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Staff Product Designer (Contract)
Flex · Remote
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Staff Product Designer (Contract)
Remote
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Flex is a growth-stage, NYC headquartered FinTech company that is creating the best rent payment experience. It’s hard to believe that it’s 2026 and paying rent on time is expensive, inflexible, and difficult. We’re here to change that! Flex enables our users to pay rent throughout the month on a schedule that better fits their finances and budget. Our mission is to empower as many renters as possible with flexibility over their most significant recurring expense. After deliberately keeping a stealth profile as we built up unprecedented investor support and an enthusiastic user base, we are looking for motivated individuals to help us keep our mission growing. Will you be a part of the team?
About the Role
We are seeking an experienced and visionary Staff Product Designer to serve as Flex's highest-caliber individual design contributor. In this role, you will set the bar for craft and quality across our entire product portfolio - not by managing designers, but by doing the work at a level others aspire to. You will drive design vision and strategy for the most complex, highest-impact initiatives at Flex, shaping how we build for our users and how the design function operates.
Vision and Strategy
Define and articulate design vision for Flex's most critical and complex product initiatives, ensuring work aligns with business goals and resonates deeply with our users
Establish a north star for the consumer experience and drive cross-functional alignment around it
Influence product strategy and roadmap directly through the quality and clarity of your design work and perspective
Stay close to how the design industry and UX trends are evolving and bring those insights into Flex
Quality and Craft
Own the design process end-to-end on flagship initiatives, from research and ideation through refinement, prototyping, and final execution
Hold a high bar for craft across everything you touch, from individual interaction patterns to our design system
Build detailed prototypes that illuminate the future of the product and help teams make better decisions
Use AI across the design lifecycle for, rapid exploration, prototyping, and front-end workflows, and model how the team can do the same
Influence and Collaboration
Partner with design leadership, product, and engineering to shape the direction of complex, cross-cutting product areas
Collaborate with other designers to ensure alignment and consistency across the consumer experience
Advocate for design thinking and user-centered principles across the company at every level, up to and including executive leadership
Standards and Mentorship
Establish and evolve design standards, processes, and patterns that raise the quality floor for the entire organization
Provide mentorship and craft feedback to designers across the team
Contribute foundational elements and set the standard for how the design system should evolve
Key Qualifications
Experience: A demonstrated track record as a senior IC contributor on complex consumer products
Design Mastery: Deep expertise in UX/UI design with strong experience showcasing shipped work at significant scope and quality
Strategic Thinking: Ability and demonstrated experience to operate at the product strategy level, shaping direction through design
Craft: Exceptional execution skills with high attention to detail in interaction design, visual design, and prototyping
Collaboration: Excellent communication skills; able to work fluidly with cross-functional teams including product, engineering, marketing, and executive leadership
Tools and Tech: Proficiency in modern design tooling; and fluency with front-end development
AI Fluency: Comfort using AI tools across the design process for research, exploration, prototyping, and workflow improvement
Passion: Genuine interest in financial products and improving people's financial lives
Compensation
This is a contract position with an hourly rate of $125–$200 per hour, commensurate with experience and our internal leveling guidelines. Flex takes a market-based approach to pay and utilizes a geographic pay differential based on a cost of labor index; if you are located outside of our Tier 1 (NYC/Bay Area) markets, your rate will be adjusted to align with the market conditions of your specific geographic zone. There is potential for this engagement to convert to a full-time role, in which case compensation would be aligned to the full-time salary range and benefits for the level.
Life at Flex
We understand that it takes a diverse team of highly intelligent, curious, determined, empathetic, and self aware people to grow a successful company. Our HQ is located in New York City, but we have employees located throughout the US, Australia, Canada and South America. We are growing quickly, but deliberately, with a focus on building an inclusive culture. Our dynamic team has incredible perspectives to share, just as we know you do, and we take great pride in being an equal opportunity workplace.
Offices
Roles posted in New York, San Francisco, and Salt Lake City are hybrid positions with on-site expectations of 2-3 days per week in our local offices. For candidates outside of these areas, you may be eligible for our relocation assistance program.
