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Position Title: Head of Content & Brand Strategy Location: Toronto / Ottawa / Remote-Friendly Reports To: Managing Director Compensation: Deferred market-competitive salary, performance-linked incentives, and equity participation Search Mandate: Yorktown Search Partners is conducting a confidential executive search on behalf of a private client in the media investment and strategic growth sector. Overview Yorktown Search Partners has been retained to identify a bold and visionary Head of Content & Brand Strategy for a confidential client building a next-generation media and consumer brand investment platform. This senior leadership role is central to defining the creative direction, storytelling frameworks, and brand architecture across a growing portfolio of content-rich digital assets and media-for-equity partnerships. The ideal candidate is a creative strategist with the instincts of a storyteller and the discipline of an operator. You will collaborate directly with founders, investors, and internal growth teams to shape narrative strategies that convert audiences into communities-and communities into revenue. This is a principal-track opportunity that includes a deferred, market-aligned salary structure, along with equity participation and performance-based incentives tied to platform success. Key Responsibilities Brand Strategy & Architecture Develop and implement brand positioning strategies across the platform and its portfolio companies Lead brand transformation initiatives post-acquisition, ensuring clarity, cohesion, and commercial relevance Establish scalable brand systems-name architecture, identity frameworks, tone of voice, and messaging playbooks Content Leadership Own and evolve multi-channel content strategies (editorial, video, digital, social, experiential) in alignment with brand and growth objectives Guide the creative process from concept through production, ensuring all content reinforces strategic goals Work closely with growth and acquisition teams to align content with performance metrics (CAC, retention, engagement) Creative Ecosystem Management Serve as a creative partner to CMOs, founders, and brand teams across the portfolio Introduce content operating models, calendars, toolkits, and editorial standards for scale Manage third-party creatives, agencies, and production vendors where necessary Strategic Communications & Investor Storytelling Design and develop pitch decks, vision documents, and investment narratives for internal and external audiences Elevate the firms positioning through thoughtful storytelling across all owned channels and fundraising collateral Contribute to thought leadership efforts and brand amplification strategies Ideal Candidate Profile 7-10+ years of experience in content leadership, creative strategy, or brand development roles A demonstrated track record in building audience-centric brands and scaling high-impact content programs Deep fluency in modern brand systems, storytelling, and content ROI metrics Strong creative intuition paired with analytical thinking and business literacy Experience working in fast-growth environments, ideally alongside investors or in founder-led settings Preferred Background Creative leadership experience in an agency, consumer-facing digital brand, or media group Strong portfolio showcasing high-aesthetic content work with measurable impact Familiarity with investor communications, product storytelling, and brand commercialization Compensation & Alignment Structure This role includes: Deferred, market-aligned salary to align with the firms capital efficiency and startup discipline Performance-based incentives tied to content KPIs, brand growth milestones, and firm-level achievements Equity ownership , including access to platform-wide upside and carried interest from high-impact deals Full compensation and equity participation terms will be shared under NDA during the interview process. #J-18808-Ljbffr