Overview 

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

Flex is looking for a Staff Software Engineer to join our core platform team. We want engineers with ideas (because they’ll definitely be heard on our small and tight-knit team) and ambition! Successful devs will feel comfortable in a startup environment and will be happy to work in a remote-first team with a lot of independence. As a Staff Engineer at Flex, you’ll help set technical direction and shape the long-term architecture of our backend services while still being hands-on with coding and delivery. You will collaborate across engineering, product, design, and other stakeholders to ensure scalable, reliable, and impactful systems that power consumer experiences, partner integrations, and our core business platforms. You’ll also play a critical role in mentoring engineers, elevating technical standards, and ensuring the success of projects end-to-end.

Our Engineering Teams

• Consumer Engineering: Builds the APIs and backend systems powering Flex’s main consumer-facing products. This team focuses on delivering scalable services for a seamless rent payment experience through our mobile and web apps.
  
  
• Partner Integrations Engineering: Owns the backend services and integrations that connect Flex to financial partners and payment networks, ensuring reliable, secure payment flows and partner-facing experiences.
  
  
• Core Platform Engineering: Maintains the backend systems and infrastructure supporting all business features, including Payments, Billing, Identity, and Partner Integrations, ensuring Flex’s foundation is robust and scalable.
  
  
• Risk Platform Engineering: Develops the platforms and APIs that mitigate credit and fraud risk, enhancing customer accessibility while safeguarding against misuse through advanced rules engines, machine learning, and event data systems.

What You’ll Do

• Design, implement and maintain our Finance service and internal tooling, including financial reporting, reconciliation/audit process.
• Design and develop new APIs and functionalities to support large money movements across our banking partners via different payment rails, such ACH.
• Scale out core platform to support business growth while maintaining performance and reliability 
• Continuously improving our daily operations with automation, tooling, design evolution, observability etc.
• Work closely with product, analytics, finance and engineering peers to launch new financial features into our platform

What We're Looking For

• 6+ years of experience in software development or a related field 
• Experience in technical leadership, guiding engineering teams through complex projects 
• Experience with Java, Python, Golang, or TypeScript/Node.js.
• Strong experience with relational SQL and NoSQL databases, such as MySQL/PostgreSQL/DynamoDB
• Experience in designing and developing the fault-tolerant and scalable distributed systems 
• Experience with AWS cloud services: ESC/EKS, Lambda, API Gateway, VPN, RDS etc
• Infrastructure as code(AWS CLI, AWS CDK/Terraform)  
• Strong communication skills with the ability to understand and explain technical issues to a non-technical audience 
• Follow engineering best practices as well as propose new ones 
• Experience with finance reporting and reconciliation
• Deep experience with writing complex query and data mining
  
  

• Tier A: (NYC/SF): $200,000 —$250,000 USD
• Tier B: $180,000—$225,000 USD
• Tier C: $170,000 —$212,500 USD

#LI-Remote

About the job

Flex is looking for a Software Engineer who will be responsible for implementing the various backend systems that support all business features.

In this role, you will be part of the backend engineer team, responsible for the services and integrations that power our products, such as Payment, Billing, Identity, partner integration, etc. You’ll be designing, developing, testing, and scaling systems needed to deliver great user and partner experiences.

You’ll work closely with your product, design and engineering peers to solve our users' most pressing problems around rent payment. You’ll roll out changes to our customers in an agile manner with a delivery cadence that favors small, frequent iterations. The ideal candidate will be comfortable leading scoping, design and implementation for APIs they build and can drive their production rollouts to completion with minimum oversight.

A minimum of 4 years of experience with Java is required for this position.

Minimum Qualifications

• Minimum of 6 years experience in software engineering
• Minimum of 4 years experience with Java
• Ability to work on a globally-distributed team with a high degree of ownership
• Experience working with technical and non-technical stakeholders, successfully aligning and setting expectations on scope and delivery
• Ability to grow in a fast-paced and dynamic environment that will challenge you to always bring your best
• Experience building robust, fault-tolerant systems with multiple external dependencies
• Experience designing, building, and maintaining data pipelines
• 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, Message Queues, and scalable architectures.
• Experience with AWS (EKS, Aurora RDS, Elasticache, DynamoDB) and containerization tools.

Preferred Qualifications

• Proficient in CI/CD systems (preferably GitHub Actions), git, and automation.
• Skilled in observability and monitoring tools, such as DataDog, to ensure high availability.
• Experienced with big data platforms and tooling, including Snowflake.
• Proficient in Infrastructure as Code, using tools like CDK and Terraform.
• Skilled at elevating team standards through best practices, and mentoring junior engineers.
• Excellent written and verbal communicator, with experience in cross-functional collaboration.

• Tier 1 (NYC/SF/Seattle): $172,000—$212,000 USD
• Tier 2: $154,800—$193,500USD
• Tier 3: $146,200—$182,740 USD

#LI-Remote

We are seeking a Director of Marketing Data Science to lead the vision, strategy, and execution of marketing analytics and data science at Flex.  

