Benefits:

• Impact & Ownership: A unique opportunity to shape the future of banking through AI, owning end-to-end product initiatives.

• Collaborative Environment: Work alongside a talented and passionate team that values continuous improvement and knowledge sharing.

• Competitive Compensation: Includes salary, benefits, and potential equity in a fast-growing startup.

• Professional Growth: Access to resources and mentorship to expand your skill set, influence strategy, and accelerate your career.

• Culture of Innovation: We encourage risk-taking, learning from failures, and pushing the boundaries of what’s possible in fintech.

Education Requirements:

• Degree in Computer Science or experience as an engineer preferred

Experience Requirements:

• 4+ years of proven experience as a Product Manager or Product Lead in a fast-paced, tech-driven environment, preferably delivered customer-facing AI technology or financial service products.

• Familiarity with AI, machine learning, and/or financial services is highly desirable.

Other Requirements:

• Strategic Thinking: Demonstrated ability to think creatively, innovate, and challenge the status quo to develop unique, differentiated products.

• Cross-Functional Leadership: Excellent communication, collaboration, and influencing skills across diverse teams.

• Analytical Skills: Strong analytical and problem-solving abilities with a data-driven approach to decision-making.

• Adaptability: Ability to manage multiple priorities, pivot quickly, and thrive in a dynamic startup environment.

Responsibilities:

• Oversee the product development lifecycle from concept to release, ensuring alignment with Casca’s strategic goals.

• Define clear product roadmaps based on stakeholder input and user feedback.

• Drive product development with subject matter experts and designer partners.

• Champion user-centric design by ensuring products are intuitive, user-friendly, and meet the highest quality standards.

• Drive the product vision and strategy by thinking outside the box to deliver AI-native solutions that set new industry standards.

Benefits:

• Impact & Ownership: A unique opportunity to shape the future of banking through AI, owning end-to-end product initiatives.

• Collaborative Environment: Work alongside a talented and passionate team that values continuous improvement and knowledge sharing.

• Competitive Compensation: Includes salary, benefits, and potential equity in a fast-growing startup.

• Professional Growth: Access to resources and mentorship to expand your skill set, influence strategy, and accelerate your career.

• Culture of Innovation: We encourage risk-taking, learning from failures, and pushing the boundaries of what’s possible in fintech.

Experience Requirements:

• 3+ years of management consulting experience at a leading firm (McKinsey, Bain, BCG, etc.) or strategic roles at high-growth tech companies

• Proven ability to structure complex operational challenges, build scalable processes, and drive execution in fast-paced startup environments

• Experience managing internal operations, team coordination, or chief of staff responsibilities at high-growth companies

• Background in fintech, banking, or lending industry

Other Requirements:

• Strong analytical skills with ability to work across both quantitative analysis and qualitative strategic thinking

• Exceptional communication skills and ability to coordinate across all levels of the organization, from individual contributors to executive leadership

• Previous founder's office, chief of staff, or CEO assistant experience at a scaling startup

• Experience building internal operations during rapid team growth (30+ to 200+ employees)

Responsibilities:

• Manage CEO priorities and special projects, ensuring critical initiatives stay on track while maintaining focus on core business objectives

• Drive cross-functional alignment and communication, breaking down silos between teams and ensuring everyone is working toward shared goals

• Own internal operations spanning executive team coordination and strategic planning processes

• Partner directly with the CEO on critical operational initiatives including team scaling and process optimization

• Lead internal projects that drive operational excellence, from implementing new systems to streamlining workflows across all teams

Benefits:

• Impact & Ownership: A unique opportunity to shape the future of banking through AI, owning end-to-end product initiatives.

• Collaborative Environment: Work alongside a talented and passionate team that values continuous improvement and knowledge sharing.

• Competitive Compensation: Includes salary, benefits, and potential equity in a fast-growing startup.

• Professional Growth: Access to resources and mentorship to expand your skill set, influence strategy, and accelerate your career.

• Culture of Innovation: We encourage risk-taking, learning from failures, and pushing the boundaries of what’s possible in fintech.

Education Requirements:

• Bachelor's degree in Computer Science, Engineering, or a related field (or equivalent experience)

Experience Requirements:

• 5+ years of software development experience, particularly in scalable backend and infrastructure systems (e.g., Rust, Node.js, Python, or Go), and modern deployment technologies like Docker, Kubernetes, and Helm.

