Bestow partners with top life insurance carriers to deploy cutting-edge technology and data solutions that reduce costs, maximize efficiency, and drive growth by streamlining processes from origination and underwriting through administration. 

Bestow

Equity / Stock Options

Paid Time Off

Paid Parental Leave

Lifestyle Spending Account

Remote Work

Medical, Dental, and Vision Insurance

Life insurance is one of the world's most important products. It's also one of the hardest to build, distribute, and modernize. Bestow exists to change that.

Bestow is a leading vertical technology platform serving some of the largest and most innovative life insurers. Our platform unifies the fragmented, legacy value chain, enabling carriers to launch products in weeks instead of years. Carriers choose us to scale and operate at unprecedented speed, powered by AI and automation.

Bestow isn't selling policies. We're building the infrastructure that helps an entire industry move faster, reach more people, and deliver on its promise.

Backed by leading investors (Goldman Sachs, Hedosophia, NEA, Valar, 8VC) and trusted by major carriers, Bestow is powered by a team that moves with precision, purpose, and heart. If you want to help reimagine a centuries-old industry with lasting impact, join us.

Bestow offers flexible remote/hybrid work, meaningful benefits, equity, and substantial growth opportunities.

Bestow uses E-Verify to confirm the employment eligibility of all newly hired employees. To learn more about E-Verify, including your rights and responsibilities, please visit 

As a Product Actuary, Life & Annuity (L&A), you'll be part of the Insurance Product Team, working across Bestow's Software Product, Customer Experience, Data Science, User Experience, Actuarial, Legal/Compliance, Engineering, and Sales teams. This role sits alongside actuarial and insurance product professionals and requires the ability to translate complex actuarial mathematics into accurate, implementable system logic.

Bestow is reimagining its illustration and policy administration capabilities, expanding full policy lifecycle support for complex life and annuity products. This is a hands-on role. You'll be the go-to actuarial and calculation subject-matter expert for the team building these capabilities, working directly alongside our Engineering teams — including building prototypes using AI tools. It's a real opportunity to make a tangible contribution and shape how this gets built.

This role reports to the Senior Actuary and is open to Dallas, TX, or Remote (US). #LI-Remote

Bestow is looking for a Product Actuary, L&A to contribute in the following ways:

Serve as the go-to subject-matter expert on the actuarial and calculation logic behind illustrations and policy administration, supporting a team building these capabilities from scratch.

Translate life insurance and annuity product specifications into implementable system logic for illustration and policy administration systems (e.g. covering crediting mechanisms, rider mechanics / charges, benefit base calculations, surrender charge schedules, and other product features), working closely with Engineering.

Use AI tools to rapidly prototype, code, and test calculation logic. If you haven’t done this before, there’s no better place to learn.

Support policy migrations (bringing legacy, in-force blocks including products sold decades ago onto Bestow’s platform) — ensuring original calculation logic carries through accurately, in addition to new business product implementations.

Validate that system behavior accurately reflects product intent, pressure-testing actuarial specs against implementation and resolving discrepancies.

Support User Acceptance Testing for product implementations and platform enhancements, including structured review of system outputs against expected results.

Produce clear documentation of product calculation methodologies, business rules, and implementation decisions.

Partner with carrier and vendor implementation teams to support the onboarding of new products and features.

8+ years of life insurance industry experience; annuity experience is a strong plus

3-5 years of hands-on experience building pricing models or implementing illustration and policy administration systems at a carrier, vendor, or insurtech — working directly with the software, its real-world nuances, and its edge cases.

Deep product knowledge of life and annuity insurance products such as IUL, VUL, FIA, and complex riders, including calculations and transactions built out in illustration and policy administration systems.

A track record of connecting actuarial calculations to how they actually function in policy admin workflows — not just the math, but how it's used downstream.

Experience with agentic coding tools and workflows is a plus.

Experience supporting policy migrations or legacy block conversions — reconciling data, validating legacy calculation logic, and testing source-to-target accuracy — is a strong plus.

Actuarial background (ASA, FSA) is strongly preferred; candidates without formal credentials should have equivalent technical depth in life insurance product mathematics.

Strong written communication skills, able to produce clear, precise documentation for technical and non-technical audiences.

