Senior Technical Writer

The Bestow Product organization is responsible for defining, designing, and delivering exceptional digital experiences that solve real problems. Our team collaborates across Engineering, Revenue and Ops teams to transform ideas into intuitive, valuable solutions that delight our users. We believe in evidencebased decision making and maintaining a relentless focus on customer outcomes to drive product excellence.

This role will initially report to the Chief Product Officer until we build out our Product Operations function and is open to Remote (US).

WHAT YOULL DO

Bestow is looking for a Sr. Technical Writer to establish and lead our documentation practice from the ground up. As our first dedicated technical writer, youll have the rare opportunity to define what worldclass documentation looks like at a modern, AIforward company. Were looking for someone who sees themselves as part of the next generation of technical writers—not just adapting to change, but driving it.

As a Sr. Technical Writer at Bestow, you will:

• Excel at creating documentation that bridges complexity and clarity—transforming sophisticated platform capabilities and operational processes into guides that enable customer success and internal team effectiveness.

• Create and maintain comprehensive documentation across the entire product ecosystem, from API references and integration guides to user manuals and compliance resources

• Lead documentation work streams for major product releases, coordinating with Product, Engineering, and Marketing teams to ensure seamless launch readiness

• Partner with Product Operations to implement AIpowered documentation workflows, establishing scalable processes that maintain quality while increasing efficiency

• Develop and execute documentation strategies that translate complex insurance technology concepts into clear, actionable guidance for diverse technical and business audiences

• Build knowledge management systems and internal documentation that accelerates team onboarding and supports crossfunctional collaboration

• Establish documentation standards, style guides, and quality frameworks that ensure consistency across all customerfacing and internal content

• Collaborate with Customer Success and Support teams to identify content gaps and create proactive documentation solutions that reduce support burden

• Support strategic Product Operations initiatives by documenting processes, frameworks, and workflows that enable organizational scalability and operational excellence

• WHO YOU ARE

  • Bachelors degree in Technical Writing, Communications, Computer Science, or related field

  • 4+ years of technical writing experience in SaaS environments, preferably in fintech, insurtech, or other regulated industries

  • Experience documenting APIs, developer integrations, and complex technical workflows for both technical and nontechnical audiences

  • Proficiency with modern documentation platforms (GitBook, Notion, Confluence), docsascode workflows (Markdown, Git), and API documentation tools (Swagger, Postman, OpenAPI)

  • Experience leading, developing, and optimizing AInative workflows for content creation and continuous review.

  • Experience with process documentation, including: workflow mapping, requirements gathering, and change management documentation

  • You possess crossfunctional collaboration skills with proven ability to work effectively with Engineering, Product, Marketing, and Customer Success teams

  • TOTAL REWARDS

    At Bestow, we’re proud to be awarded for our team members, innovative products, and culture. Our standard benefits include:

    • Competitive salary and equity based on role

    • Policies and managers that support worklife balance, like our flexible paid time off and parental leave programs

    • 100% paidpremium option for medical, dental, and vision insurance

    • Lifestyle stipend to support your physical, emotional, and financial wellbeing

    • Flexible workfromhome policy and open to remote

    • Remote and WFH options, as well as a beautiful, stateoftheart office in Dallas’ Deep Ellum, for those who prefer an office setting

    • Employeeled diversity, equity, and inclusion initiatives

    • Were proud to be recognized as a top employer, consistently earning accolades for our exceptional workplace culture and commitment to our employees.

      • Weve been recognized year after year by Great Place to Work, Built In Best Places to Work, and Fortunes Best Workplaces in Texas (20222025).

      • Weve been named one of Fortune’s Best Workplaces in Financial Services and Insurance (20222024), a CNBC and Statista Worlds Top Insurtech Company (2024), and one of The Financial Technology Reports Top Insurtech Companies (20242025).

      • Were honored to be recognized as a Best Place for Working Parents for three consecutive years (20232025).

      • We value diversity at Bestow. The company will recruit, hire, and promote regardless of race, color, religion, sex, sexual orientation, gender identity or expression, national origin, pregnancy or maternity, veteran status, or any other status protected by applicable law. We understand the importance of creating a safe and comfortable work environment and encourage individualism and authenticity in every team member.

        Thanks for considering a career at Bestow!