• Strong experience with major cloud platforms (AWS, Azure, GCP) and their managed services for compute, storage, and networking.

• Proficiency in infrastructure as code tools (e.g., AWS CDK, Terraform, Pulumi) and CI/CD automation (e.g., GitHub Actions, Jenkins).

• Experience with building observability tooling including metrics collection, distributed tracing, logging systems, and monitoring dashboards.

• Experience with enterprise software features like permissions (RBAC), analytics, audit logs, notifications, self-serve onboarding, and provisioning.

Other Requirements:

• Proven ability to mentor and guide technical teams.

Responsibilities:

• Architect and enhance platform features including authentication, auditability, and enterprise integrations across the banking ecosystem.

• Build and maintain high-performance, developer-friendly infrastructure using containerization (Docker), orchestration (Kubernetes, Helm), and cloud-native services across AWS, Azure, and GCP.

• Improve reliability, scalability, and compliance for platform services like permissions management, admin reporting, and customizations

• Develop and optimize infrastructure as code (AWS CDK, Terraform) and CI/CD pipelines to automate deployments, ensuring high availability, disaster recovery, and efficient resource utilization.

• Collaborate with AI engineers to benchmark & integrate models into the core platform.

Benefits:

• Impact & Ownership: A unique opportunity to shape the future of banking through AI, owning end-to-end product initiatives.

• Collaborative Environment: Work alongside a talented and passionate team that values continuous improvement and knowledge sharing.

• Competitive Compensation: Includes salary, benefits, and potential equity in a fast-growing startup.

• Professional Growth: Access to resources and mentorship to expand your skill set, influence strategy, and accelerate your career.

• Culture of Innovation: We encourage risk-taking, learning from failures, and pushing the boundaries of what’s possible in fintech.

Experience Requirements:

• 4+ years of experience in software engineering

• Proven track record of translating complex technical concepts into clear business value propositions with measurable outcomes

• Entrepreneurial mindset with experience driving initiatives from concept to execution

• Solid understanding of modern programming languages and (AI) frameworks (e.g., Python, LangChain, Vercel AI-SDK, React, TypeScript, Next.js, etc.)

Other Requirements:

• A skillset at the intersection of software development, business strategy and customer engagement

• Strong problem-solving skills and a knack for innovative thinking

• Excellent communication skills and a collaborative team spirit

Responsibilities:

• Partner directly with customers to translate critical business requirements into technical solutions, engaging with customer executives to architect software that addresses their most pressing challenges in banking

• Drive high-stakes projects with CTO-level ownership, writing production-quality code while balancing multiple technical and business priorities across architecture, coding, and strategic planning

• Architect and build end-to-end systems integrating AI models, backend APIs, and web applications while owning complete technical solutions from design through production deployment

• Learn and drive engineering best practices

Benefits:

• Impact & Ownership: A unique opportunity to shape the future of banking through AI, owning end-to-end product initiatives.

• Collaborative Environment: Work alongside a talented and passionate team that values continuous improvement and knowledge sharing.

• Competitive Compensation: Includes salary, benefits, and potential equity in a fast-growing startup.

• Professional Growth: Access to resources and mentorship to expand your skill set, influence strategy, and accelerate your career.

• Culture of Innovation: We encourage risk-taking, learning from failures, and pushing the boundaries of what’s possible in fintech.

Experience Requirements:

• 5+ years of experience in client-facing solution architecture, technical consulting, technical product management or implementation roles

• Deep understanding of cloud-native architectures and APIs (RESTful services, authentication standards, etc.)

• Proven experience integrating SaaS or AI-driven platforms into complex enterprise environments

• Familiarity with data pipelines, ETL tools, and financial systems integration

• Prior experience in fintech, banking, or highly regulated industries is a strong plus

Other Requirements:

• Skilled in navigating technical discussions with both engineers and executives

• Strong problem-solving mindset with an ability to manage multiple priorities in a fast-paced environment

• Excellent written and verbal communication skills

• Proficiency in one or more programming languages (NextJS, Typescript preferred)

• Hands-on experience with compliance-sensitive implementations (e.g., KYC/AML, credit decisioning workflows)

Responsibilities:

• Lead post-sales technical implementation for our AI-powered lending platform with major U.S. financial institutions

• Translate complex client needs into scalable, secure, and high-performance architectures

