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Redwood Software

Principal Technical Writer

Reposted 24 Days Ago
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Easy Apply
Remote
Hiring Remotely in Ontario, ON
Senior level
Easy Apply
Remote
Hiring Remotely in Ontario, ON
Senior level
As a Senior Technical Writer, you will create user-centric documentation for workload automation, collaborate with cross-functional teams, and ensure content quality and consistency.
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OUR MISSION

At Redwood, we empower our customers with lights-out automation for their mission-critical business processes.


ABOUT US

Redwood Software is the leader in full stack automation fabric solutions for mission-critical business processes. With the first SaaS-based composable automation platform specifically built for ERP, we believe in the transformative power of automation. Our unparalleled solutions empower you to orchestrate, manage and monitor your workflows across any application, service or server — in the cloud or on premises — with confidence and control. 

Redwood’s global team of automation experts and customer success engineers provide solutions and world-class support designed to give you the freedom and time to imagine and define your future. Get out of the weeds and see the forest, with Redwood Software.


CORE VALUES

One Team. One Redwood.

Make Your Own Weather

Obsess over Customer Success

Work the Problem

Be Curious

Own the Outcome

Respect Each Other


YOUR IMPACT

Redwood Software is seeking a motivated and detail-oriented Technical Writer to join our team and support the development of clear, accurate, and user-centered content for Redwood’s RunMyJobs Workload Automation solution.

In this role, you will create and maintain high-quality documentation while contributing to content design initiatives that enhance the overall customer experience. You will collaborate closely with product, engineering, and UX/design teams to ensure consistency across product documentation and in-product content.

We are particularly interested in candidates who are AI-forward and curious about emerging technologies, and who actively explore ways to responsibly incorporate AI tools into their documentation workflows, content design practices, and productivity strategies.

This is an excellent opportunity for a writer who understands how structured, well-designed content improves usability, adoption, and customer success — and who is excited about the evolving role of AI in technical communication.

Documentation & Content Development
  • Produce and maintain high-quality, clear, and concise documentation for Redwood’s workload automation products, including user guides, implementation documentation, API documentation, knowledge base content, and release notes.
  • Translate complex technical concepts — including third-party integrations, cloud services, and automation features — into user-friendly content tailored to different personas.
  • Ensure documentation reflects current product capabilities, enhancements, and integrations.
Content Design & Customer Experience
  • Apply content design principles to create structured, user-centered content that improves clarity, findability, and usability.
  • Partner with UX and product design teams to develop and refine in-product content such as UI text, onboarding flows, error messages, tooltips, and microcopy.
  • Contribute to content strategy discussions to ensure consistency across documentation and in-product experiences.
  • Advocate for the customer perspective, using feedback and analytics to improve content effectiveness.
AI-Enabled Documentation Practices
  • Explore and responsibly leverage AI tools to improve documentation efficiency, quality, and consistency.
  • Experiment with AI-assisted drafting, editing, content structuring, metadata generation, and workflow optimization.
  • Contribute ideas for incorporating AI into documentation processes while maintaining accuracy, governance, and brand standards.
  • Stay informed on emerging AI trends and assess their applicability to technical communication and customer experience.
Cross-Functional Collaboration
  • Collaborate with domain experts, engineers, product managers, and designers to gather information and ensure accuracy.
  • Participate in Agile ceremonies and work within sprint cycles to deliver content aligned with product releases.
  • Review and edit content for clarity, accuracy, tone, and adherence to style guidelines.
  • Contribute to improving documentation workflows, standards, and governance processes.

YOUR EXPERIENCE

  • Bachelor’s degree in Technical Communication, English, Computer Science, or equivalent practical experience.
  • 3–5 years of experience in technical writing for complex software products, ideally within B2B SaaS environments.
  • Demonstrated experience applying content design principles and contributing to user-centered content strategies.
  • Experience working closely with UX/design teams on customer experience and in-product content, including microcopy and interface text.
  • Experience creating technical documentation using tools such as MadCap Flare (or similar authoring tools), HTML, XML, or related technologies.
  • Familiarity with modern documentation practices such as Docs as Code, version control (e.g., Git), and lightweight markup (e.g., Markdown).
  • Experience with collaboration and project tools such as Jira and Confluence.
  • Familiarity with API documentation tools (e.g., Swagger/OpenAPI).
  • Strong written and verbal communication skills, attention to detail, and ability to manage multiple priorities in an Agile environment.
AI Mindset & Experience
  • Experience incorporating AI tools into documentation workflows to improve efficiency, consistency, or content quality;
    or
  • Demonstrated curiosity and proactive exploration of AI technologies in professional or personal projects.
  • Understanding of responsible AI usage, including validation, fact-checking, and maintaining documentation integrity.

Pay Transparency: The typical base salary range for this position is CAD $70,000 - $90,000 annually.  The range represents base salary only, and does not include company bonus, incentive for sales roles, equity or benefits, as applicable. Final compensation will be determined based on the candidate's skills, experience, and relevant qualifications.

The salary ranges provided in this posting are specific to roles based in Ontario, Canada, and reflect the cost of labor and market data unique to this province. These figures are determined based on local economic factors, statutory requirements under the Ontario Employment Standards Act, and regional industry benchmarks. Compensation for similar roles located outside of Ontario may vary based on local market conditions and jurisdictional regulations.


Vacancy Status: Existing vacancy


AI Transparency Disclosure: As part of our commitment to hiring transparency and in compliance with Ontario law, please be advised that we utilize artificial intelligence (AI) tools during our interview process. Specifically, we may use an AI-enabled notetaking assistant to help capture and summarize interview discussions. This tool is used solely to assist our hiring team in summarizing candidate information; all final hiring and selection decisions are made exclusively by individuals on the hiring team.

If you like growth and working with happy, enthusiastic over-achievers, you'll enjoy your career with us!


THE LEGAL BIT
Redwood is an equal opportunity employer. Redwood prohibits unlawful discrimination based on race, colour, religion, sex, gender identity, marital or veteran status, age, national origin, ancestry, citizenship, physical or mental disability, medical condition, genetic information or characteristics (or those of a family member), sexual orientation, pregnancy or any other consideration made unlawful by regional or local laws. We also prohibit discrimination based on a perception that anyone has any of those characteristics or is associated with a person who has or is perceived as having any of those characteristics. All such discrimination is unlawful and will have a zero tolerance policy applied to it.
 

Redwood will comply with all local data protection laws, including GDPR when it comes to the handling and processing of personal data. Should you wish for us to remove your personal data from our recruitment database, please email us directly at [email protected]

Top Skills

Confluence
Docker
Git
HTML
JavaScript
JIRA
Madcap Flare
Markdown
Python
SAP
Swagger
XML

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