Benefits
For full-time U.S. employees we offer:
Competitive medical, dental, and vision
Company equity
401(k) plan with company match
Unlimited paid time off + 13 company paid holidays
Parental leave
Free Flex subscription
For full-time non-U.S. employees, we offer:
Competitive compensation + company equity
Unlimited PTO
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A "disabled veteran" is one of the following: a veteran of the U.S. military, ground, naval or air service who is entitled to compensation (or who but for the receipt of military retired pay would be entitled to compensation) under laws administered by the Secretary of Veterans Affairs; or a person who was discharged or released from active duty because of a service-connected disability.
A "recently separated veteran" means any veteran during the three-year period beginning on the date of such veteran's discharge or release from active duty in the U.S. military, ground, naval, or air service.
An "active duty wartime or campaign badge veteran" means a veteran who served on active duty in the U.S. military, ground, naval or air service during a war, or in a campaign or expedition for which a campaign badge has been authorized under the laws administered by the Department of Defense.
An "Armed forces service medal veteran" means a veteran who, while serving on active duty in the U.S. military, ground, naval or air service, participated in a United States military operation for which an Armed Forces service medal was awarded pursuant to Executive Order 12985.
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We are a federal contractor or subcontractor. The law requires us to provide equal employment opportunity to qualified people with disabilities. We have a goal of having at least 7% of our workers as people with disabilities. The law says we must measure our progress towards this goal. To do this, we must ask applicants and employees if they have a disability or have ever had one. People can become disabled, so we need to ask this question at least every five years.
Completing this form is voluntary, and we hope that you will choose to do so. Your answer is confidential. No one who makes hiring decisions will see it. Your decision to complete the form and your answer will not harm you in any way. If you want to learn more about the law or this form, visit the U.S. Department of Labor’s Office of Federal Contract Compliance Programs (OFCCP) website at www.dol.gov/ofccp.
How do you know if you have a disability?
A disability is a condition that substantially limits one or more of your “major life activities.” If you have or have ever had such a condition, you are a person with a disability. Disabilities include, but are not limited to:
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Missing limbs or partially missing limbs
Mobility impairment, benefiting from the use of a wheelchair, scooter, walker, leg brace(s) and/or other supports
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Neurodivergence, for example, attention-deficit/hyperactivity disorder (ADHD), autism spectrum disorder, dyslexia, dyspraxia, other learning disabilities
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PUBLIC BURDEN STATEMENT: According to the Paperwork Reduction Act of 1995 no persons are required to respond to a collection of information unless such collection displays a valid OMB control number. This survey should take about 5 minutes to complete.
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Web Designer & Webflow Developer
Flex · Remote
Pay
Not listed
Setting
Remote
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Web Designer & Webflow Developer
Remote
Apply
Flex is a growth-stage, NYC headquartered FinTech company that is creating the best rent payment experience. It’s hard to believe that it’s 2026 and paying rent on time is expensive, inflexible, and difficult. We’re here to change that! Flex enables our users to pay rent throughout the month on a schedule that better fits their finances and budget. Our mission is to empower as many renters as possible with flexibility over their most significant recurring expense. After deliberately keeping a stealth profile as we built up unprecedented investor support and an enthusiastic user base, we are looking for motivated individuals to help us keep our mission growing. Will you be a part of the team?
We’re looking for a hybrid designer and Webflow developer to help bring a new brand to life across our website. This role is for someone who can both design page experiences and build them in Webflow—owning work end to end rather than handing it off.
You’ll partner closely with our creative director, existing Webflow developer, content team, and PM to move the rebrand forward quickly. Design and implementation will happen in parallel rather than as separate, sequential phases.
We’re also looking for someone who works in an AI-native way—using AI, LLMs, coding assistants, agents, and workflow automation to accelerate design, page creation, development, content operations, and QA while maintaining a high bar for quality and brand consistency.
