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.