in working closely with executive-level staff.
  • Strong analytical skills and attention to detail.
  • Ability to work independently and as part of a team.
  • Strong collaborator, able to work effectively with various internal departments.
  • Highly organized, with the ability to manage multiple projects and deadlines.
  • Effective time and people management skills, to ensure deadlines are met.
  • Results and quality-driven—not satisfied with producing mediocre work.
  • Possesses strong analytical, problem-solving, and decision-making capabilities.

Benefits

• Paid Time Off
• Life Insurance
• Employer Pension Contribution
• Travel Reimbursement
• Extended healthcare, dental, and vision benefits
• 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