What you'll do
Design
Design high-fidelity, on-brand page layouts, components, and templates that bring our new brand direction to the web
Extend a small set of bespoke “hero” pages designed by our brand agency into a consistent, scalable system across the broader site
Design a range of marketing pages, from interactive and motion-rich experiences to simpler, templatized pages
Contribute to a reusable component and module library so design decisions propagate consistently across pages
Apply strong visual, responsive, accessible, and conversion-focused design principles
Build
Build and launch net-new pages, templates, components, and modules in Webflow
Create scalable Webflow systems using reusable components, variables, CMS collections, and responsive patterns
Translate Figma designs—your own and others’—into clean, high-fidelity Webflow builds
Implement interactions, animations, and custom HTML, CSS, or JavaScript when needed
Reskin and migrate existing pages while ensuring they remain easy for nontechnical partners to maintain
Use AI and automation
Use AI and coding assistants to accelerate design exploration, content structuring, page creation, component development, custom code, and debugging
Build or configure AI agents and workflow automations for CMS preparation, content transformation, metadata generation, page auditing, link validation, and QA
Identify repetitive processes that can become reliable, reusable AI-assisted workflows while critically reviewing output for accuracy, accessibility, originality, and brand quality
Ship & collaborate
Design, implement, test, and prepare pages for launch without unnecessary handoffs
Collaborate closely with the creative director, existing Webflow developer, content, marketing, and PM
QA across devices, browsers, and responsive breakpoints
Ensure strong performance, accessibility, SEO fundamentals, analytics readiness, redirects, and launch quality
Document key components, CMS structures, custom code, automations, and publishing workflows
What we're looking for
Strong design and Webflow development capabilities in one skill set, with a portfolio showing excellent visual and brand design alongside shipped, high-quality Webflow builds
Speed—the ability to move quickly and ship high-quality work in a fast-moving environment with shifting inputs, priorities, and timelines
A strong eye for systems, with experience creating scalable page templates, reusable components, module libraries, and CMS structures (e.g. shared templates with swappable color sets and content modules)
Strong understanding of HTML and CSS, comfort using JavaScript or custom code when needed, and the ability to implement high-fidelity builds from Figma
Strong hands-on experience with Webflow CMS, responsive behavior, reusable components, variables, and Webflow Interactions (IX2), including motion and interactive page elements
Demonstrated professional experience using AI and LLM tools, including building or configuring AI agents and workflow automations for design, development, content, or QA workflows
Strong attention to detail across responsive behavior, accessibility, QA, performance, SEO fundamentals, and design consistency
Proactive and solutions-oriented, with the ability to communicate clearly, maintain momentum, and design and ship in parallel
Nice to have
Experience with GSAP, APIs, webhooks, or custom integrations
Experience with analytics, experimentation, or conversion optimization
Experience with major rebrands, content migrations, localization, or multi-product websites
Contract details
Hours: Full time, 40 hours a week
Duration: 3 month, with strong likelihood of extension or conversion with positive performance
Life at Flex
We understand that it takes a diverse team of highly intelligent, curious, determined, empathetic, and self aware people to grow a successful company. Our HQ is located in New York City, but we have employees located throughout the US, Australia, Canada and South America. We are growing quickly, but deliberately, with a focus on building an inclusive culture. Our dynamic team has incredible perspectives to share, just as we know you do, and we take great pride in being an equal opportunity workplace.
Offices
Roles posted in New York, San Francisco, and Salt Lake City are hybrid positions with on-site expectations of 2-3 days per week in our local offices. For candidates outside of these areas, you may be eligible for our relocation assistance program.
Benefits
For full-time U.S. employees we offer:
Competitive medical, dental, and vision
Company equity
401(k) plan with company match
Unlimited paid time off + 13 company paid holidays
Parental leave
Free Flex subscription
For full-time non-U.S. employees, we offer:
Competitive compensation + company equity
Unlimited PTO
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Listed by Flex for a position based in the United States. Employers on this board attest they are hiring domestically.
Senior Manager, Product Marketing
Flex · New York, NY
Pay
$139k–205k
Setting
On-site
Back to jobs
Senior Manager, Product Marketing
New York, NY; San Francisco, CA
Apply
Flex is a growth-stage, NYC headquartered FinTech company that is creating the best rent payment experience. It’s hard to believe that it’s 2026 and paying rent on time is expensive, inflexible, and difficult. We’re here to change that! Flex enables our users to pay rent throughout the month on a schedule that better fits their finances and budget. Our mission is to empower as many renters as possible with flexibility over their most significant recurring expense. After deliberately keeping a stealth profile as we built up unprecedented investor support and an enthusiastic user base, we are looking for motivated individuals to help us keep our mission growing. Will you be a part of the team?