As the Director of Marketing Data Science, you will lead a high-impact team of data scientists and analysts responsible for driving advanced analytics, experimentation, and machine learning solutions across lifecycle marketing, performance marketing, and growth initiatives. You will serve as a strategic thought partner to executive leadership and marketing stakeholders, shaping acquisition, engagement, retention, and monetization strategies through rigorous, data-driven insights.

In this role, you will oversee initiatives spanning marketing experimentation and incrementality testing, attribution and measurement frameworks, predictive customer and revenue modeling, and optimization of channel performance and lifecycle programs. You will bring deep technical expertise and strong people leadership, guiding the team through complex, high-impact problems at the intersection of marketing strategy, business outcomes, and scalable data science.

Key Responsibilities

• Own end-to-end marketing measurement across the customer lifecycle, performance marketing, and growth channels.
• Design and evolve attribution and incrementality frameworks to drive efficient budget allocation and strategic decisions.
• Define and maintain core marketing KPIs, dashboards, and reporting that enable clarity, accountability, and action.
• Drive the evolution from descriptive analytics to predictive and prescriptive data science, including models for LTV, CAC, churn, and forecasting.
• Apply machine learning approaches to improve targeting, personalization, bidding, and lifecycle optimization.
• Build, lead, and mentor a high-performing marketing data science team, establishing best practices and technical rigor.
• Act as a strategic partner to Marketing, Growth, Product, Finance, and executive leadership, clearly communicating insights and influencing investment decisions.

Qualifications

Required

• 10+ years of experience in data science, analytics, or applied statistics, with significant focus on marketing and growth.
• Deep expertise in lifecycle analytics, performance marketing measurement, and attribution methodologies.
• Strong foundation in data modeling, SQL, and analytics workflows, with hands-on experience scaling data systems.
• Proven experience leading and mentoring data science or analytics teams.
• Demonstrated ability to translate data insights into clear business impact and executive-level recommendations.

Preferred

• Experience with machine learning models applied to marketing (e.g., LTV prediction, churn, targeting, optimization).
• Familiarity with experimentation platforms, marketing tech stacks, and modern data warehouses.
• Background in fintech, consumer tech, or high-growth digital businesses.
• Experience partnering with senior executives and influencing company-level strategy.

• Tier A (NYC/SF): $220,000-275,000 USD
• Tier B: $198,000—$240,000 USD
• Tier C: $187,000-230,000 USD

About the role

Flex is looking for a Senior Software Engineer to join our Risk Engineering team. This role involves spearheading the implementation of platforms and APIs crucial for supporting business features within the risk management domain.

The Risk Engineering team is dedicated to mitigating both credit risk, fraud risk, and risk for launching new products. Our mission is to enhance Flex app accessibility for customers while safeguarding against improper use and unauthorized access by identifying and preventing misuse across all core product areas.

Following are some projects/systems in Risk Platform you will have opportunities to work with:

• Core decision platform which is an end-to-end solution for the enterprise decision management lifecycle, including business rule management, analytics, process management, and ML/AI.
• Event data stream ingestion which supports near real-time fraud rules setup. 
• Advanced a/b testing and experimentation capabilities for our customers so they can leverage greedy algorithms and fight fraud. 

What You'll Do:

• Build decision platform / machine learning solutions to respond to/mitigate business risks in Flex.
• Design and develop 24/7 high-scale APIs and distributed systems. The tech stack will be on AWS. Java would be the language for the existing code base. Java Spring Boot will be the framework. 
• Work closely with product, design, and engineering peers to launch new features across our web and mobile platforms 

Qualifications

Minimum Qualifications

• Must-have: Experience working in a risk engineering team, specializing in rules engine architecture or risk/credit/fraud systems.
• 6+ years of professional software development experience.
• 5+ years of hands-on experience with Java.
• 2+ years of experience with React or React Native.
• 2+ years of experience with TypeScript.
• Having experience building high-quality mobile and web UIs to specifications is a must to have.
• 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, Message Queues, and scalable architectures.
• Experience with architectures and tools in React Native and React ecosystems (Hooks, Components, Context, Redux).
• Experience with AWS (EKS, Aurora RDS, Elasticache, DynamoDB) and containerization tools.

Preferred Qualifications

• Proficient in CI/CD systems (preferably GitHub Actions), git, and automation.
• Skilled in observability and monitoring tools, such as DataDog, to ensure high availability.
• Experienced with big data platforms and tooling, including Snowflake.
• Proficient in Infrastructure as Code, using tools like CDK and Terraform.
• Skilled at elevating team standards through best practices, and mentoring junior engineers.
• Excellent written and verbal communicator, with experience in cross-functional collabo

• Tier A (NYC/SF/Seattle): $172,000—$210,000 USD
• Tier B: $154,000—$190,000 USD
• Tier C: $146,000—$180,000 USD

• Tier A (NYC/SF): $172,000—$215,000 USD
• Tier B: $154,800—$193,500 USD
• Tier C: $146,200—$182,750 USD

#LI-Remote

About the Role

Flex is on a mission to give consumers control over their most significant recurring expenses — and auto loans represent one of the largest, most underserved opportunities to do exactly that. Auto loan payments are a defining financial commitment for millions of Americans, yet the flexibility and control consumers expect from modern financial products has largely passed this category by. As the Director or Senior Director, New Vertical Sales (Auto Loans), you will own Flex's go-to-market strategy and commercial execution for the auto loan vertical, building the enterprise partnerships that establish Flex as the embedded payment flexibility layer for captive and non-captive lenders, credit unions, and alternative finance companies.