• Collaborate cross-functionally with Engineering, Product, and Risk to deliver seamless integrations

• Guide clients through API integrations, data mapping, and custom configurations

• Be the trusted technical advisor for clients, ensuring long-term success and satisfaction

Other Requirements:

• Operations leader to own and scale systems, processes, and infrastructure

• Equal parts strategist and executor

• Ability to understand product and engineering functions well enough to systemize their workflows

• Talented, intensely competitive operators

• Ability to move fast and give full autonomy for outcomes

Responsibilities:

• Own and scale the systems, processes, and infrastructure that enable our team to move at peak velocity

• Oversee business operations across finance, HR, recruiting, vendor management, legal coordination, and office operations

• Build the foundational systems that let a 6-person team scale to 100+ without breaking

• Automate workflows, optimize processes, and ensure cross-functional coordination

• Identify bottlenecks and build solutions, support financial planning and KPI tracking, and shape high-performance culture

Other Requirements:

• Deep technical understanding of our platform

• Enterprise sales expertise

• Ability to drive revenue growth and build strategic relationships with Fortune 500 customers

• Talented, intensely competitive operators

• Ability to move fast and give full autonomy for outcomes

Responsibilities:

• Drive revenue growth and build strategic relationships with Fortune 500 customers

• Combine deep technical understanding of our platform with enterprise sales expertise

• Run complex, multi-threaded sales cycles with various stakeholders

• Build executive relationships that close deals

• Own the full sales cycle—from prospecting and discovery to enterprise evaluations, pilots, and rollouts

Other Requirements:

• Talented, intensely competitive operators and engineers

• Ability to move fast and give full autonomy for outcomes

• World-class individuals

• Ability to architect and own entire security posture

Responsibilities:

• Architect and own our entire security posture as we handle the most sensitive enterprise data environments

• Build the security infrastructure that protects terabytes of workflow data per customer in real-time

• Implement controls across our full stack

• Ensure we meet Fortune 500 compliance requirements without slowing down engineering velocity

• Own security end-to-end—from infrastructure hardening and application security to SOC 2 compliance and customer security reviews

Other Requirements:

• Talented, intensely competitive operators and engineers

• Ability to move fast and give full autonomy for outcomes

• World-class individuals

• Ability to invent new data primitives and paradigms

Responsibilities:

• Build the data infrastructure that processes and maps how work actually happens across Fortune 500 organizations

• Work on problems that don't have established solutions

• Design novel data structures for representing work

• Build pipelines that process billions of events per day

• Write whitepapers on approaches that don't exist yet

Other Requirements:

• Talented, intensely competitive operators and engineers

• Ability to move fast and give full autonomy for outcomes

• World-class individuals

Responsibilities:

• Build the product interface that Fortune 500 executives use to measure AI ROI

• Own major parts of our frontend and backend

• Build real-time dashboards that render billions of workflow events

• Design APIs for executive decision-making

• Create UI/UX for complex data visualization

Benefits:

• Work closely with founders and product teams on high-impact content.

• Learn the ins and outs of AI branding and digital communication.

• Real-world ownership of creative campaigns and outreach.

• Startup perks: collaborative culture, lunches, dinner, snacks, coffee (unlimited), and growth opportunities.

Education Requirements:

• A background in Communications, Marketing, Journalism, English, or related fields.

Other Requirements:

• Strong writing, editing, and storytelling skills.

• Passion for AI, technology, and digital innovation.

• Creativity, curiosity, and attention to detail.

• Strong understanding of content trends in the tech/startup landscape.

Responsibilities:

• Create compelling written and visual content for web, blog, and social media.

• Support marketing campaigns, newsletters, and community updates.

• Collaborate with the design and AI teams to translate technical ideas into engaging, easy-to-understand stories.

• Manage content calendars and assist with brand communication strategies.

• Analyze content performance and suggest improvements based on data and engagement metrics.

Education Requirements:

• BS/BA in Marketing, Business, CS, or related field; MBA or technical graduate degree preferred

Experience Requirements:

• 10+ years leading marketing in high-growth tech (deep B2G and B2B experience a plus).

• Demonstrated ability to meet and exceed organizational goals (pipeline, launch timelines, etc).

• Fluency in AI concepts (LLMs, RAG, autonomous workflows) and excited to push them into marketing operations.

• Demonstrated success in taking technical narratives and making them resonate with both operators in uniform and enterprise executives.

