UX & Technical Writer --- (Apple/Mac Ecosystem | SaaS Documentation & User Guides | Remote)

Goodwork, Inc.; Canada; Remote; CAD 60,000 - 80,000; Full time

Job summary

Goodwork, Inc. is seeking a UX & Technical Writer to enhance its documentation ecosystem for small business owners. The ideal candidate will create clear, user-friendly guides and has extensive experience in tech writing, particularly within the Apple ecosystem. Join a remote-first organization passionate about empowering small businesses worldwide.

Benefits

Work-life balance

Professional development budget

Optional Mac purchase program

Qualifications

• 3-5+ years in technical or UX writing.
• Deep familiarity with the Mac/Apple ecosystem.
• Self-managing yet collaborative.

Responsibilities

• Manage complete documentation for customer education.
• Create technical content and visual guides.
• Collaborate with Customer Success for content needs.

Skills

Technical Writing

UX Writing

Content Creation

Markdown Proficiency

Information Architecture

Apple Ecosystem Familiarity

Education

Undergraduate degree

Tools

GitBook

Sketch

Confluence

Job description

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Goodwork is recruiting for a Canadian-based B2B SaaS company.

What makes this opportunity interesting?

• Work for an Apple Design Award winner with customers in 80+ countries
• Help small businesses scale from 1-2 users to 100+ employees
• Create content that transforms frustrated business owners into power users

Goodwork is recruiting for a Canadian-based B2B SaaS company.

What makes this opportunity interesting?

• Work for an Apple Design Award winner with customers in 80+ countries
• Help small businesses scale from 1-2 users to 100+ employees
• Create content that transforms frustrated business owners into power users

About the Company

We're a productivity-first software company built specifically to help small businesses grow. Our mission: help small businesses be more organized, close more sales, and operate more efficiently by eliminating information silos.

We've built a comprehensive platform exclusively for the Apple ecosystem (Mac, iPhone, iPad). Our approach puts daily productivity first (calendar, mail, tasks, contacts), then layers CRM and project management on top. Unlike tools like HubSpot, Zoho, or Salesforce, who focus on complex sales funnels, we help business owners manage their daily workflows and build customer relationships organically.

Our customers are service-based businesses (typically 1-10 employees) across consulting, legal, real estate, and others. We support customers in 80+ countries, localized in five languages – primarily in the U.S., followed by Germany, the UK, Canada, Australia, France, and Spain.

We’re proud to have won an Apple Design Award, and even prouder that many of our customers have grown from solo founders into thriving global companies – with our platform quietly powering their journey. One customer went from 1 to 152 employees while remaining fully supportedby our software.

OUR COMPANY VALUES guide our team and shape our culture:

• Teamwork: We leverage, challenge, and rely on each other to reach our goals together
• Creativity: We're creative problem solvers who work within constraints to attack problems with inspiring ideas
• Empathy: We treat people like real people - understanding, flexible, building trust with teammates and customers
• Kaizen: To continually improve, we focus on learning and applying what we learn
• Ownership: We take initiative to drive change and trust each other's skills to execute

We're a fully remote organization with 40+ teammates across Canada (our headquarters), the US, India, and specialist contractors worldwide. Our teams are organized by Product & Engineering ( Product Lead , Project Managers , Design , Backend Engineers , native Apple Developers , QA , Infrastructure ) plus client-facing functions ( Marketing , Sales , Customer Success and Support ).

We’re a Mac shop through and through – because that’s what our customers use. Our culture is chill but focused. We stay connected on Slack, align through weekly huddles, and run on OKRs. We avoid “crunch time” through thoughtful planning and scoped execution. Most of our team is in their 30s and 40s, many with young families, so we offer real flexibility around schedules and work-life balance. In return, we expect teammates to self-manage with maturity and ownership. We don’t pigeonhole people. Our belief: if you want to grow and take on more responsibility, we’ll give you more. There’s always room to stretch, lead, and expand.

About the Role

We're looking for a remote UX & Technical Writer to help small business owners understand not just what our features do and how to use them, but why they should use them to grow their business.

In this role, you'll own our entire documentation ecosystem while transforming complex product features into clear, actionable content that helps overwhelmed business owners become power users, directly impacting onboarding success, feature adoption, and retention.

This is a unique opportunity because our customers are often frustrated solo entrepreneurs who "don't know what they don't know" about business systems. Your content becomes their guide to both using our product and understanding better business practices. We retain customers well once they integrate our workflows, but struggle with initial onboarding and setup – where your educational content is critical. You'll experiment with different formats (text, silent videos, interactive guides) to help customers scale from 1-2 users to hundreds of employees.

