Product Designer II, Agent Experience

📍 Job Overview

Job Title: Product Designer II, Agent Experience

Company: Bestow

Location: Dallas, TX (Remote - US)

Job Type: FULL_TIME

Category: Product Design / GTM Operations Enablement

Date Posted: September 9, 2026

Experience Level: Mid-Level (3-5 years)

Remote Status: Fully Remote (US-based)

🚀 Role Summary

• This role focuses on designing and delivering exceptional digital experiences for insurance agents, wholesalers, and back-office teams within Bestow's vertical technology platform.

• You will own the end-to-end design execution for agent workflows, including quoting, illustrations, and distribution integrations, ensuring speed, clarity, and credibility for professional users and partners.

• A key aspect of this role involves a prototype-first methodology, utilizing Figma and coded prototypes, often within shared repositories alongside engineering and product teams, leveraging AI tooling for accelerated workflows.

• You will work closely with product managers and a senior designer to define problems, test solutions, and collaborate on design direction, ensuring external visibility and impact on carrier and distribution partners.

📝 Enhancement Note: While the title is "Product Designer," the responsibilities heavily overlap with GTM Operations Enablement by focusing on the tools and experiences that empower sales channels (agents, wholesalers) to effectively utilize the platform for quoting and policy initiation. This role requires a blend of user experience design and an understanding of sales enablement processes within a B2B SaaS context. The emphasis on "Agent Experience" and "distribution integrations" directly impacts the efficiency and effectiveness of sales operations.

📈 Primary Responsibilities

• Own the end-to-end design process for assigned initiatives within the Agent Experience team, from initial problem framing and user research through to prototyping, validation, and implementation partnership.

• Design intuitive and efficient user interfaces and workflows for multiple distinct user types within a single system, including independent agents, wholesalers, and internal back-office teams, considering role-based permissions and data import processes.

• Conduct and synthesize user research, including moderated sessions with external agents, usability testing, and analysis of qualitative and quantitative data to inform design decisions.

• Collaborate proactively with product managers to define problems, explore potential solutions, and establish clear success criteria, particularly in ambiguous environments where requirements are still evolving.

• Create comprehensive design artifacts, including user flows, diagrams, detailed Figma designs, and interactive coded prototypes, to effectively communicate design direction to internal stakeholders, engineering teams, and external carrier/distribution partners.

• Actively participate in shared code repositories, reading and iterating on existing coded prototypes within an IDE, often with AI assistance, and working closely with engineers to ensure seamless implementation.

• Design integration experiences that interface with partner systems, such as single sign-on (SSO), pre-fill capabilities, status updates, and quoting/pricing APIs, ensuring a cohesive user journey across different platforms.

• Partner with engineering teams to maintain design integrity while pragmatically balancing technical constraints and project timelines.

• Contribute to design critique sessions, providing constructive feedback and actively receiving feedback to elevate design quality and consistency across the team.

• Champion user-centered design principles within a regulated industry, ensuring that trust, accuracy, and compliance are paramount alongside user experience and polish.

📝 Enhancement Note: The responsibility to "Design integration experiences where the product surface is partly determined by a partner’s system" is crucial for GTM Operations. This directly impacts how sales channels integrate with Bestow's platform, requiring a deep understanding of API integrations and partner workflows from an operational efficiency standpoint.

🎓 Skills & Qualifications

Education: Bachelor’s degree or equivalent practical experience in a design-related field.

Experience: 3–5 years of dedicated product design experience, with a strong preference for work on complex, regulated products such as those found in fintech, healthcare, enterprise B2B, or insurance sectors.

Required Skills:

• Systems Thinking: Demonstrated ability to design for complex systems with multiple user types and interconnected workflows, evident in portfolio examples.

• End-to-End Design Execution: Proven track record of taking product designs from initial research and problem framing through to successful implementation and launch, with measurable impact.

• Figma Proficiency: Expert-level command of Figma for creating wireframes, high-fidelity mockups, and interactive prototypes.