About the Role
We’re hiring a Senior Product Marketing Manager, Rent to lead the end-to-end strategy and execution for high-impact initiatives within our core Rent experience. This role goes beyond traditional GTM. You will act as a strategic partner to Product, Design, and Growth, shaping both what we build and how it is brought to market. You will own product narratives, in-product experiences, and communication systems that directly influence adoption, retention, monetization, and customer trust.You will serve as the voice of the renter, ensuring that complex financial mechanics are translated into clear, intuitive experiences that drive confidence and behavior change at scale.
What you’ll do
Own and drive critical product bets: Lead end-to-end product marketing for key initiatives across the Rent experience, from early concept through launch and post-launch optimization. Define success, drive alignment, and ensure measurable business impact.
Define positioning and product narrative: Develop clear, differentiated positioning grounded in customer insight. Build narratives that scale across in-product experiences, lifecycle communications, and external channels, ensuring consistency and clarity at every touchpoint.
Shape the in-product experience: Partner deeply with Product and Design to influence onboarding, education, and decision-making moments. Ensure the product experience itself communicates value clearly and drives correct usage.
Lead GTM strategy and execution: Set the GTM strategy for launches and product changes, including channel selection, messaging systems, rollout planning, and performance measurement. Drive execution across cross-functional teams and ensure high-quality delivery under evolving constraints.
Drive growth through messaging and experimentation: Continuously test and optimize messaging, UX, and lifecycle moments to improve activation, engagement, retention, and monetization. Use data and experimentation to refine strategy and unlock incremental impact.
Influence cross-functional strategy and alignment: Partner with Product, Design, Growth, Risk, Legal, and CS to align on priorities, navigate tradeoffs, and drive decisions. Act as a connective layer across teams to reduce friction and accelerate execution.
Build scalable PMM systems: Develop and maintain foundational frameworks including positioning, pricing narratives, messaging hierarchies, and enablement materials that raise the quality and consistency of how Flex communicates.
What You’ll Bring
7-9 years of experience in product marketing, with a focus on high-growth consumer or fintech environments.
Proven business impact through GTM ownership: Track record of leading end-to-end product marketing for complex launches or product areas, with measurable impact on adoption, retention, conversion, or revenue.
Strong cross-functional influence: Ability to partner with and influence Product, Design, Analytics, and Legal to drive alignment and shape outcomes, not just execute against them.
Strategic and analytical rigor: Comfort using data to inform decisions and evaluate performance, paired with strong judgment in ambiguous or fast-moving environments.
Ability to translate complexity into clarity: Skilled at turning complex systems, especially financial concepts, into simple, intuitive messaging and experiences that build trust.
High ownership and bias for action: Comfort operating autonomously in a lean environment, balancing strategic thinking with hands-on execution.
Compensation
Flex takes a market-based approach to pay, ensuring compensation is commensurate with a candidate's experience and our internal leveling guidelines. For candidates located in our Tier 1 (NYC/Bay Area) and Tier 3 (Salt Lake City) markets, the base salary pay range for this role is below. Flex utilizes a geographic pay differential based on a cost of labor index. If you are located outside of the cities listed below, your starting pay will be adjusted to align with the market conditions of your specific geographic zone. Please speak with your recruiter for additional information regarding the specific range for your location.
Tier 1 (NYC/Bay Area)
$164,000 - $205,000 USD
Tier 3 (Salt Lake City)
$139,400 - $174,250 USD
Life at Flex
We understand that it takes a diverse team of highly intelligent, curious, determined, empathetic, and self aware people to grow a successful company. Our HQ is located in New York City, but we have employees located throughout the US, Australia, Canada and South America. We are growing quickly, but deliberately, with a focus on building an inclusive culture. Our dynamic team has incredible perspectives to share, just as we know you do, and we take great pride in being an equal opportunity workplace.
Offices
Roles posted in New York, San Francisco, and Salt Lake City are hybrid positions with on-site expectations of 2-3 days per week in our local offices. For candidates outside of these areas, you may be eligible for our relocation assistance program.
Benefits
For full-time U.S. employees we offer:
Competitive medical, dental, and vision
Company equity
401(k) plan with company match
Unlimited paid time off + 13 company paid holidays
Parental leave
Free Flex subscription
For full-time non-U.S. employees, we offer:
Competitive compensation + company equity
Unlimited PTO
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For government reporting purposes, we ask candidates to respond to the below self-identification survey. Completion of the form is entirely voluntary. Whatever your decision, it will not be considered in the hiring process or thereafter. Any information that you do provide will be recorded and maintained in a confidential file.