• Track record of building high-performing, multidisciplinary teams and coaching them through rapid change.

Other Requirements:

• US Citizenship or Greencard is required due to US Government contract requirements

Responsibilities:

• Create and execute hyper-personalized AI-driven campaigns that can tailor their tone, medium, and CTA depending on the audience.

• Spin up content agents that surface insights from our data, exec bench, and customer wins—feeding blogs, op-eds, and conference talks daily.

• Recruit and mentor AI-savvy marketers who can use the power of AI and prompt engineering to 10x the results of teams the same size.

• Implement closed-loop analytics that track every touchpoint from first impression to signed contract; optimize with continuous reinforcement learning.

• Partner with Product to orchestrate launch agents that create assets, nurture communities, and iterate on messaging within hours.

Experience Requirements:

• 4+ years of experience in pre-sales engineering or solutions architecture, ideally serving enterprise clients.

• Ability to understand and translate AI capabilities for finance and accounting applications, such as data classification, reconciliation, and regulatory compliance automation.

• Proficiency with Python or similar scripting languages.

• Strong understanding of financial and accounting workflows, including opportunities for automation and AI-driven optimization.

• Familiarity with major ERP systems (e.g., NetSuite, Oracle, SAP, Workday)

Other Requirements:

• US citizens or Green Card holders

Responsibilities:

• Architect & Deliver POCs: Design and implement compelling technical demonstrations and proofs of concept tailored to prospective finance and accounting customers.

• Pre-Sales Engagement: Partner with sales teams to identify customer pain points and craft technical solutions that highlight Legion Intelligence’s value.

• Customer Relationship Building: Establish trust with technical and business stakeholders, providing clear assessments of AI readiness, compliance implications, and expected ROI.

• Product Evangelism: Represent customer needs internally by sharing insights on financial workflows, ERP integration requirements, and emerging trends in AI adoption.

• Partner Collaboration: Work with ERP, accounting tech, and financial services partners to build joint demos, integrations, and go-to-market assets.

Benefits:

• Top tier cash and equity compensation

• Competitive medical, dental, and vision benefits

• Fully covered lunches and dinners

• The opportunity to learn quickly, grow fast, and be rewarded for your contributions

Experience Requirements:

• Professional experience owning end-to-end feature development on customer-facing products

• At least 4 years of professional full-time software development, including at least one 2 years or more at one company (or a company and its acquirer)

Other Requirements:

• Comfort working in our stack or picking it up quickly—we use TypeScript across the stack

• A healthy appreciation for hard problems—we already handle tens of thousands of phone calls and emails per day and we’re just getting started

• Empathy for your users and your colleagues

Responsibilities:

• Build AI agents that communicate with brokers and shippers to acquire loads for trucking companies.

• Own end-to-end feature development, working directly with a high-ownership team including our founders, customers, and other engineers

• Make product and technical decisions that will shape the future of FleetWorks

• Ship new work every day

• Learn from others and teach those around you

Benefits:

• Top tier cash and equity compensation

• Competitive medical, dental, and vision benefits

• Fully covered lunches and dinners

• The opportunity to learn quickly, grow fast, and be rewarded for your contributions

Experience Requirements:

• Professional experience owning end-to-end feature development on customer-facing products

• At least 4 years of professional full-time software development, including at least one 2 years or more at one company (or a company and its acquirer)

Other Requirements:

• Comfort working in our stack or picking it up quickly—we use TypeScript across the stack

• A healthy appreciation for hard problems—we already handle tens of thousands of phone calls and emails per day and we’re just getting started

• Empathy for your users and your colleagues

Responsibilities:

• Develop the broker-facing platform that manages relationships with large carriers.

• Own end-to-end feature development, working directly with a high-ownership team including our founders, customers, and other engineers

• Make product and technical decisions that will shape the future of FleetWorks

• Ship new work every day

• Learn from others and teach those around you

Benefits:

• Top tier cash and equity compensation

• Competitive medical, dental, and vision benefits

• Fully covered lunches and dinners

• The opportunity to learn quickly, grow fast, and be rewarded for your contributions

Experience Requirements:

• Professional experience owning end-to-end feature development on customer-facing products

• At least 4 years of professional full-time software development, including at least one 2 years or more at one company (or a company and its acquirer)

Other Requirements:

• Comfort working in our stack or picking it up quickly—we use TypeScript across the stack

• A healthy appreciation for hard problems—we already handle tens of thousands of phone calls and emails per day and we’re just getting started

• Empathy for your users and your colleagues

Responsibilities:

• Develop the broker-facing platform that manages relationships with large carriers.