• Coded Prototyping/IDE Experience: Hands-on experience building or iterating on designs within an Integrated Development Environment (IDE) or code-based environment (e.g., Cursor, VS Code with AI assistants, Claude Code) is a mandatory requirement. This involves more than just observing engineers.

• User Research & Synthesis: Proficiency in conducting user interviews, usability testing (moderated and unmoderated), and analyzing both qualitative and quantitative data to drive design decisions.

• Cross-functional Collaboration: Excellent communication and collaboration skills, with a proven ability to work effectively with product managers, engineers, and other stakeholders.

• Stakeholder Management: Comfort and experience in presenting work to diverse stakeholder groups, articulating design rationale, and holding a confident point of view.

• Design Systems: Experience contributing to or working within established design systems and component libraries to ensure consistency and efficiency.

• Analytical Skills: Strong ability to leverage qualitative and quantitative inputs to inform and validate design choices.

• Adaptability: Capacity to operate effectively in ambiguous situations and drive progress with incomplete information.

• Teamwork & Critique: Ability to work collaboratively within a shared design direction, actively participating in and providing constructive feedback during design critiques.

Preferred Skills:

• Professional/Agent-Facing Channel Design: Experience designing user experiences for professional or agent-facing channels, such as brokerage platforms, wealth management tools, distribution networks, or marketplace supply-side interfaces.

• B2B/Partner Brand Design: Experience designing user experiences that must accommodate or span across two distinct companies' brands or platforms.

• Quoting/Pricing/Illustration Interfaces: Familiarity or experience designing complex interfaces for quoting, pricing, policy illustration, or configurator tools.

• AI in Design: Demonstrated use of AI in daily design practice, with specific examples of automation, human oversight, and outcomes.

• Design-System-to-Code Pipelines: Familiarity with processes that connect design systems to production code components.

• Navigating Coded Prototypes: Strong comfort in reading and navigating coded prototypes and collaborating within code repositories alongside engineering and product partners.

📝 Enhancement Note: The explicit requirement for "Hands-on experience building or iterating on designs in an IDE or code-based environment" is a significant differentiator for this role, moving beyond traditional UX/UI. This suggests a need for designers who can deeply collaborate with engineers at a code level, contributing to rapid prototyping and development cycles, which is critical for GTM operations where speed and iteration are key.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

• Systems Thinking Demonstration: Showcase projects that illustrate an understanding of complex systems, multiple user roles, and interconnected workflows. Visualizations of system architecture or flow across different user types are highly valuable.

• Research-to-Shipping Discipline: Provide clear case studies detailing your process from initial user research and problem identification through to design execution, validation, and successful implementation. Highlight how user insights directly influenced the final product.

• Interaction & Visual Detail: Present examples of meticulously crafted user interfaces, focusing on precise interaction design, intuitive navigation, and high-quality visual aesthetics, particularly within complex B2B or regulated product contexts.

• Coded Prototype/IDE Contribution: Include examples or descriptions of projects where you actively contributed to coded prototypes or worked within an IDE. Explain your role in this process and the impact it had on design iteration speed or fidelity.

• Impact Metrics: Quantify the impact of your design work with relevant metrics, such as improvements in conversion rates, task completion times, user satisfaction scores, or reduction in support tickets, especially for agent/professional user workflows.

Process Documentation:

• Workflow Design & Optimization: Demonstrate a methodical approach to mapping, analyzing, and optimizing complex user workflows, particularly those involving multiple steps, user roles, or external system integrations.

• Prototyping & Validation: Showcase your ability to create and iterate on prototypes at various fidelities, from low-fidelity wireframes to high-fidelity coded prototypes, and detail how you validate these designs with users and stakeholders.

• Cross-functional Collaboration Artifacts: Include examples of how you document and communicate design decisions, research findings, and implementation details to engineering, product management, and other teams, potentially through shared design documentation or collaborative tools.