Reporting to the VP of Strategic Partnerships (New Verticals), you will define the approach, build the pipeline, and close the deals that put this vertical on the map for Flex. This is a true zero-to-one charter — you will identify the right partners across the auto finance ecosystem, develop those relationships at the executive level, and drive deals from initial conversation through signed agreement and go-live. You will work hand-in-hand with Product, Engineering, Marketing, and Finance to shape Flex's offering for the auto loan market and ensure every partnership delivers real, measurable value for Flex's partners and their borrowers.

This is a remote role is for an individual contributor who thrives in ambiguity, sets the agenda rather than waiting for one, and has the market credibility and executive presence to open doors and close deals in the auto finance space. Success looks like a scaled, repeatable partner acquisition motion, a growing book of live lender partnerships, a high-performing team behind you, and a clear point of view on where Flex should go next in auto lending.

What You'll Do

• Build and own Flex's go-to-market strategy for the auto loan vertical — identifying the highest-value partner segments across captive and non-captive lenders, credit unions, and alternative finance companies, and building the pipeline to pursue them at scale
• Lead enterprise sales end-to-end, from prospecting and executive relationship-building through term sheet negotiation, contract execution, and go-live, while managing and developing a team of senior ICs
• Serve as a credible, trusted advisor to C-level and senior decision-makers at target organizations, deeply understanding their strategic priorities and articulating exactly how Flex creates value for their borrowers and their business
• Close complex, multi-stakeholder deals — structuring partnership economics that work for both parties while navigating legal, compliance, and procurement processes with urgency and rigor
• Shepherd each partnership from signed agreement through technical deployment and go-live, working closely with Product and Engineering to ensure strong execution and early performance metrics
• Translate partner feedback and competitive dynamics in the auto loan market into actionable input for Product, Marketing, and Pricing — continuously sharpening Flex's positioning and offering for the vertical
• Build and refine the auto loan sales playbook — documenting learnings, establishing scalable processes, and developing the repeatable partner acquisition motion that enables efficient growth beyond initial market entry
• Leverage AI-assisted sales tools to drive pipeline efficiency, inform competitive strategy, personalize outreach at scale, and accelerate deal progression — and set the standard for how the team uses AI to amplify sales impact

Key Qualifications

• 10+ years of experience in enterprise sales, business development, or strategic partnerships, with meaningful experience selling into or partnering with auto lenders, credit unions, or alternative finance companies
• Deep knowledge of the auto finance ecosystem — you understand how captive and non-captive lenders, credit unions, and alternative finance companies operate, how loan servicing and payment programs are structured, and where embedded payment flexibility creates value for borrowers and lenders alike
• A track record of closing complex, first-of-kind enterprise deals in new or emerging markets, ideally involving embedded financial products, consumer payments, or BNPL in high-ACV, multi-stakeholder environments
• Executive presence and influence — you have operated confidently at the C-suite level, building trust with senior decision-makers and navigating complex organizations to drive deals to close
• Proven experience leading, developing, and scaling a high-performing enterprise sales team, including setting KPIs, coaching senior ICs, and driving accountability against ambitious targets
• Strong financial and legal acumen — you can build and defend deal models, structure partnership economics, and negotiate agreements with commercial rigor and an understanding of consumer lending regulatory considerations
• High agency and comfort with ambiguity — you define your own approach in undefined spaces, bring clarity and momentum to evolving situations, and set the agenda rather than waiting for direction
• Fluency with AI-assisted sales tools as a core part of your workflow — you use them to sharpen competitive intelligence, personalize outreach at scale, drive more efficient pipeline management, and model best practices for your team

Compensation

Flex takes a market-based approach to pay, and compensation may vary depending on your primary work location. Work locations are categorized into one of three tiers based on a cost of labor index for that geographic area. The successful candidate’s starting pay will be commensurate with their experience, qualifications, and Flex’s internal leveling guidelines and benchmarks. 

• Senior Director, New Vertical Sales: $320,000-$400,000 OTE
• Director, New Vertical Sales: $272,000 - $340,000 OTE

Flex is looking for a Staff level Engineer to join our dynamic team and play a pivotal role in accelerating our growth trajectory. In this role, you will be instrumental in developing and scaling the platform and app experiences that empower our users and partners, unlocking our next phase of 10x growth.

