Bestow is a leading insurance technology platform serving some of the world's largest and most innovative life insurers. We are on a mission to increase financial stability for everyone. Bestow is a team of mission-driven, results-oriented individuals. We offer all employees a remote (contiguous 48 only)/hybrid workplace, meaningful benefits, substantial growth opportunities, and equity.
Bestow participates in the E-Verify Program.
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 evidence-based 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).
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, you'll have the rare opportunity to define what world-class documentation looks like at a modern, AI-forward company. We're 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 AI-powered 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 cross-functional collaboration
Establish documentation standards, style guides, and quality frameworks that ensure consistency across all customer-facing 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
Bachelor's 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 non-technical audiences
Proficiency with modern documentation platforms (GitBook, Notion, Confluence), docs-as-code workflows (Markdown, Git), and API documentation tools (Swagger, Postman, OpenAPI)
Experience leading, developing, and optimizing AI-native workflows for content creation and continuous review.
Experience with process documentation, including: workflow mapping, requirements gathering, and change management documentation
You possess cross-functional collaboration skills with proven ability to work effectively with Engineering, Product, Marketing, and Customer Success teams
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 work/life balance, like our flexible paid time off and parental leave programs
100% paid-premium option for medical, dental, and vision insurance
Lifestyle stipend to support your physical, emotional, and financial wellbeing
Flexible work-from-home policy and open to remote
Remote and WFH options, as well as a beautiful, state-of-the-art office in Dallas’ Deep Ellum, for those who prefer an office setting
Employee-led diversity, equity, and inclusion initiatives
We're proud to be recognized as a top employer, consistently earning accolades for our exceptional workplace culture and commitment to our employees.
We've been recognized year after year by Great Place to Work, Built In Best Places to Work, and Fortune's Best Workplaces in Texas (2022-2025).
We've been named one of Fortune’s Best Workplaces in Financial Services and Insurance (2022-2024), a CNBC and Statista World's Top Insurtech Company (2024), and one of The Financial Technology Report's Top Insurtech Companies (2024-2025).
We're honored to be recognized as a Best Place for Working Parents for three consecutive years (2023-2025).
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!
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Our purpose is to make hard things easier. Life insurance is an old industry. Like really old. And the historic names have been doing it one way for a long time. Not us. We’re here to reimagine the entire industry, creating game-changing tech, AI...
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