📝 Enhancement Note: The emphasis on "coded prototypes" and "IDE experience" within the portfolio requirements is critical. Candidates should prepare to showcase projects where they were directly involved in the code-based prototyping process, demonstrating their ability to collaborate with engineering at a technical level and accelerate the design-to-development pipeline, a key aspect of efficient GTM operations.

💵 Compensation & Benefits

Salary Range: The provided salary range for this position is $108,000 - $125,000 USD per year.

Benefits:

• Competitive Salary & Equity: Offers a competitive base salary along with company equity, providing potential for long-term financial growth.

• Work-Life Balance Support: Features flexible paid time off (PTO) policies and comprehensive parental leave programs, promoting a healthy work-life integration.

• Comprehensive Health Coverage: Provides 100% paid-premium options for medical, dental, and vision insurance for employees.

• Lifestyle Stipend: A dedicated stipend to support employees' physical, emotional, and financial wellbeing, which can be used for various wellness-related expenses.

• Flexible Work Policy: Supports a flexible work-from-home policy and is open to remote candidates across the United States.

• Office Options: Offers remote work flexibility or access to a modern office space in Dallas' Deep Ellum for those who prefer an in-office environment.

• Diversity & Inclusion Initiatives: Supports employee-led initiatives focused on diversity, equity, and inclusion.

Working Hours: The role is expected to require approximately 40 hours per week. While remote, maintaining consistent availability for team collaboration and core working hours (likely aligned with US business hours) will be important.

📝 Enhancement Note: The salary range of $108,000 - $125,000 USD for a Product Designer II in Dallas, TX (even with remote flexibility) aligns with mid-level roles in the tech industry, particularly in a competitive market for design talent. This range is benchmarked against industry standards for similar roles in major US tech hubs, adjusted for the specific location and experience level. The benefits package is robust, reflecting Bestow's commitment to employee wellbeing and work-life balance, which are attractive factors for operations professionals seeking stable and supportive employment.

🎯 Team & Company Context

🏢 Company Culture

Industry: Technology Platform / Insurtech (Insurance Technology)

Company Size: Bestow is a growing tech company, indicated by its multiple funding rounds and awards, likely falling into the mid-size to large startup category (100-500 employees based on typical growth patterns for companies receiving significant VC funding). This size offers a balance of established processes and opportunities for individual impact.

Founded: Bestow was founded to modernize the life insurance industry, a centuries-old sector ripe for technological disruption. This means the company operates with a mission-driven approach, aiming to make a lasting impact by rebuilding core infrastructure.

Team Structure:

• Product Organization: The Product organization is cross-functional, collaborating closely with Engineering, Revenue, and Operations teams to deliver user-centric solutions.

• Agent Experience Team: This specific team focuses on the critical front half of the customer funnel, shaping how agents, wholesalers, and back-office teams interact with Bestow's platform for quoting, illustrating policies, and initiating new business.

• Reporting: The Product Designer II will report to the Senior Design Manager, New Business, and will work in close partnership with the Staff Product Designer for New Business, indicating a supportive mentorship and collaborative structure.

Methodology:

• Evidence-Based Decision Making: The team prioritizes data and user insights to guide product development and design choices.

• Prototype-First Approach: Emphasis is placed on creating and iterating with prototypes (both Figma and coded) to test concepts early and often.

• Agile Development & Collaboration: The role involves working closely with engineering and product in shared environments (including code repositories) to ensure rapid iteration and alignment.

• Customer Outcome Focus: A relentless focus on delivering valuable solutions that address the real problems and needs of users (agents, carriers).

Company Website: https://tech.bestow.com/

📝 Enhancement Note: Bestow's focus on modernizing a legacy industry like life insurance suggests a culture that values innovation, efficiency, and impact. The "Agent Experience Team" specifically highlights a GTM-centric approach, emphasizing the importance of empowering sales channels through technology. The "prototype-first" and "coded prototype" aspects indicate a highly collaborative and technically integrated design process, common in fast-paced SaaS environments aiming for operational excellence in their GTM motions.