Comfortable building processes and making judgment calls from scratch in a fast-moving environment.

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

Best Place for Working Parents 2023 + 2024 + 2025

Great Place to Work Certified, 2022 + 2023 + 2024 + 2025

Built In Best Places to Work, 2022 + 2023 + 2025

Fortune’s Best Workplaces in Texas 2022 + 2023

Fortune’s Best Workplaces in Financial Services and Insurance 2022 + 2023 + 2024

We value diversity at Bestow. The company will hire, recruit, 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.

Work Authorization Required

Senior Level

Experience

Certification

Bestow is seeking a Product Actuary for Life & Annuity to translate complex actuarial mathematics into system logic for illustration and policy administration. The role involves building prototypes using AI tools, supporting policy migrations, and validating system behavior. This remote-first position requires deep expertise in L&A products like IUL and VUL.

Product Actuary, Life & Annuity

Full Time

Bonus

Flexible PTO

Medical, Dental, Vision Insurance

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 reports into the VP, Product Management and is open to Remote (US). #LIRemote

 to lead New Business Experience: the full acquisition journey from marketing handoff through policy bind, spanning Presales, Application, and Checkout. This is product leadership where strategic vision meets operational rigor: owning the strategy, roadmap, and execution for how prospects become policyholders on our platform.

You'll lead and develop a team of product managers across three surfaces, set the bar for discovery and delivery, and partner with senior leadership across Bestow to translate complex regulated-industry challenges into elegant, AI-native solutions. You'll be both a strategist and an operator, comfortable shaping company-level direction with executives and equally comfortable in the details of backlog hygiene, customer research, and roadmap trade-offs.

Lead a high-performing team of product managers, setting clear priorities and empowering them to deliver exceptional results

Own product strategy and vision for the full enrollment funnel, aligning business objectives with carrier priorities, agent needs, and customer experience

Leverage AI tools and agentic workflows as a core part of how you and your team operate — from discovery and synthesis to roadmap communication, stakeholder prep, and team coaching

Model AI-native working habits and help define what product management looks like at an AI-native insurance platform

Own the cross-module surface area with clear accountability across the funnel

Lead market research, competitive analysis, and customer discovery to identify high-impact opportunities and inform strategic decisions

Run rigorous discovery and backlog hygiene so engineering capacity is matched by a deep pipeline of ready-for-dev work

Lead partner-facing product strategy for third-party distribution channels (agents, agencies, and integrated distribution partners)

Develop and communicate compelling roadmaps that balance immediate wins with transformative long-term bets

Define success metrics and establish data-driven feedback loops to measure impact and guide continuous improvement

Build persuasive business cases and influence senior stakeholders — Bestow executives, carrier-side executives, and cross-functional partners

Partner with Engineering, Design, Marketing, and Operations to ship products our carriers and their customers depend on

Coach and mentor product managers while modeling Bestow's operating principles, and help recruit world-class talent that raises the bar

10+ years of product management experience, with at least 5 years of leading and developing product managers.

Direct experience building customer acquisition, third-party distribution integrations, application product at a carrier, insurtech, or fintech

Strong understanding of insurance distribution (both agent/broker channels and direct-to-consumer flows) and the integration surface that connects them

Proven success owning and scaling a significant functional area or business domain from strategy through execution

Deep expertise in product discovery, market research, and translating customer insights into winning strategies

Actively uses AI tools (e.g., Claude, Cursor, Lovable, Replit, or equivalent) as a daily working accelerant — not just for writing, but for synthesis, research, and structured thinking

Has a point of view on how AI changes the PM role and the PM org — and is excited to help define what that looks like at Bestow

Strong analytical mindset with experience defining metrics that matter and using data to drive decisions

Demonstrated ability to influence and align senior stakeholders—from enterprise customers to C-suite executives to cross-functional partners

Experience establishing product methodologies, frameworks, and best practices that elevate team performance

Track record of strategic planning that balances ambitious vision with pragmatic execution

Experience in insurance, financial services, or highly regulated industries is a strong plus

People Management

AI Proficiency

Domain Expertise

Bestow is seeking a Director of Product Management to lead the New Business Experience, overseeing the acquisition journey from marketing to policy bind. The role involves managing a team of PMs, defining product strategy for enrollment funnels, and leveraging AI-native workflows to modernize the life insurance industry.

