Lead Strategist

Summary

Join #paid as a Strategy Lead and shape the future of the Strategy team, leading strategic responses to large RFPs and designing scalable materials. Collaborate across departments to deliver insights-driven solutions, drive 7-figure deals, and cement #paid as a top partner. Lead proposal development, present strategic recommendations, build client relationships, and mentor strategists. Audit workflows, define proposal tiers, and guide team members in crafting strategic recommendations. Build pitch templates and develop vertical-specific strategies. Contribute to award-winning work and co-create thought leadership materials. Continuously identify opportunities to improve internal workflows and elevate strategic outputs. #paid offers a fast-paced, remote-first environment.

Requirements

• Confidently lead high-stakes proposal work with a mix of storytelling, data, and strategy
• Provide actionable mentorship and feedback to support strategist growth and development
• Balance creativity with business needs, translating insights into real client solutions
• Thrive in a fast-paced, remote-first environment and keep projects on track with minimal oversight
• Stay on the pulse of trends in media, creators, and marketing—and bring fresh thinking to the table
• Strategic communicator : You’re a natural storyteller with strong writing and presentation skills
• Creative thinker : You’re inspired by culture and able to connect creative ideas to business outcomes
• Mentor mindset : You love helping others grow and are energized by sharing feedback, tools, and frameworks
• Highly collaborative : You know how to build relationships and navigate cross-functional teams
• Builder and optimizer : You see opportunities to scale and improve, and you don’t wait for permission to start

Responsibilities

• Lead strategic development of proposals and RFP responses using insights and creativity
• Collaborate with Sales, Paid Media, Client Experience, and Measurement to build well-rounded proposals
• Present strategic recommendations and creative narratives to clients and agencies
• Own pitch work for large RFPs and Focus Accounts
• Build trusted relationships with key clients, guiding them through our process and platform
• Review and elevate proposals developed by Strategists, providing constructive feedback and coaching
• Audit and organize team workflows to increase proposal effectiveness and scalability
• Work closely with the Head of Strategy to define proposal tiers and support team enablement
• Guide team members in crafting strategic, proactive recommendations for client growth
• Build pitch templates, playbooks, and industry-specific materials for Sales enablement
• Develop vertical-specific strategies and proactive packages for tentpole moments
• Contribute to award-winning work by championing culturally relevant ideas in partnership with Marketing
• Co-create thought leadership and educational materials, including keynote presentations and inspiration decks
• Continuously identify opportunities to improve internal workflows and elevate strategic outputs

Benefits

• Flexible vacation policy
• Competitive vision, dental and health benefits
• Team offsites and working hubs, and socials
• L&D budgets and RRSP/401K Matching Programs