📈 Career & Growth Analysis

Operations Career Level: This role is positioned as a Product Designer II, indicating a mid-level individual contributor. It requires 3-5 years of experience and involves owning end-to-end design execution for specific initiatives. The role is designed for someone who can work independently on defined scopes but also collaborate closely with senior team members.

Reporting Structure: You will report to the Senior Design Manager, New Business. You will also work in close collaboration with the Staff Product Designer for New Business. This structure provides both direct management oversight and a senior design partner for mentorship, domain context, and architectural guidance.

Operations Impact: While not directly in an "Operations" role, this Product Designer's work has a significant impact on GTM Operations. By creating efficient and intuitive tools for agents and wholesalers, this role directly influences sales productivity, quote-to-bind ratios, and the overall effectiveness of Bestow's distribution channels. The design of these agent-facing tools is crucial for operational efficiency and revenue generation.

Growth Opportunities:

• Deep Domain Expertise: Opportunity to become an expert in the complex and regulated world of life insurance technology, a niche with high demand for skilled professionals.

• Technical Design Skills: Development of advanced skills in coded prototyping, AI tooling integration, and collaborative IDE workflows, positioning you at the forefront of modern product design practices.

• Cross-Functional Leadership: Potential to influence product strategy and GTM effectiveness through design. By working closely with product and engineering, and having external visibility with partners, you can grow your ability to shape product direction.

• Mentorship & Senior Collaboration: Learning from a Senior Design Manager and a Staff Product Designer provides a strong foundation for career advancement and skill development within a specialized domain.

• Career Progression: Potential to advance to senior designer roles, lead design initiatives, or specialize in areas like platform design, integration design, or AI-driven user experiences within the insurtech space.

📝 Enhancement Note: The "Operations Impact" section highlights how a Product Designer role can be deeply intertwined with GTM Operations. By focusing on the tools that enable sales channels, this position contributes directly to the efficiency and effectiveness of the revenue-generating engine of the company. The growth opportunities are framed around developing specialized skills and gaining influence within a critical GTM function.

🌐 Work Environment

Office Type: Bestow offers a flexible work model, accommodating both fully remote employees (within the US) and those who prefer an in-office experience. They have a "beautiful, state-of-the-art office in Dallas’ Deep Ellum." This suggests a modern, well-equipped workspace for those who choose to use it.

Office Location(s):

• Remote: Primarily US-based remote.

• On-site: Dallas, Texas (Deep Ellum).

Workspace Context:

• Collaborative Environment: The emphasis on shared code repositories, prototype-first methodology, and close collaboration with product and engineering fosters a highly integrated and collaborative workspace, regardless of physical location.

• Technology & Tools: Access to modern design and development tools, including Figma, AI tooling, and IDEs, supports efficient and cutting-edge work.

• Team Interaction: Regular design critiques, partnership with senior designers, and cross-functional meetings ensure continuous interaction and knowledge sharing within the design and product teams.

Work Schedule: Standard full-time hours (approximately 40 hours per week) are expected. The remote-first approach offers flexibility in how and where work is done, but requires strong self-discipline and communication to ensure alignment with team needs and project timelines, especially for operations-critical functions.

📝 Enhancement Note: The hybrid/remote flexibility is a key aspect of the work environment, appealing to operations professionals who value autonomy. The description of the Dallas office as "state-of-the-art" suggests that even for those choosing remote, the company invests in employee experience. The core of the work environment is built around advanced collaboration tools and methodologies.

📄 Application & Portfolio Review Process

Interview Process:

• Initial Screening: Likely an HR or Recruiter screen to assess basic qualifications, cultural fit, and interest.

• Portfolio Review & Design Challenge: A critical stage where candidates present their portfolio, discussing their process, impact, and specific examples of systems thinking and coded prototype contributions. This may be followed by a take-home design challenge or an in-person/virtual whiteboarding session focused on problem-solving and design execution.

• Cross-functional Interviews: Interviews with Product Managers, Engineers, and potentially other Designers to assess collaboration skills, technical understanding, and ability to work within a team environment. Expect questions about how you handle ambiguity, integrate with engineering workflows, and manage stakeholder expectations.