As set forth in Flex’s Equal Employment Opportunity policy, we do not discriminate on the basis of any protected group status under any applicable law.
Gender
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Are you Hispanic/Latino?
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Race & Ethnicity Definitions
If you believe you belong to any of the categories of protected veterans listed below, please indicate by making the appropriate selection. As a government contractor subject to the Vietnam Era Veterans Readjustment Assistance Act (VEVRAA), we request this information in order to measure the effectiveness of the outreach and positive recruitment efforts we undertake pursuant to VEVRAA. Classification of protected categories is as follows:
A "disabled veteran" is one of the following: a veteran of the U.S. military, ground, naval or air service who is entitled to compensation (or who but for the receipt of military retired pay would be entitled to compensation) under laws administered by the Secretary of Veterans Affairs; or a person who was discharged or released from active duty because of a service-connected disability.
A "recently separated veteran" means any veteran during the three-year period beginning on the date of such veteran's discharge or release from active duty in the U.S. military, ground, naval, or air service.
An "active duty wartime or campaign badge veteran" means a veteran who served on active duty in the U.S. military, ground, naval or air service during a war, or in a campaign or expedition for which a campaign badge has been authorized under the laws administered by the Department of Defense.
An "Armed forces service medal veteran" means a veteran who, while serving on active duty in the U.S. military, ground, naval or air service, participated in a United States military operation for which an Armed Forces service medal was awarded pursuant to Executive Order 12985.
Veteran Status
Select...
Voluntary Self-Identification of Disability
Form CC-305
Page 1 of 1
OMB Control Number 1250-0005
Expires 07/31/2029
Why are you being asked to complete this form?
We are a federal contractor or subcontractor. The law requires us to provide equal employment opportunity to qualified people with disabilities. We have a goal of having at least 7% of our workers as people with disabilities. The law says we must measure our progress towards this goal. To do this, we must ask applicants and employees if they have a disability or have ever had one. People can become disabled, so we need to ask this question at least every five years.
Completing this form is voluntary, and we hope that you will choose to do so. Your answer is confidential. No one who makes hiring decisions will see it. Your decision to complete the form and your answer will not harm you in any way. If you want to learn more about the law or this form, visit the U.S. Department of Labor’s Office of Federal Contract Compliance Programs (OFCCP) website at www.dol.gov/ofccp.
How do you know if you have a disability?
A disability is a condition that substantially limits one or more of your “major life activities.” If you have or have ever had such a condition, you are a person with a disability. Disabilities include, but are not limited to:
Alcohol or other substance use disorder (not currently using drugs illegally)
Autoimmune disorder, for example, lupus, fibromyalgia, rheumatoid arthritis, HIV/AIDS
Blind or low vision
Cancer (past or present)
Cardiovascular or heart disease
Celiac disease
Cerebral palsy
Deaf or serious difficulty hearing
Diabetes
Disfigurement, for example, disfigurement caused by burns, wounds, accidents, or congenital disorders
Epilepsy or other seizure disorder
Gastrointestinal disorders, for example, Crohn's Disease, irritable bowel syndrome
Intellectual or developmental disability
Mental health conditions, for example, depression, bipolar disorder, anxiety disorder, schizophrenia, PTSD
Missing limbs or partially missing limbs
Mobility impairment, benefiting from the use of a wheelchair, scooter, walker, leg brace(s) and/or other supports
Nervous system condition, for example, migraine headaches, Parkinson’s disease, multiple sclerosis (MS)
Neurodivergence, for example, attention-deficit/hyperactivity disorder (ADHD), autism spectrum disorder, dyslexia, dyspraxia, other learning disabilities
Partial or complete paralysis (any cause)
Pulmonary or respiratory conditions, for example, tuberculosis, asthma, emphysema
Short stature (dwarfism)
Traumatic brain injury
Disability Status
Select...
PUBLIC BURDEN STATEMENT: According to the Paperwork Reduction Act of 1995 no persons are required to respond to a collection of information unless such collection displays a valid OMB control number. This survey should take about 5 minutes to complete.
