Demo

Senior Brand Content Lead

Cypress HCM
San Mateo, CA Contractor
POSTED ON 5/22/2026
AVAILABLE BEFORE 12/30/2026
  • Part Time – 25 hours/week

Our client is looking for a versatile and tech-forward Senior Brand Content Lead to join the Marketing team on a contract basis. This isn't your traditional writing role. We are looking for a storyteller who views AI as a creative partner and knows how to wield it to accelerate the company's content engine without losing the human touch that defines their brand.

Engaged through the Marketing team and working closely with the Art Director and the Head of Brand and Experiential Marketing, you will own the creation and execution of content across marketing channels — primarily member communications, growth/advertising, website and brand-level content, emails and newsletters, and thought leadership pieces. You'll collaborate with internal stakeholders to research, write, and publish high-impact content for a complex ecosystem of prospects, partners, brokers, and members. You'll focus on ways to syndicate and atomize content to accelerate work and bring a consistent, vibrant, and authentic voice.

The ideal candidate is a "creative technologist" and content engineer who can move beyond simple content creation to designing, orchestrating, and governing AI-powered content systems. You must be an exceptional writer and editor but, more importantly, understand how to leverage tools like Writer.ai, Google Gemini, and Claude to build structured content pipelines that manage acceleration, enforce governance, and maintain a consistent brand voice at enterprise scale.

Scope of Work

  • AI-Powered Content Acceleration: Manage and optimize AI writing tools (Writer.ai, Google Gemini) to draft, refine, and scale content production across key areas of responsibility — serving as the primary member communications and engagement writer, building out advertising, web, social media, and lifecycle campaigns to support marketing, and driving the creation of thought leadership articles.
  • AI Content Systems Design & Orchestration: Design, architect, and optimize structured content pipelines using AI tools to scale content production such as Writer.ai and Claude/Claude Code. This includes systematizing brand voice consistency through prompt engineering and model training, and orchestrating cross-channel content ecosystems (e.g., adapting a single asset for web, social, and email).
  • Full-Spectrum Writing: Pitch, write, and edit original copy for a range of B2B marketing materials, including social media posts, advertisements, white papers, blog posts, thought leadership, and SEO-optimized landing pages.
  • Experiential & Event Storytelling: Craft the narrative arc for high-visibility events — writing compelling session titles/abstracts, webinar scripts, keynote talking points, and on-site environmental copy (booth signage, badges, swag messaging) that creates a cohesive attendee journey.
  • Cross-Functional Collaboration: Proactively partner with Brand, Product Marketing, Growth, and Communications to interpret creative briefs and translate complex health benefits concepts into clear, engaging narratives for various audiences.
  • Strategic Editing: Serve as the "human filter" and quality oversight for AI-generated drafts on key marketing workstreams, ensuring every piece of content meets our standards for brand voice, accuracy, and compliance.
  • Feedback Loop Architecture: Design and implement systems that capture content performance data and feed it back into the creation process to drive continuous improvement and data-driven content evolution.
  • Brand Stewardship: Present copy concepts to internal stakeholders and advocate for the member-centric language that sets our company apart.

Required Qualifications

  • Minimum 5 years of experience in copywriting, preferably within an agency (creative/marketing/digital), B2B tech, HR tech, or healthcare
  • Preference for a Bachelor's or Master's degree in a related field such as creative writing, communications, marketing, business, healthcare, or public policy
  • AI Content Engineering: Demonstrated experience designing content systems and workflows using AI, including developing advanced prompt libraries, implementing automated quality checks for brand compliance, and training models for personalization at scale
  • Multi-Format Mastery: Equally comfortable writing a 15-word punchy ad headline, a 15-minute webinar script, or a 1,500-word white paper
  • Disruptive Mindset: A bias toward clarity and action; a passion for cutting through jargon in the digital health space
  • Editorial Excellence: Sharp eye for detail with the ability to move fluidly between brand storytelling, thought leadership, member communications, and technical product translation

Nice to Have

  • Portfolio Excellence: A portfolio showcasing long-form thought leadership, growth marketing copy, and event/experiential work
  • Industry Context: Familiarity with healthcare or health insurance — you know your HDHPs from your PPOs
  • Scale Strategy: Experience managing high-volume content calendars or "content factories" with brand governance and compliance across all outputs

Compensation: $45 - $55 per hour

ID: #2666

Salary : $45 - $55

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