• Hiring Manager Interview: A final interview with the Senior Design Manager to discuss role fit, career aspirations, and overall team alignment.

Portfolio Review Tips:

• Highlight Systems Thinking: Clearly articulate how you approach complex problems and design for interconnected systems, user roles, and workflows. Use diagrams or case study elements to visualize this.

• Showcase Coded Prototype/IDE Work: Dedicate specific examples or a section to projects where you actively engaged with code-based prototyping or IDE environments. Explain your contribution, the tools used, and the benefits derived from this approach (e.g., faster iteration, higher fidelity).

• Quantify Impact: For each project, present measurable outcomes. For agent experience roles, focus on metrics related to efficiency, adoption, conversion rates, or task completion time.

• Structure for Clarity: Organize your portfolio logically, perhaps chronologically or by project type. For each case study, follow a clear narrative: Problem -> Your Role -> Process (Research, Ideation, Design, Prototyping, Testing, Implementation) -> Solution -> Impact/Results.

• Address Ambiguity: Be prepared to discuss how you navigate uncertainty, define problems, and drive progress when requirements are not fully defined, a key aspect of this role.

• Demonstrate Collaboration: Provide examples of successful cross-functional partnerships and how you effectively communicate and collaborate with engineers and product managers.

Challenge Preparation:

• Understand the Domain: Familiarize yourself with the life insurance industry, common agent workflows, and the challenges of B2B SaaS design in regulated environments.

• Practice Problem Framing: Be ready to break down ambiguous problems into smaller, manageable parts, identify key user needs, and propose potential design approaches.

• Prototype-First Mindset: Think about how you would quickly prototype and test solutions, leveraging tools like Figma and considering how you might translate concepts into coded prototypes.

• AI Tooling Integration: Be ready to discuss how you would leverage AI tools in your design process to enhance efficiency or explore solutions, and how you balance AI assistance with human judgment.

• Communicate Your Process: Clearly articulate your thought process, design rationale, and decision-making criteria throughout any challenge or exercise.

📝 Enhancement Note: The emphasis on "coded prototypes" and "IDE experience" should be a central theme in portfolio preparation and interview discussions. Candidates need to demonstrate not just design skills but also technical fluency and a collaborative approach that bridges design and development. This is a key differentiator for this role and for operations-focused design positions.

🛠 Tools & Technology Stack

Primary Tools:

• Figma: The core tool for UI design, wireframing, and interactive prototyping. Expect to create detailed mockups and design systems within

Figma.

• Coded Prototypes/IDE: Proficiency in or willingness to work within code-based environments is a strong requirement. This includes tools like:

  • Cursor: An AI-first code editor.
  • VS Code with AI Assistants: Utilizing plugins for AI-assisted coding and prototyping.
  • Claude Code: For AI-driven code generation and assistance.
  • Expect to navigate, read, and iterate on existing coded prototypes within these environments.

• AI Tooling: Demonstrated use of AI in the design process for automation, ideation, or efficiency gains.

Analytics & Reporting:

• User Research Tools: Tools for conducting user interviews, usability testing, and surveys (e.g., Lookback, UserTesting.com, SurveyMonkey).

• Data Analysis Tools: While not explicitly stated for the designer, comfort with interpreting data from analytics platforms (e.g., Amplitude, Mixpanel) to inform design decisions is expected.

CRM & Automation:

• Integration Understanding: While not directly designing CRM systems, understanding how agent workflows integrate with CRM or other sales enablement tools is beneficial. Familiarity with concepts like SSO, APIs, and data pre-fill is key.

📝 Enhancement Note: The explicit mention of "coded prototypes" and specific IDEs (Cursor, VS Code with AI assistants) highlights a modern, technically integrated design workflow. This is crucial for operations roles, as it points to a focus on rapid iteration, engineering collaboration, and efficient product development cycles. Designers who can speak to their experience with these tools will be highly competitive.