Use of AI in Our Hiring Process
We may use automated AI tools to evaluate job applications for efficiency and consistency. These tools comply with local regulations, including bias audits, and we handle all personal data in accordance with state and local privacy laws.
Learn more
Submit application
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Listed by Flex for a position based in the United States. Employers on this board attest they are hiring domestically.
Senior Manager, Revenue Strategy & Operations
Flex · New York, NY
Pay
$184k–230k
Setting
On-site
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New York, NY; San Francisco, CA; USA
$170,000 - $250,000 USD
About the role Flex is looking for a Staff Software Engineer to join our MarTech (Marketing Technology) team. This role involves spearheading the implementation of the platforms, services, and customer-facing web experiences that power how Flex finds, wins, and keeps customers. MarTech is the connective layer between our ad platforms, website, messaging systems, analytics, and product data. We turn marketing spend into a measurable, repeatable growth engine, and give marketing the ability to launch, test, and personalize campaigns without hand-built engineering each time. It's a team with a broad surface area, owning growth engineering end to end across Lifecycle Marketing (email & SMS), Performance Marketing (paid acquisition), Brand (social and every getflex.com property), and Product Marketing. Here are some of the projects and systems in MarTech you'll have opportunities to work on: Incentive platform — event-driven credit assignment for referrals, affiliates, and campaigns. Attribution and measurement — conversion APIs, identity resolution, and spend/event pipelines behind our acquisition cost reporting. Customer-facing web — the full getflex.com surface area and paid-acquisition landing pages. Lifecycle messaging — campaign orchestration, audience syncs, and event-driven notifications. What you'll do Build and own full-stack marketing services and web experiences that drive customer acquisition and retention. Design and develop 24/7 high-scale APIs, event-driven services, and data pipelines. Our stack runs on AWS: Java and Spring Boot for the existing backend code base; TypeScript and React for web. Build measurement into everything we ship, and integrate third-party ad, analytics, and messaging platforms behind durable abstractions. Work closely with marketing, data, product, design, and engineering peers to launch features and experiments across web and mobile. Qualifications Minimum Qualifications 8+ years of professional software development experience. 6+ years of hands-on experience with Java. 3+ years of experience with TypeScript. 3+ years of experience with React (or React Native), including modern architectures and tooling in the React ecosystem (Hooks, Components, Context, state management). Excellent written and verbal communication skills, with experience in cross-functional collaboration — especially translating between marketing goals and engineering tradeoffs. Proven experience building high-quality, high-performance web and mobile UIs to spec — including responsive, SEO-conscious, conversion-optimized pages. Proficient in Java frameworks and tools used at Flex, including Spring (core/web/boot), Gradle, JUnit, and JVM (memory/performance tuning, GC). Experience with service-oriented architecture, REST APIs, webhooks, message queues, event-driven design, and scalable architectures. Experience with AWS (EKS, Aurora RDS, Elasticache, DynamoDB) and containerization tools. Comfort integrating and debugging third-party APIs and SDKs where you don't control the contract, including rate limits, partial failures, and reconciliation. Preferred Qualifications Experience on a growth, marketing engineering, or MarTech team. Hands-on experience with platforms such as Braze, Singular/AppsFlyer/Branch, Google Tag Manager, Amplitude, LaunchDarkly, or the Meta/Google/TikTok/Apple ad and conversion APIs. Familiarity with attribution, identity resolution, and conversion tracking, and the privacy constraints they operate under (consent management, state privacy laws, platform tracking restrictions). Experience with A/B testing and experimentation frameworks, web performance optimization, and headless/CMS content tooling. Experience with big data platforms and tooling, including Snowflake. Proficient in CI/CD systems (preferably GitHub Actions), git, and automation; observability tools such as DataDog; and Infrastructure as Code using CDK or Terraform. Skilled at elevating team standards through best practices and mentoring junior engineers.
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Lead, CS AI Content
Flex · New York, NY
Pay
$78k–115k
Setting
On-site
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Lead, CS AI Content
New York, NY; Salt Lake City, UT; San Francisco, CA
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Flex is a growth-stage, NYC headquartered FinTech company that is creating the best rent payment experience. It’s hard to believe that it’s 2026 and paying rent on time is expensive, inflexible, and difficult. We’re here to change that! Flex enables our users to pay rent throughout the month on a schedule that better fits their finances and budget. Our mission is to empower as many renters as possible with flexibility over their most significant recurring expense. After deliberately keeping a stealth profile as we built up unprecedented investor support and an enthusiastic user base, we are looking for motivated individuals to help us keep our mission growing. Will you be a part of the team?