What You'll Do:

• Focus on creating exceptional user and partner experiences that drive engagement and retention.
• Partner closely with product managers, designers, and data scientists, data analysts to identify and solve critical user onboarding challenges.
• Design, develop, test, and deploy robust APIs, services and data pipelines that enhance user onboarding and overall platform experience.
• Implement changes through an agile methodology, prioritizing rapid iteration and continuous improvement.
• Utilize data and analytics to measure the impact of your work and identify opportunities for optimization.

Qualifications

Minimum Qualifications

• 7+ years of professional software development experience.
• 3+ years of hands-on experience with Java.
• 3+ years of experience with React or React Native.
• 3+ years of experience with TypeScript.
• Having experience building high-quality mobile and web UIs to specifications is a must to have.
• 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, Message Queues, and scalable architectures.
• Experience with architectures and tools in React Native and React ecosystems (Hooks, Components, Context, Redux).
• Experience with AWS (EKS, Aurora RDS, Elasticache, DynamoDB) and containerization tools.

Preferred Qualifications

• Have the experience to build and improve user onboarding funnel and design the comprehensive experiment to drive metric improvements.
• Proficient in CI/CD systems (preferably GitHub Actions), git, and automation.
• Skilled in observability and monitoring tools, such as DataDog, to ensure high availability.
• Experienced with big data platforms and tooling, including Snowflake.
• Proficient in Infrastructure as Code, using tools like CDK and Terraform.
• Skilled at elevating team standards through best practices, and mentoring junior engineers.
• Excellent written and verbal communicator, with experience in cross-functional collaboration.

• Tier A (NYC/SF/Seattle): $200,000—$250,000 USD
• Tier B: $180,000—$225,000 USD
• Tier C: $170,000—$212,000 USD

Flex is looking for an Engineer to join our dynamic team and play a pivotal role in accelerating our growth trajectory. In this role, you will be instrumental in developing and scaling the platform and app experiences that empower our users and partners, unlocking our next phase of 10x growth.

What You'll Do:

• Focus on creating exceptional user and partner experiences that drive engagement and retention.
• Partner closely with product managers, designers, and data scientists, data analysts to identify and solve critical user onboarding challenges.
• Design, develop, test, and deploy robust APIs, services and data pipelines that enhance user onboarding and overall platform experience.
• Implement changes through an agile methodology, prioritizing rapid iteration and continuous improvement.
• Utilize data and analytics to measure the impact of your work and identify opportunities for optimization.

Qualifications

Minimum Qualifications

• 5+ years of professional software development experience.
• 3+ years of hands-on experience with Java.
• 3+ years of experience with React or React Native.
• 3+ years of experience with TypeScript.
• Having experience building high-quality mobile and web UIs to specifications is a must to have.
• 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, Message Queues, and scalable architectures.
• Experience with architectures and tools in React Native and React ecosystems (Hooks, Components, Context, Redux).
• Experience with AWS (EKS, Aurora RDS, Elasticache, DynamoDB) and containerization tools.

Preferred Qualifications

• Have the experience to build and improve user onboarding funnel and design the comprehensive experiment to drive metric improvements.
• Proficient in CI/CD systems (preferably GitHub Actions), git, and automation.
• Skilled in observability and monitoring tools, such as DataDog, to ensure high availability.
• Experienced with big data platforms and tooling, including Snowflake.
• Proficient in Infrastructure as Code, using tools like CDK and Terraform.
• Skilled at elevating team standards through best practices, and mentoring junior engineers.
• Excellent written and verbal communicator, with experience in cross-functional collaboration.

• Tier A (NYC/SF/Seattle): $172,000—$210,000 USD
• Tier B: $154,000—$190,000 USD
• Tier C: $146,000—$180,000 USD

About the role

Flex is looking for a Staff Infrastructure Engineer to lead technical direction across our infrastructure platform, setting the strategy for how we build, deploy, and operate reliable systems at scale.

In this role, you will lead projects within the Infrastructure Engineering team, partnering with engineering leaders across the org to align infrastructure investments with business priorities and drive the standards and practices that raise the bar for the wider engineering department. You will shape how we approach reliability, developer experience, and infrastructure as code, and you will be expected to identify when current approaches are not working and redirect effort toward higher-impact outcomes.

At Flex, we are an AI-first engineering organization. We use AI-assisted tools to move faster and improve quality, while maintaining strong human ownership of correctness, security, and reliability. We’re looking for engineers who combine strong technical judgment with practical, execution-focused delivery.

We are particularly interested in candidates with software engineering experience in languages like Java, Python, or TypeScript. This background helps you collaborate effectively with product and platform teams, build internal tooling, and improve developer experience. 

This remote role requires a minimum of 8 years of cloud infrastructure experience.