👥 Team Culture & Values

Operations Values:

• Precision & Purpose: The company operates with a high degree of accuracy and intention, especially critical in a regulated industry like insurance. This translates to a focus on detail and clear objectives in design work.

• Heart & Collaboration: Bestow emphasizes a supportive and people-focused culture, encouraging teamwork and empathy. This means designers should be team players who can build strong relationships.

• Speed & Agility: The need to "launch products in weeks instead of years" and operate at "unprecedented speed" highlights a culture that values efficiency, rapid iteration, and a bias for action.

• Data-Driven & Evidence-Based: Decisions are grounded in research, user feedback, and data analysis, ensuring that design solutions are validated and impactful.

• Customer-Centricity: A relentless focus on understanding and solving real problems for users, ensuring that the experiences designed are valuable and effective.

Collaboration Style:

• Cross-functional Integration: Seamless collaboration between Design, Engineering, and Product Management is fundamental. The shared code repository model exemplifies this deep integration.

• Partnership with Senior Designers: The role involves working closely with a Staff Product Designer, indicating a culture that values mentorship, shared design direction, and constructive critique.

• External Visibility: Designs are often seen and evaluated by external partners (carriers, distributors), fostering a culture of presenting work professionally and being open to external feedback.

• Prototyping as Communication: Using both Figma and coded prototypes as primary communication tools ensures clarity and shared understanding across teams and with stakeholders.

📝 Enhancement Note: The values of "Precision & Purpose" and "Speed & Agility" are particularly relevant to operations roles. This indicates a work environment where efficiency, accuracy, and timely delivery of solutions are highly prized, aligning well with the goals of revenue and sales operations. The collaborative style, especially the integration with engineering through coded prototypes, suggests a team that is highly aligned and works cohesively to drive business outcomes.

⚡ Challenges & Growth Opportunities

Challenges:

• Designing for Professional Users: Creating experiences that are not only user-friendly but also highly efficient and credible for experienced professionals (agents, wholesalers) who have high standards and alternatives.

• Regulated Industry Complexity: Navigating the intricate compliance, trust, and accuracy requirements inherent in the insurance industry, balancing user experience with regulatory demands.

• External Partner Integration: Designing interfaces and workflows that must seamlessly integrate with partner systems and potentially accommodate varying brand requirements, adding a layer of complexity to the design process.

• Ambiguity & Evolving Requirements: Working in a dynamic environment where requirements may change mid-flight, necessitating adaptability and a strong ability to define and solve problems with incomplete information.

• Balancing Canvas and Code: Mastering the workflow that bridges static design tools (Figma) with dynamic coded prototypes and IDE environments, requiring continuous learning and adaptation.

Learning & Development Opportunities:

• Advanced Prototyping Skills: Gaining hands-on experience with coded prototypes and AI-assisted development tools, pushing the boundaries of traditional design workflows.

• Deep Domain Expertise: Developing specialized knowledge in the insurtech sector and the complexities of life insurance products and distribution channels.

• Cross-functional Influence: Enhancing skills in stakeholder management, product strategy, and influencing cross-functional teams through strong design advocacy and collaboration.

• Mentorship: Receiving guidance from experienced Senior and Staff Designers, accelerating professional growth and skill development.

• Impactful Product Ownership: Owning significant design initiatives that directly contribute to Bestow's mission of modernizing an industry and driving revenue growth.

📝 Enhancement Note: The challenges presented are directly relevant to operations professionals who often deal with complex systems, regulatory environments, and the need for efficiency and integration. The growth opportunities focus on developing specialized, in-demand skills like coded prototyping and AI integration, which are becoming increasingly valuable in operations and product development roles.

💡 Interview Preparation

Strategy Questions:

• "Describe a time you had to design for multiple distinct user types within a single system. How did you ensure each user's needs were met while maintaining a cohesive experience?" (Focus on systems thinking, role-based permissions, and user segmentation).