About the role
We're hiring a Lead, CS AI Content to own the content layer that powers Flex's AI-driven customer support tools.
This role sits at the intersection of content, conversational AI, and support operations. You'll build and maintain structured, machine-readable content that enables AI systems to respond accurately, take action through APIs, and safely support customers across channels.
You'll play a key role in conversational AI by authoring dialogue flows, maintaining decision trees, and ensuring safe, accurate customer experiences. The content you produce directly impacts containment, CSAT, and risk prevention.
What you’ll do
Write and maintain AI-native content across chatbot, voicebot, and agent assist tools, including structured responses, decision trees, and escalation logic.
Author conversational AI dialogue flows, including multi-turn interactions, clarifying questions, and safe handoffs to human support.
Improve AI workflows by working with API-connected tools, helping ensure AI can retrieve data, trigger actions, or route conversations appropriately.
Keep content and configurations current across all AI tools — ensuring chatbot, voicebot, and agent assist are consistently optimized and aligned as products, policies, and workflows evolve.
Identify gaps in SOPs and support documentation that limit AI accuracy and flag them for resolution.
Update SOPs and internal documentation to reflect product changes, policy updates, and evolving AI workflows — keeping content accurate and agent-ready.
Disambiguate overlapping or ambiguous concepts to improve AI reasoning and response quality.
Drive content for cross-functional launches as new AI tools or capabilities roll out.
Maintain version-controlled AI training content that is audit-ready and aligned with policy and regulatory requirements.
Monitor chatbot and voicebot analytics to identify underperforming flows, containment gaps, and content issues — and surface or address them based on priority.
Key qualifications
Experience in Customer Success or Support, Content Operations, Trust & Safety, QA, or similar fields.
Hands-on experience with conversational AI or AI-powered support tools.
Experience working with systems and workflows that interface with automation or AI tools.
Strong attention to detail and ability to execute with structure in ambiguous environments.
Ability to collaborate effectively with cross-functional partners including Product, Engineering, and Ops.
Experience in high-growth startups, fintech, payments, or customer support operations preferred.
Bonus: experience with chatbot authoring, AI evaluation, or support QA.
Compensation
Flex takes a market-based approach to pay, ensuring compensation is commensurate with a candidate's experience and our internal leveling guidelines. For candidates located in our Tier 1 (NYC/Bay Area) and Tier 3 (Salt Lake City) markets, the base salary pay range for this role is below. Flex utilizes a geographic pay differential based on a cost of labor index. If you are located outside of the cities listed below, your starting pay will be adjusted to align with the market conditions of your specific geographic zone. Please speak with your recruiter for additional information regarding the specific range for your location.
Tier 1 (NYC/Bay Area)
$92,000 - $115,000 USD
Tier 3 (Salt Lake City)
$78,000 - $97,750 USD
Life at Flex
We understand that it takes a diverse team of highly intelligent, curious, determined, empathetic, and self aware people to grow a successful company. Our HQ is located in New York City, but we have employees located throughout the US, Australia, Canada and South America. We are growing quickly, but deliberately, with a focus on building an inclusive culture. Our dynamic team has incredible perspectives to share, just as we know you do, and we take great pride in being an equal opportunity workplace.
Offices
Roles posted in New York, San Francisco, and Salt Lake City are hybrid positions with on-site expectations of 2-3 days per week in our local offices. For candidates outside of these areas, you may be eligible for our relocation assistance program.
Benefits
For full-time U.S. employees we offer:
Competitive medical, dental, and vision
Company equity
401(k) plan with company match
Unlimited paid time off + 13 company paid holidays
Parental leave
Free Flex subscription
For full-time non-U.S. employees, we offer:
Competitive compensation + company equity
Unlimited PTO
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Listed by Flex for a position based in the United States. Employers on this board attest they are hiring domestically.
Senior Director, Strategic Partnerships
Flex · New York, NY
Pay
$245k–350k
Setting
On-site
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