What you’ll do

• Lead infrastructure project teams across multiple domains (reliability, developer experience, cloud platform), providing technical direction, maintaining project plans, and keeping leadership and cross-functional stakeholders informed of progress, risks, and tradeoffs.
• Partner with engineering leaders and peer Staff+ engineers across the org to align infrastructure strategy, align technical investments with business goals, and provide authoritative technical scope for cross-functional initiatives.
• Architect and deliver large, complex infrastructure systems, designing for scale, reliability, and operational simplicity. Drive decisions on build-vs-buy, technology selection, and migration strategy for the domains you lead.
• Define and evolve Flex's infrastructure-as-code strategy, including Terraform module architecture, governance standards, and safe rollout patterns. Introduce new IaC tooling or frameworks when existing approaches no longer serve team needs, and drive adoption across engineering.
• Lead strategic reliability improvements across services you work with, defining SLI/SLO frameworks with partner teams, delivering net-new ways to measure and communicate operational health and customer impact, and driving sustained reliability gains rather than one-off fixes.
• Shape the developer platform strategy, identifying the highest-leverage investments in self-service tooling, CI/CD, and deployment automation. Set the quality bar for developer-facing infrastructure and ensure the team ships tooling that meaningfully accelerates engineering velocity.
• Design cross-service observability architectures (metrics, logs, traces) with clear operational standards. Lead strategic alerting and runbook improvements that reduce mean-time-to-detect and mean-time-to-resolve across the org.
• Drive systemic incident resilience: lead cross-team infrastructure incident response, identify recurring failure patterns, and own the follow-through that turns post-incident findings into durable infrastructure improvements. Proactively refocus team efforts when reliability projects are off-course or not delivering meaningful risk reduction.
• Build engineering rigor into team processes, improving design review standards, deployment checklists, operational readiness criteria, and code quality practices. Set a high bar and coach the team to consistently meet it.
• Design AI-assisted workflows for your team: identify high-leverage opportunities where AI tooling can remove bottlenecks or enable previously infeasible work. Set guardrails for responsible AI use in infrastructure operations, evaluate emerging AI capabilities, and coach engineers on developing strong AI judgment.

Key qualifications

• 8+ years of hands-on infrastructure engineering experience in production environments, with at least 2 years operating at a senior or staff level, including leading technical projects, setting direction for other engineers, and making architecture-level decisions.
• Deep experience architecting, operating, and scaling infrastructure on AWS, with demonstrated depth across several of: EKS, S3, RDS, API Gateway, VPC, Load Balancers, Lambda, DocumentDB, DynamoDB. GCP experience is a plus.
• Track record of defining infrastructure-as-code strategy at scale, including Terraform module architecture, governance patterns, and driving adoption of IaC standards across teams.
• Strong Kubernetes and container platform experience, including designing cluster architectures, managing multi-tenant workloads, and operating production microservice deployments at scale.
• Proven ability to design and improve CI/CD systems (GitHub Actions preferred) with a focus on deployment safety, velocity, and developer experience. Evidence of introducing new tooling or processes that measurably improved deployment outcomes.
• Experience designing observability architectures for distributed systems (metrics, logs, traces) and using observability data to drive reliability improvements. Datadog experience is a plus.
• Solid networking knowledge (DNS, load balancing, firewalls, VPNs, service mesh, service-to-service connectivity) and experience applying it to solve cross-service infrastructure problems.
• Strong technical communication and influence skills: ability to write clear technical strategy documents, present architecture decisions to leadership, explain complex tradeoffs across teams, and align stakeholders on technical direction.
• Proficient in at least one of Java, Python, or TypeScript, with demonstrated code review practice and a track record of raising code quality standards through review feedback and tooling.
• Demonstrated leadership mindset: leads project teams end-to-end, proactively identifies and redirects off-course work, builds engineering rigor into team processes, and takes ownership of outcomes beyond individual deliverables.

• Tier A (NYC/SF/Seattle): $200,000-$250,000 USD
• Tier B: $180,000- $225,000 USD
• Tier C: $170,000-$212,000 USD

#LI-Remote

About the role

Flex is looking for a seasoned Senior Infrastructure Engineer with a passion for performance optimization to join our dynamic Infrastructure Team.

In this role, you will be part of the Infrastructure Engineering team, a small team responsible for creating a sustainable platform that ensures the effectiveness, reliability and scalability of our systems.  You'll play a pivotal role in designing, building, and maintaining our robust and scalable infrastructure. You'll collaborate closely with our service engineering teams to automate processes, streamline operations, and ensure optimal system performance and reliability in our cloud infrastructure on AWS and GCP.

At Flex, we are an AI-first engineering organization. We believe that the future of infrastructure isn't just about managing resources—it’s about building the intelligent, automated systems that manage them for us.  We aren't looking for "task-takers"; we are looking for domain experts who use their deep knowledge of cloud architecture and SRE principles to steer these AI tools effectively.  On this team, your value is defined by your ability to combine your technical mastery with an AI-augmented workflow to deliver world-class reliability at a growth-stage pace.

We are particularly interested in candidates with software engineering experience in languages like Java, Python, or TypeScript. This background will allow you to collaborate effectively with product teams, build tools and automation, and improve the developer experience across our engineering organization. You’ll have the opportunity to influence key infrastructure and architecture decisions while ensuring high reliability and smooth delivery pipelines.  