• "Walk me through a complex product design project from problem framing to implementation. What was the biggest challenge, and how did you overcome it, especially with regards to ambiguity or changing requirements?" (Emphasize your process, problem-solving, and adaptability).

• "How have you incorporated user research, particularly with professional or B2B users, into your design process? What methods do you find most effective for gathering actionable insights in such contexts?" (Highlight your research methodology and ability to translate findings into design). Company & Culture Questions:

• "Bestow is modernizing the life insurance industry. What excites you about this mission, and how do you see design contributing to it?" (Showcase your understanding of the company's vision and your passion for impact).

• "This role requires close collaboration with a Staff Product Designer and engineers, often within shared code repositories. How do you approach collaboration, and what's your philosophy on receiving and giving design critique?" (Demonstrate your teamwork, communication, and openness to feedback).

• "How do you ensure design integrity while balancing technical constraints and tight deadlines, especially in a regulated environment?" (Focus on pragmatism, partnership with engineering, and understanding of compliance). Portfolio Presentation Strategy:

• Narrative Flow: Structure your portfolio presentation like a compelling story: introduce the problem, your role, your process (research, ideation, design, prototyping, testing), the solution, and the measurable impact.

• Highlight Coded Prototypes & IDE: Dedicate specific time to showcase projects where you actively participated in coded prototyping or worked within an IDE. Clearly articulate your contribution, the tools used, and the value this brought to the project (e.g., speed, fidelity, engineering collaboration).

• Quantify Everything Possible: For each case study, present metrics that demonstrate the success of your design. Think about efficiency gains for agents, conversion improvements, or reduction in errors.

• Showcase Systems Thinking: Use diagrams or visual aids to illustrate how your designs fit into a larger system, considering different user roles and their interactions.

• Be Ready for Technical Questions: Anticipate questions about your Figma workflow, prototyping techniques, and your experience with code-based environments and AI tools.

Challenge Preparation:

• Embrace Ambiguity: Be prepared for a problem statement that is not fully defined. Your first step should be to ask clarifying questions and frame the problem clearly.

• Prototype-First Mentality: Think about how you would quickly create low-fidelity prototypes (even sketches) to test core concepts before diving into high-fidelity designs or code.

• AI Integration: Consider how AI tools could be leveraged to accelerate aspects of the challenge, from research synthesis to ideation or even code generation for prototypes. Be ready to discuss the pros and cons.

• Articulate Your Process: Clearly explain your thought process, the trade-offs you considered, and why you made certain design decisions.

📝 Enhancement Note: The interview preparation heavily emphasizes demonstrating hands-on experience with coded prototypes and IDEs, as well as an understanding of AI tooling. Candidates must be prepared to showcase these specific skills and discuss their application in a GTM operations context, highlighting how they can contribute to Bestow's speed and efficiency.

📌 Application Steps

To apply for this Product Designer II position:

• Submit your application through the provided link on Ashby.

• Customize Your Resume: Tailor your resume to highlight experience in product design, systems thinking, user research, and specifically your involvement with coded prototypes, IDEs, and AI tooling. Use keywords from the job description like "Agent Experience," "Fintech," "B2B," and "Prototyping."

• Curate Your Portfolio: Ensure your portfolio prominently features case studies demonstrating your end-to-end design process, systems thinking, and quantifiable impact. Crucially, include specific examples or a dedicated section showcasing your work with coded prototypes and/or IDEs, explaining your contribution and the benefits.

• Prepare Your Narrative: Practice articulating your design process, problem-solving approach, and collaboration style. Be ready to discuss how you've handled ambiguity and partnered with engineering and product teams. Rehearse presenting your portfolio, focusing on the impact of your work and your technical design capabilities.

• Research Bestow: Understand Bestow's mission, their position in the insurtech market, and their company culture. Be prepared to discuss how your skills and values align with the company's goals, particularly regarding efficiency, innovation, and customer impact in the agent experience domain.

⚠️ Important Notice: This enhanced job description includes AI-generated insights and operations industry-standard assumptions. All details should be verified directly with the hiring organization before making application decisions.