$225K – $250K • Offers Equity • Offers Bonus • Starting compensation may vary based on geographic location, work experience, and skills.

Director, Product Management (New Business Experience)

Gym / Wellness Stipend

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. We're building at the intersection of insurance infrastructure and AI-native product development. The best candidates will come with a working relationship with AI tools already established — and a hunger to push that further.

The role reports to our Senior Manager, Product Management - Underwriting, and is remote or can be a hybrid role from our Dallas headquarters. #LI-Remote

Bestow is looking for an exceptional Senior Product Manager who thrives on transforming complex challenges into elegant solutions. We're seeking a pioneer who can see beyond the immediate horizon – someone who combines strategic vision with tactical excellence to drive meaningful impact across their product area.

The ideal candidate brings tangible life insurance experience to the table. You understand the realities of insurance workflows – not just in theory, but from having partnered with the teams who live in them every day. That domain fluency means you can anticipate downstream operational impact, speak credibly with carrier and internal stakeholders, and distinguish the constraints that are truly fixed from those that are simply inherited.

This role is perfect for a product leader who understands that the most meaningful innovations often arise from the most perplexing problems. You'll be the driving force behind multiple high-impact initiatives, translating business objectives and customer needs into products that truly make a difference. Your ability to navigate ambiguity, inspire cross-functional teams, and deliver measurable results will be instrumental in advancing our mission to increase financial stability for everyone.

As a Senior Product Manager, Underwriting at Bestow, you will:

Lead complex product initiatives across underwriting, owning outcomes from problem definition through launch and adoption

Partner directly with clients and underwriters to shape what the platform becomes — surfacing the capabilities they need, pressure-testing new features, and turning that input into a durable roadmap for platform evolution

Leverage AI tools and agentic workflows as a core part of your product development process — from discovery and synthesis to roadmap communication and stakeholder prep

Translate carrier requirements and regulatory constraints into product requirements that engineering can build against and underwriters can actually work in

Develop and maintain product roadmaps that align with company strategy, balancing near-term capability gaps with long-term platform vision

Model AI-native working habits for the broader team and contribute to Bestow's shared knowledge base of tools, skills, and workflows

Identify opportunities for improvement through direct observation of underwriting workflows, data analysis, client feedback, and competitive intelligence

Influence stakeholders across the organization by effectively communicating product vision, strategy, and outcomes

Coach and mentor junior product managers while modeling Bestow's operating principles

Bachelor's degree or equivalent experience

5+ years of product management experience

Hands-on life insurance experience, ideally in or adjacent to underwriting — you've worked alongside underwriters and understand how a case actually moves

Working familiarity with the underwriting toolkit: evidence and requirements, APS and lab data, carrier guidelines, and the judgment calls that sit between an application and a decision

Experience building for expert users who make consequential decisions, where speed matters but accuracy and auditability matter more

Demonstrated ability to lead multiple projects simultaneously across an entire product area

Proven track record of delivering successful products with measurable business impact

Experience with user research, usability testing, and UI/UX design principles for complex systems

Comfortable building and managing personal context systems — loading information into AI tools effectively to produce higher-quality, faster outputs

Strong analytical skills with experience using product analytics tools and BI solutions to drive decision making

Understands the difference between AI as a search tool and AI as a reasoning partner, and operates accordingly

Excellent communication and stakeholder management abilities, with demonstrated success influencing cross-functional teams

Comfortable operating with ambiguity and making decisions with incomplete information

Has a point of view on how AI changes the PM role — and is excited to help define what that looks like at Bestow

Education

Work Authorization

Bestow is seeking a Senior Product Manager for Underwriting to lead complex product initiatives and modernize life insurance infrastructure. The role involves partnering with clients to shape the platform and integrating AI-native workflows into the product development process. Candidates must have deep domain expertise in life insurance underwriting and a proven track record of delivering measurable business impact.

Senior Product Manager, Underwriting

This is the first hire on Bestow's Integrated Marketing team, and a generalist role by design. You'll be closest to how campaigns, events, and channels are actually performing in-market — with Sales, with buyers, with the numbers — and that vantage point directly shapes where Bestow's integrated marketing strategy goes next. You'll partner closely with the Director of Integrated Marketing to translate that read into strategy, then build the engine that runs it: turning strategy into live campaigns, running programs, and reporting results. The Director holds final accountability for direction, channel priorities, and overall investment, but shapes it together with you, not in isolation.