This remote role requires a minimum of 5 years of cloud infrastructure experience.

What you’ll do

• Collaborate with service engineering teams to design, implement, and maintain scalable and resilient infrastructure solutions optimizing for performance, resilience, and cost.
• Ensure infrastructure aligns with business requirements and industry standards.
• Leverage Terraform to automate infrastructure provisioning and configurations.
• Implement SRE principles to improve system reliability and reduce downtime.
• Improve developer workflows by creating self-service tools, optimizing CI/CD pipelines, and enhancing deployment processes to remove friction.
• Develop and maintain robust monitoring and alerting systems to proactively identify and resolve issues.
• Lead incident responses, manage on-call rotations, and facilitate post-incident reviews to drive continuous improvement and resilience.
• Automate everything—drive adoption of Infrastructure as Code (IaC) and build automated pipelines for testing, monitoring, and deployments.
• Leverage your excellent written and verbal communication skills, to create communications on upcoming changes and how they affect teams.

Key qualifications

• Proven experience in building, scaling and monitoring cloud infrastructure on AWS, especially EKS, S3, RDS, API Gateway, Load Balancers, VPC, Lambdas, DocumentDB and DynamoDB.
• Proven experience using Terraform to update and maintain cloud infrastructure.
• Proven experience with containerized applications, kubernetes and microservice deployments.
• Strong knowledge of GitHub Actions and CI/CD best practices.
• Experience with developer productivity tools: designing CI/CD workflows, building internal tools, and creating self-service solutions to streamline software development.
• Knowledge of monitoring and observability tools and frameworks, with working knowledge of Datadog being a plus.
• Familiarity with networking concepts (DNS, load balancing, firewalls, VPNs).
• Strong collaboration skills with the ability to work effectively across teams and communicate technical ideas clearly.
• Experience coding/reading in one of the industry standard language such as Java, Python, TypeScript

• Tier A (NYC/SF/Seattle): $172,000 - $212,000 USD
• Tier B: $154,800 - $193,500 USD
• Tier C: $146,200 - $182,740 USD

#LI-Remote

About the Role

Flex is on a mission to give consumers control over their most significant recurring expenses — and auto insurance premiums sit squarely in that category. For most drivers, auto insurance is a non-negotiable monthly commitment, yet the payment experience has remained rigid and unforgiving. Flex changes that. As Director or Senior Director, New Vertical Sales (Auto Insurance), you will own Flex’s go-to-market strategy and commercial execution for the auto insurance vertical, building the enterprise partnerships that establish Flex as the embedded payment flexibility layer for carriers, agencies, and their policyholders.

Reporting to the VP of Strategic Partnerships (New Verticals), you will define the approach, build the pipeline, and close the deals that put this vertical on the map for Flex. This is a true zero-to-one charter — you will identify the right partners across personal lines carriers, independent agencies, and auto insurtechs, develop those relationships at the executive level, and drive deals from initial conversation through signed agreement and go-live. You will work hand-in-hand with Product, Engineering, Marketing, and Finance to shape Flex’s offering for the insurance market and ensure every partnership delivers real, measurable value.

This is a remote role is for an individual contributor who thrives in ambiguity, sets the agenda rather than waiting for one, and has the market credibility and executive presence to open doors and close deals in the auto insurance space. Success looks like a scaled, repeatable partner acquisition motion, a growing book of live carrier and agency partnerships, and a clear point of view on where Flex should go next in insurance.

What You'll Do

• Build Flex’s go-to-market strategy for the auto insurance vertical — identifying the highest-value partner segments across personal lines carriers, independent agencies, and insurtechs, and building the pipeline to pursue them
• Lead enterprise sales development end-to-end, from prospecting and executive relationship-building through term sheet negotiation, contract execution, and go-live
• Serve as a credible, trusted advisor to C-level and senior decision-makers at target organizations, deeply understanding their strategic priorities and articulating exactly how Flex creates value for their policyholders and their business
• Close deals by owning complex, multi-stakeholder deal negotiations — structuring partnership economics that work for both parties while navigating legal, compliance, and procurement processes with urgency
• Shepherd each partnership from signed agreement through technical deployment and go-live, working closely with Product and Engineering to ensure strong execution and early performance metrics
• Translate partner feedback and competitive dynamics in the auto insurance market into actionable input for Product, Marketing, and Pricing — continuously sharpening Flex’s positioning and offering
• Build the auto insurance sales playbook — documenting learnings, establishing scalable processes, and developing the repeatable partner acquisition motion that enables efficient growth beyond initial market entry
• Leverage AI-assisted sales tools to drive pipeline efficiency, inform competitive strategy, and accelerate deal progression at scale

