Director of Product Content & Digital Adoption
Role summary
Togetherwork is seeking a Director of Product Content & Digital Adoption to build and lead their content and in-app experience function from the ground up. This role requires 8-12+ years of experience in technical writing, content strategy, or content leadership, with a strong focus on designing and operating AI-powered content workflows using LLMs and automation. The Director will own all product-facing content, including in-app help, API documentation, and release notes, aiming for significant content coverage expansion through AI-driven pipelines. Key responsibilities include establishing operating models, defining quality standards, building automation, managing a team of three, and ensuring content strategy aligns with product growth and user adoption goals. Experience with digital adoption platforms like Pendo, API documentation tools, and working in high-growth B2B SaaS environments is essential. This is a hybrid role based in Austin, TX.
### Who you are
- 8–12+ years of experience in technical writing, content strategy, documentation, or product content leadership
- Prior experience building and leading a content, documentation, or digital adoption team
- Demonstrated experience designing and operating AI-powered content workflows using LLMs and automation tools
- Deep understanding of in-app help systems, contextual guidance patterns, and digital adoption platforms (Pendo preferred)
- Experience with API documentation, developer-facing content, and technical writing for SaaS products
- Proven ability to establish content standards, style guides, and governance across multi-product portfolios
- Strong cross-functional leadership skills with Product, Engineering, Design, and GTM stakeholders
- Experience building content systems that scale through automation rather than linear headcount growth
- Exceptional written and verbal communication skills
- Must be located in Austin, TX—hybrid work required
- Experience in PE-backed or high-growth B2B SaaS environments
- Familiarity with Pendo, Confluence, Jira, and modern documentation platforms
- Background in content operations for acquired/integrated product portfolios
- Experience with developer portals and API documentation tools (e.g., Swagger, ReadMe, Stoplight)
### What the job involves
- The Director, Product Content & Digital Adoption owns and builds Togetherwork’s content and in-app experience function from the ground up
- This leader is accountable for all product-facing written and interactive content—including in-app help, release notes, API documentation, Pendo guides and walkthroughs, internal enablement materials, and AI-powered content pipelines that scale across 15+ products
- This is not a traditional technical writing leadership role
- The Director is expected to design AI-first content operations where generative AI produces first drafts, structured templates standardize output, and human editors apply judgment, brand voice, and quality control
- The goal is 10x content coverage across the portfolio without 10x headcount
- Starting with a team of three Product Content Engineer, Product Content Engineer, and Digital Adoption Specialist), this leader will establish operating models, define quality standards, build automation pipelines, and scale the function in alignment with portfolio growth and acquisition cadence
- Establish and lead Togetherwork’s Product Content & Digital Adoption team, including structure, roles, hiring plans, and career development paths
- Define the operating model for AI-first content production: prompt libraries, template systems, editorial workflows, and quality gates
- Set clear expectations for output quality, consistency, cadence, and coverage across all 15+ products
- Build and maintain AI-powered content pipelines that generate release notes, in-app help, API documentation, and enablement materials from product artifacts, Jira tickets, and design specs
- Create an environment where team members are expected to continuously push the boundaries of what AI can produce and where human expertise adds the most value
- Manage and develop all direct reports, ensuring consistent growth and accountability
- Own the content strategy for all product-facing and internal documentation across the portfolio
- Establish and enforce voice, tone, style, and taxonomy standards that scale across products and verticals
- Define content architecture patterns for in-app help, contextual guidance, release communications, and API documentation
- Ensure all content meets accessibility, localization-readiness, and modern UX writing standards
- Partner with Head of Product Design to ensure content and design systems are aligned and mutually reinforcing
- Own the strategy for Pendo guides, tooltips, in-app walkthroughs, and contextual help across all products
- Partner with UX Research & Product Ops Specialist to ensure Pendo analytics inform content decisions while maintaining clear ownership boundaries (Ops owns configuration/analytics; this team owns content/guides)
- Drive adoption metrics through targeted in-app experiences tied to feature launches, migrations, and retention initiatives
- Establish measurement frameworks for content and guide effectiveness, including completion rates, deflection rates, and adoption lift
- Partner with Product Managers and Product Owners to ensure content readiness is embedded in the delivery lifecycle—not treated as an afterthought
- Collaborate with Engineering on API documentation standards, developer portal content, and technical accuracy reviews
- Work with Revenue, CX, and Support teams to produce internal enablement materials that accelerate deal cycles, reduce support burden, and improve customer onboarding
- Coordinate with Product Leaders on vertical-specific content needs, migration communications, and customer-facing updates
- Present content strategy, metrics, and AI pipeline performance to ELT and cross-functional stakeholders
- Design and continuously improve AI content generation pipelines using LLMs, structured prompts, and automated workflows
- Build systems that ingest product artifacts (Jira tickets, PRDs, design specs, changelogs) and produce draft content at scale
- Establish quality assurance processes that balance AI speed with accuracy, brand voice, and technical correctness
- Evaluate and integrate emerging AI tools, APIs, and capabilities into the content production stack
- Track and report on AI-driven productivity gains, coverage expansion, and quality metrics
- Reports To: Chief Product Officer
### Benefits
- Personal training plans and professional development opportunities
- Flexible work hours
- Basic life insurance
- Social Committee Events
- Innovative culture, including hack weeks for everyone
- AD&D/STD/LTD/EAP
- Extended Health coverage
- Family Responsibility Leave
- Group RSP (Retirement Savings Plan) with 100% company match up to 4% of base salary
- Group TFSA (Tax-Free Savings Account)
- Group HCSA $600 funded annually by employer
- Wellness Allowance
- 15 vacation days annually
- 12 paid holidays annually
- Profit Sharing
- Remote work
- Medical, Dental, and Optical Benefits
- Therapy and Mental Health Benefits
- Group Critical Illness Benefit
- Group Income Protection
- Group Life Insurance
- Bereavement counseling and probate helpline
- Wellness Benefits and Fitness Discounts
- Pension Plan with 3% employer match
- Worldwide Travel Coverage
- 22 PTO days
- 8 Paid Bank Holidays
- 5 Paid Sick days
- Remote Work
- Medical, dental, and vision insurance options
- 100% employer-paid short/long-term disability
- Basic Life Insurance
- 401(k) with 100% company match up to 4%
- Flexible paid personal/vacation time built on mutual trust and accountability
- 10 sick days annually
- 10 company-paid holidays
- 6 weeks paid parental leave