You'll execute demand gen and paid media, connect event investment to lead generation and the broader digital ecosystem, and run the day-to-day systems that tie channel activity to Sales outcomes — pipeline reviews, account-based programs, and attribution reporting.

This role reports to the Director of Integrated Marketing and is built for someone who wants real ownership over execution early, and a genuine voice in shaping strategy along the way: the chance to build process, run point across channels day to day, and grow the remit as the team scales. This role is open to Remote (US). #LIRemote

Plan and execute demand generation campaigns across paid digital, email and nurture, and organic channels, with a sharp eye on what drives leads and pipeline.

Manage paid media budgets and targeting to maximize efficiency and pipeline contribution.

Contribute to SEO/AEO efforts to ensure Bestow is discoverable at every stage of the buyer journey.

Sales Alignment & Pipeline Accountability

Run the pipeline review cadence with Sales and roll up a marketing-sourced number for the Director to bring into forecasting.

Lead win-loss analysis and feed insights back into targeting and messaging.

Manage Salesforce campaign structures and hygiene to ensure clean attribution and reporting across every program.

Own channel-to-pipeline attribution and ROI reporting across all campaign types, and use it to help shape what the Director prioritizes next.

Manage day-to-day partner/vendor relationships and execute budget allocation across channel, event, and ABM spend, working with the Director to set and adjust those parameters.

Design target account methodology and tiering with Sales, informing and executing against account priorities you help set together with the Director and Sales leadership, and build personalized account-based campaigns.

Track how account engagement correlates to pipeline movement and deal speed.

Activate Product Marketing positioning into channel and ABM campaigns, feeding in-market signals back into battlecards.

Maintain and optimize the martech stack, and run an ongoing testing agenda across channel mix, account plays, and messaging.

Leverage AI tools to accelerate campaign execution, improve targeting, and scale personalization across channels.

Partner closely with the Director of Integrated Marketing, Creative, Product Marketing, Communications, and Sales to help shape — and then execute against — a consistent message and channel strategy.

Execute the lead capture, scoring, and follow-up that connect events to the rest of the demand engine, and report event ROI and pipeline contribution back to the Director.

Ensure every event ties into concurrent digital and nurture campaigns, per the integrated strategy you help shape with the Director, so experiential investment reinforces — rather than sits apart from — other channels.

Proven experience in demand generation, integrated campaign, or revenue marketing roles in B2B, ideally SaaS or enterprise technology.

Motivated by owning execution and eager to bring your on-the-ground read on channels, campaigns, and Sales to strategy planning and review sessions.

A true generalist — you've run paid media, email/nurture, ABM, and events, and you're energized by breadth rather than narrow specialization.

Comfortable owning the connection between marketing activity and revenue: pipeline reviews, attribution, forecasting contribution, and win-loss analysis.

Experience building or running ABM programs, including account tiering and personalized account-level campaigns.

Fluent in Salesforce (or similar CRM) and marketing automation platforms; you know how to structure campaigns for clean reporting.

Data-driven — you track what matters and use performance data to continuously improve programs.

A builder's mindset: energized by creating structure and process from scratch as the first hire on a growing team.

Comfortable with AI-powered marketing tools and excited to use them to work faster and scale personalization.

A strong collaborator who can work across Marketing, Sales, and external partners (including agencies) to get campaigns out the door and performing.

Experience in fintech, insurtech, or a platform business is a plus.

SaaS

Bestow is seeking a Senior Integrated Marketing Manager to lead demand generation, paid media, and ABM initiatives. This role focuses on driving pipeline growth, managing Salesforce attribution, and aligning marketing efforts with Sales outcomes for their B2B insurtech platform.

Senior Integrated Marketing Manager

Medical, Dental & Vision Insurance

The engineering team is responsible for all technology powering Bestow and the Bestow Platform. We support our employees, consumers, and enterprise partners by delivering reliable, secure, and scalable systems. Our functional teams include product engineering, infrastructure, IT, data and analytics, mar-tech, and program management. We work closely with product management and design to build the right solutions and continuously improve our platform.