Key Qualifications

• 10+ years of experience in enterprise sales, business development, or strategic partnerships, with meaningful experience selling into or partnering with auto insurance carriers and independent agencies
• Deep knowledge of the auto insurance market — you understand how personal lines carriers and agencies operate, how premium payment and installment programs are structured, and where embedded payment flexibility creates value for policyholders and partners alike
• A track record of closing complex, first-of-kind enterprise deals in new markets, ideally involving embedded financial products, premium financing, or consumer payment programs in high-ACV, multi-stakeholder environments
• Executive presence and influence — you have operated confidently at the C-suite level, building trust with senior decision-makers at carriers and agencies and navigating complex organizations to drive deals to close
• Strong financial and legal acumen — you can build and defend deal models, structure partnership economics, and negotiate agreements with commercial rigor and an understanding of insurance regulatory considerations
• High agency and comfort with ambiguity — you define your own approach in undefined spaces, bring clarity and momentum to evolving situations, and set the agenda rather than waiting for direction
• Proven cross-functional leadership — you have aligned Product, Engineering, and Marketing around partner priorities and used those relationships to accelerate deal outcomes and improve the product
• Fluency with AI-assisted sales tools as a core part of your workflow — you use them to sharpen competitive intelligence, personalize outreach at scale, and drive more efficient pipeline management

Compensation

Flex takes a market-based approach to pay, and compensation may vary depending on your primary work location. Work locations are categorized into one of three tiers based on a cost of labor index for that geographic area. The successful candidate’s starting pay will be commensurate with their experience, qualifications, and Flex’s internal leveling guidelines and benchmarks. 

• Senior Director, New Vertical Sales: $320,000-$400,000 OTE
• Director, New Vertical Sales: $272,000 - $340,000 OTE

About the Role

We are seeking an entrepreneurial and highly accomplished Senior Director, New Verticals Sales to spearhead Flex’s expansion into nascent, non-discretionary payment categories (e.g., insurance, HOAs, utilities, auto). While Flex is a rapidly scaling business, this pivotal role demands a proven leader who thrives in early-stage environments, adept at identifying and cultivating first-of-kind, company-defining enterprise partnerships where solutions are often loosely defined and require innovative approaches.

Reporting directly to the VP of Strategic Partnerships (New Verticals), you will leverage a sophisticated blend of strategic business development, strong operational acumen, and a rigorous sales discipline to originate, negotiate, and close high-value, complex partnership deals for Flex’s embedded split pay offering. You will be instrumental in shaping our market entry strategy, collaborating closely with senior leadership and cross-functional teams (Product, Engineering, Marketing, Finance) to refine our GTM approach and ensure successful technical deployment and long-term partnership health. 

What You'll Do

• Pioneer New Markets: Proactively identify, engage, and secure strategic enterprise partners for Flex’s embedded Buy Now Pay Later (BNPL) offering within uncharted payment verticals, driving first-of-kind deals from inception to successful launch.
• Strategic Pipeline & Opportunity Management: Develop, prioritize, and rigorously manage a robust pipeline of high-value, complex opportunities with a strong sense of urgency, converting prospects into marquee accounts.
• Executive Relationship Building: Act as a trusted strategic advisor to C-level executives (CEOs, CPOs, Heads of Partnership/Strategy) at prospective partner organizations, deeply understanding their strategic priorities and expertly positioning Flex’s transformative solutions.
• Lead Complex Deal Negotiation: Negotiate and optimize legal and economic terms within term sheets and partnership agreements.
• Product & GTM Contribution: Collaborate with Product, Engineering, and Marketing teams to identify and incorporate critical market feedback, influencing product development, pricing strategies, and positioning to enhance our embedded GTM offering and competitive advantage.
• End-to-End Partnership Launch: Lead partnerships from signed agreement through technical deployment and successful go-live in partnership with product and technical teams, ensuring seamless execution and maximizing partner value.

Key Qualifications

• 10+ years of experience, in strategic partnership and/or  enterprise sales within high-growth FinTech environments, with a demonstrated focus on new market entry and zero-to-one product adoption.
• Proven track record of defining and executing growth strategies and new markets, consistently sourcing and closing company-defining, first-of-kind opportunities with senior decision-makers for Payments/FinTech solutions, especially those involving buy now, pay later (BNPL) programs.
• Demonstrated ability to close deals in new markets with new product/service offerings
• Expert in influencing executive-level stakeholders: Exceptional communication, influencing, and complex negotiation skills, with a demonstrated ability to operate confidently and effectively at the highest levels of partner organizations.
• Strategic Vision & Execution: Possess deep strategic thinking capabilities coupled with a strong bias for action, comfortable with ambiguity and rapid iteration, and adept at pivoting strategies as market dynamics evolve.
• Strong Financial & Legal Acumen: Extensive experience building deal models, justifying complex partnership economics, and navigating legal agreements.
• Leadership & Cross-Functional Collaboration: Proven ability to lead and influence both direct teams and cross-functional stakeholders (Product, Engineering, Marketing) to drive successful partnership outcomes.
• Comfort with Ambiguity: Thrives in a fast-paced, evolving environment, demonstrating urgency, adaptability, and the ability to build structure in loosely defined situations.
• Bachelor’s degree required; MBA or advanced degree strongly preferred.