• Own end-to-end feature development, working directly with a high-ownership team including our founders, customers, and other engineers

• Make product and technical decisions that will shape the future of FleetWorks

• Ship new work every day

• Learn from others and teach those around you

Benefits:

• Top tier cash and equity compensation

• Competitive medical, dental, and vision benefits

• Fully covered lunches and dinners

• The opportunity to learn quickly, grow fast, and be rewarded for your contributions

Experience Requirements:

• Professional experience owning end-to-end feature development on customer-facing products

• At least 4 years of professional full-time software development, including at least one 2 years or more at one company (or a company and its acquirer)

Other Requirements:

• Comfort working in our stack or picking it up quickly—we use TypeScript across the stack

• A healthy appreciation for hard problems—we already handle tens of thousands of phone calls and emails per day and we’re just getting started

• Empathy for your users and your colleagues

Responsibilities:

• Work on developing in house agentic framework and evaluation frameworks.

• Own end-to-end feature development, working directly with a high-ownership team including our founders, customers, and other engineers

• Make product and technical decisions that will shape the future of FleetWorks

• Ship new work every day

• Learn from others and teach those around you

Benefits:

• Top tier cash and equity compensation

• Competitive medical, dental, and vision benefits

• Fully covered lunches and dinners

• The opportunity to learn quickly, grow fast, and be rewarded for your contributions

Experience Requirements:

• Professional experience owning end-to-end feature development on customer-facing products

• At least 4 years of professional full-time software development, including at least one 2 years or more at one company (or a company and its acquirer)

Other Requirements:

• Comfort working in our stack or picking it up quickly—we use TypeScript across the stack

• A healthy appreciation for hard problems—we already handle tens of thousands of phone calls and emails per day and we’re just getting started

• Empathy for your users and your colleagues

Responsibilities:

• Build a system of AI agents who combat carrier fraud through a series of verification workflow and risk scoring mechanisms. Use LLM reasoning, retrieval, data integration, and backend orchestration to make compliance nearly autonomous

• Own end-to-end feature development, working directly with a high-ownership team including our founders, customers, and other engineers

• Make product and technical decisions that will shape the future of FleetWorks

• Ship new work every day

• Learn from others and teach those around you

Benefits:

• Top tier cash and equity compensation

• Competitive medical, dental, and vision benefits

• Fully covered lunches and dinners

• The opportunity to learn quickly, grow fast, and be rewarded for your contributions

Experience Requirements:

• Professional experience owning end-to-end feature development on customer-facing products

• At least 4 years of professional full-time software development, including at least one 2 years or more at one company (or a company and its acquirer)

Other Requirements:

• Comfort working in our stack or picking it up quickly—we use TypeScript across the stack

• A healthy appreciation for hard problems—we already handle tens of thousands of phone calls and emails per day and we’re just getting started

• Empathy for your users and your colleagues

Responsibilities:

• Build and optimize autonomous AI agents that negotiate freight rates, book loads, and handle carrier conversations over phone and email

• Own end-to-end feature development, working directly with a high-ownership team including our founders, customers, and other engineers

• Make product and technical decisions that will shape the future of FleetWorks

• Ship new work every day

• Learn from others and teach those around you

Benefits:

• Top tier cash and equity compensation

• Competitive medical, dental, and vision benefits

• Fully covered lunches and dinners

• The opportunity to learn quickly, grow fast, and be rewarded for your contributions

Experience Requirements:

• Professional experience owning end-to-end feature development on customer-facing products

• At least 4 years of professional full-time software development, including at least one 2 years or more at one company (or a company and its acquirer)

Other Requirements:

• Comfort working in our stack or picking it up quickly—we use TypeScript across the stack

• A healthy appreciation for hard problems—we already handle tens of thousands of phone calls and emails per day and we’re just getting started

• Empathy for your users and your colleagues

Responsibilities:

• Build AI agents that communicate with brokers and shippers to acquire loads for trucking companies.

• Own end-to-end feature development, working directly with a high-ownership team including our founders, customers, and other engineers

• Make product and technical decisions that will shape the future of FleetWorks

• Ship new work every day

• Learn from others and teach those around you