Our IDEAL CANDIDATE brings 3-6+ years of experience in technical writing, UX writing, or B2B content creation. You're Mac-native (essential), understand business principles, structure information architecture effectively, and write clearly for technical and business audiences. You're a quick learner who executes competently, grasps concepts without re-explanation, asks questions when needed, and takes ownership. You care about helping small business owners succeed and understand your work relieves Product/Engineering teams (who hate documentation), empowers Customer Success with better materials, and serves customers who prefer self-service over onboarding calls.

Your performance will be measured by your learning speed, feedback from customers and the Custom Success team on your guides, and the speed, accuracy, and tone of your written work.

You'll be part of our Product team, and collaborate with our Product Lead , Project Managers , Design, QA, Customer Success team, CEO, and occasionally our Marketing team. Customer Success acts as your internal customer - they deal with customers 1:1 and will tell you when content isn't hitting or is missing, making your role core to their success and essential for training new team members. This position will report directly to either the Product Lead or Head of Customer Success.

You’ll be doing things like:

• Documentation Management: Own complete docs site including Learn , Fundamentals , Guides , Help Center , and Release Notes ; design information architecture so customers find right content at right moments; optimize content for discoverability; maintain content organization and reduce duplication across platforms
• Technical Content Creation: Write feature documentation in Markdown using GitBook; create API docs and developer changelogs; take screenshots and build visual guides using Sketch; ensure technical accuracy through QA coordination
• Customer Education: Partner with Customer Success to identify pain points and create solution articles; build specialized workflow guides for sales, email, and projects
• Video & Multimedia: Create short (15-30 second) silent feature tutorials; experiment with 2-3 minute instructional videos; explore different content formats for various learning styles
• Release & Marketing Communications: Write illustrated release notes for new features; occasionally contribute blog content; coordinate with German (and other) localization contractors
• Cross-functional Collaboration: Work with Product, Engineering , and Customer Success teams to gather requirements; translate complex features into clear user guidance

Skills & Qualifications

• 3-5+ years of prior experience in roles like Technical Writer, UX Writer, B2B Content Writer , or related.
• Deep familiarity with Mac/Apple ecosystem (must have - own or extensive experience required)
• Proficiency in Markdown and version control workflows
• Information architecture and content organization experience
• Clear technical and user-facing documentation writing
• Screenshot creation and basic design skills
• Understanding of Apple Human Interface Guidelines
• Excellent written English
• Remote work professionalism - proactive, communicative, asks questions
• Quick learner who grasps concepts without re-explanation
• Self-managing yet collaborative
• Curious about business processes and small business workflows

Bonus if you also have:

• Technical writing experience at SaaS companies
• Familiarity with AI writing tools
• Engineering or developer background
• Localization coordination experience
• Fluency in French, German, or Spanish
• Familiarity with our tools: GitBook, Sketch, Slack, Confluence, Linear, HelpScout, Apple Numbers/Pages, Google Workspace, screenshot and screen recording tools

Position Details

• Working Hours: First 3 months: Fixed, between 9AM-5PM Eastern Time (ET); After probation: 3-hour overlap 9AM-12PM ET, remaining daily hours asynchronous
• Employment Type: Full-time (40 hours/week), Exclusivity Preferred
• Education: Undergraduate degree in something interesting; comparable work experience
• Level: Intermediate (3-5 years of relevant work experience), Senior (6+ years)
• Compensation: Structured as a Consultant Agreement (independent contractor), meaning you'll be responsible for your own taxes, benefits, and insurance.
• Intermediate(3-5 years): ~ CAD $1,680–$2,040 (BRL 7K–8.5K)
• Senior(6+years): ~CAD $2,400–$2,880 (BRL 10K–12K)

Benefits of working with us:

• Work directly with a forward-thinking international company
• Work from the comfort of your home
• Incredibly talented teammates across multiple time zones
• ️ Work-life balance: 8 hours a day, 5 days a week with family flexibility
• Above-market compensation for your region
• Remote-first company culture
• Professional development for books, courses, and learning you want to pursue
• ️ Optional Mac purchase program: get a Mac upfront, repay monthly
• Impact small businesses in 80+ countries
• See how your documentation immediately helps real business owners
• Take on more responsibility as you grow in the company

Not sure you meet all the requirements? Apply anyway! We value diverse experiences and hire for potential. If you don't hear back within 4 weeks, assume you weren't selected, but Goodwork may still reach out about other remote roles.

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Additional keywords: Mac Technical Writer, Apple Ecosystem Writer, SaaS Documentation Specialist, Remote UX Writer, GitBook Expert, Markdown Writer, API Technical Writer, Developer Documentation Writer, User Guide Creator, Information Architecture Specialist, B2B Content Strategist, Product Content Writer, Customer Education Writer, Release Notes Writer, Help Center Content Creator

Seniority level

• Seniority level

  Mid-Senior level

Employment type

• Employment type

  Full-time

Job function

• Job function

  Information Technology

• Industries

  Staffing and Recruiting

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