Flex takes a market-based approach to pay, and compensation may vary depending on your primary work location. Work locations are categorized into one of three tiers based on a cost of labor index for that geographic area. The successful candidate’s on-target earning (OTE) pay will be commensurate with their experience, qualifications, and Flex’s internal leveling guidelines and benchmarks. 

•  Tier A (NYC/SF/Seattle): $320,000-$400,000
•  Tier B (Austin, Washington D.C. Philadelphia, Los Angeles, San Diego, Chicago, Miami, Atlanta : $288,000-$360,000
•  Tier C (SLC/All Other States): $272,000-$340,000

About the job

Flex is hiring Senior Software Engineer, Backend roles across four engineering teams: Consumer, Partner Integrations, Core Platform, and Risk. When you apply, you will automatically be considered for all open Senior Backend positions, and your placement will be determined based on your experience and expertise assessed during the interview process.

As a Senior Backend Engineer at Flex, you will play a key role in designing, building, and scaling backend services and APIs that power our products, partner integrations, and critical risk management platforms. You’ll collaborate closely with cross-functional teams to deliver robust, fault-tolerant systems that impact renters and partners at scale.

You will own the end-to-end lifecycle of your services- from requirements and architecture through implementation, testing, deployment, and monitoring- and help elevate the team by driving technical best practices and mentoring junior engineers.

Our Engineering Teams

• Consumer Engineering: Builds the APIs and backend systems powering Flex’s main consumer-facing products. This team focuses on delivering scalable services for a seamless rent payment experience through our mobile and web apps.
  
  
• Partner Integrations Engineering: Owns the backend services and integrations that connect Flex to financial partners and payment networks, ensuring reliable, secure payment flows and partner-facing experiences.
  
  
• Core Platform Engineering: Maintains the backend systems and infrastructure supporting all business features, including Payments, Billing, Identity, and Partner Integrations, ensuring Flex’s foundation is robust and scalable.
  
  
• Risk Platform Engineering: Develops the platforms and APIs that mitigate credit and fraud risk, enhancing customer accessibility while safeguarding against misuse through advanced rules engines, machine learning, and event data systems.

A minimum of 4 years of experience with Java is required for this position.

What You'll Do

• Design, develop, test, and scale backend services and APIs that power Flex’s consumer products, partner integrations, risk management systems, and core platform services.
• Build and operate robust, fault-tolerant distributed systems with multiple external dependencies.
• Implement service APIs for web and mobile apps, simplifying complex rent payment processing.
• Work closely with Product, Design, Infrastructure, Sales, Partner, and Customer Success to deliver features and integrations that delight customers and partners.
• Translate feature requirements into technical specifications and lead the architecture and implementation of scalable solutions.
• Drive the full lifecycle of services and APIs you build, including deployment, monitoring, and optimization for high availability and performance.
• Contribute to evolving Flex’s service-oriented architecture, REST APIs, message queues, and scalable systems design.
• Develop risk management systems such as rules engines, ML-powered fraud detection, and high-scale event ingestion pipelines.
• Mentor junior engineers and help elevate the team’s engineering practices through code reviews, architecture discussions, and technical leadership.
• Ensure services are observable and reliable using monitoring tools and industry best practices.
• Collaborate on CI/CD improvements and automation to increase code quality and delivery velocity.

Key Qualifications

• • Strong computer science fundamentals with a proven track record of building scalable backend systems.
  • 5–6+ years of professional software engineering experience with a focus on backend development.
  • 4+ years of hands-on Java experience, with deep knowledge of the Java ecosystem.
  • Proficient in Java frameworks and tools used at Flex: Spring (core/web/boot), Gradle, JUnit, JVM tuning and performance optimization.
  • Experience operating services in distributed, service-oriented architectures at scale.
  • Familiarity with REST API design, mobile API best practices, and message-driven architectures.
  • Skilled at building robust, fault-tolerant systems and integrating with multiple external dependencies.
  • Experience designing and maintaining data pipelines and working with big data platforms (bonus: Snowflake).
  • Hands-on experience with AWS (EKS, Aurora RDS, Elasticache, DynamoDB), containerization (Docker/Kubernetes), and Infrastructure as Code (CDK/Terraform).
  • Skilled in observability and monitoring tools (e.g., DataDog) to ensure high availability.
  • Ability to write high-quality code that is testable, maintainable, scalable, and secure, using industry best practices throughout the SDLC (unit testing, build automation, CI/CD).
  • Excellent communicator, comfortable working with distributed teams and cross-functional stakeholders.
  • Proven ability to mentor junior engineers and raise the technical bar through best practices.
  Risk Platform candidates: Experience in risk engineering, rules engine architecture, and implementing risk/fraud/credit policies in production systems is highly valued.

• Tier A: (NYC/SF): $172,000 —$215,000 USD
• Tier B: $154,800—$193,500 USD
• Tier C: $146,200 —$182,750 USD

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