This role reports to the Manager of Engineering and is open to remote employees in the U.S. (48 contiguous states only.)

As a Senior Platform Engineer, you’ll own the implementation of technical projects that improve our platform’s scalability, reliability, and developer experience. You’ll independently execute scoped initiatives, automate infrastructure, and build internal tools that help product teams move faster and safer.

You’ll collaborate closely with other platform engineers and cross-functional stakeholders, applying your engineering judgment to deliver clean, maintainable solutions. As you grow into the role, you’ll take on ownership of more complex systems and begin influencing architectural choices and team processes.

This role is perfect for someone who thrives on solving problems through automation and wants to level up as a systems thinker.

Develop and Maintain Cloud Infrastructure

Implement and evolve infrastructure-as-code using tools like Terraform or Pulumi.

Automate and monitor our Kubernetes-based platform and CI/CD pipelines.

Contribute to infrastructure tooling that improves repeatability, safety, and visibility.

Build CLI tools, shared libraries, and scripts to accelerate development workflows.

Participate in resolving developer friction by improving build/test/deploy loops.

Help define standards for service configuration, secrets management, and app-level observability.

Implement dashboards, alerts, and runbooks for services owned by platform engineering.

Participate in incident response, root cause analysis, and follow-up improvements.

Propose and prototype changes to improve availability, scalability, and cost efficiency.

5+ years of professional experience working with cloud infrastructure (e.g., GCP, AWS, or Azure).

You’re familiar with infrastructure-as-code tools like Terraform or Pulumi and understand CI/CD workflows.

You write clean, maintainable code and have experience in at least one scripting or programming language (e.g., Go, Python, Bash, TypeScript).

You have hands-on experience utilizing AI agents (e.g., Claude Code) for engineering tasks, demonstrating an ability to effectively direct agents through clear context, explicit constraints, and deliberate planning.

You’ve worked with containerization (e.g., Docker) and orchestration tools like Kubernetes.

You understand version control workflows and regularly participate in code reviews.

You’re a strong communicator, take ownership of your work, and collaborate well with others.

You’re eager to grow and take on more architectural and operational responsibilities.

Bestow is seeking a Senior Platform Engineer to enhance the scalability, reliability, and developer experience of its insurance technology platform. The role involves automating infrastructure using Terraform and Pulumi, managing Kubernetes-based platforms, and building internal tools. Key technologies include GCP/AWS/Azure, Go, Python, and AI agents.

$145K – $170.5K • Offers Equity • Offers Bonus • Starting compensation may vary based on geographic location, work experience, and skills.

Senior Platform Engineer

The Performance Lead, Customer Experience is an advanced-level position responsible for leading and mentoring a team of Customer Care Advisors (CCAs). This role provides expert guidance on complex customer and agent inquiries and drives overall performance and efficiency through coaching and process improvement. The ideal candidate will be a customer-obsessed, empathetic team player with a passion for cultivating talent and empowering their team to deliver a world-class customer experience.

This role reports directly to the Customer Experience Manager, Performance & Efficiency and is open to hybrid in our Dallas office or Remote (US). #LIREMOTE

Provide expert advice and guidance to Customer Care Advisors on customer inquiries across all channels.

Resolve complex customer and agent issues, including managing escalations.

Lead, mentor, and coach a team of Customer Care Advisors, fostering a positive team culture.

Facilitate team meetings and communications.

Identify and implement process improvements to enhance performance and efficiency and the overall customer experience.

Lead and contribute to department projects and initiatives.

Conduct quality assurance reviews, provide feedback, and generate reports.

Build and maintain relationships with vendors and enterprise partners.

Represent the team in meetings and act as a delegate for the CX Manager.

Monitor key operational processes, conduct business testing, and participate in audits.

Bestow is seeking a Performance Lead for Customer Experience to lead and mentor a team of Customer Care Advisors. The role focuses on resolving complex customer inquiries, driving operational efficiency through coaching, and implementing process improvements. A valid life insurance license and 6+ years of customer service experience are required.

Timezone Matching

Remote Jobs at Bestow

Hiring Locations

Benefits & Perks

Eligibility Requirements

💼 Open Jobs (11)