Join the IT Engineering team as a Staff AI Enablement Engineer, where you will serve as the primary driver of AI enablement and solutions engineering across all departments at Checkr. This is a highly visible, hands-on role that blends deep technical expertise with a passion for teaching and empowering others. You will lead the charge on understanding team-specific requirements, configuring and evaluating AI tools, building bespoke AI-powered solutions, and standing up templatizable workflows that scale across the organization. From running office hours and hackathons to creating reusable resources and training materials, you will be the go-to person for helping every team at Checkr unlock the full potential of AI.

What you’ll do:  

• Requirements Gathering & Enablement: Embed with internal teams across departments to deeply understand their workflows, gather requirements, identify high-impact AI use cases, and translate business needs into actionable technical solutions.
• Lead Office Hours & Hackathons: Own and facilitate recurring AI office hours for drop-in support and guidance. Design and lead company-wide AI hackathons that inspire experimentation, knowledge sharing, and the discovery of innovative use cases.
• AI Tool Configuration & Evaluation: Evaluate, configure, and recommend the right AI tools and platforms for the organization. Stay on top of the rapidly evolving AI tooling landscape and make informed build-vs-buy recommendations.
• Build Bespoke AI Solutions: Design, develop, and deploy custom AI solutions tailored to specific team needs—leveraging LLMs, RAG architectures, agentic workflows, and automation frameworks to solve real business problems.
• Create Resources & Artifacts: Develop reusable playbooks, prompt libraries, workflow templates, how-to guides, and reference architectures that enable teams to self-serve on AI adoption.
• Templatize AI Workflows: Architect and implement standardized, templatizable AI workflows that can be adapted and deployed across multiple teams and use cases, driving consistency and scale.
• Training & Teaching: Lead hands-on training sessions, workshops, and demos to teach teams how to effectively use AI tools and integrate them into their day-to-day work. Act as a force multiplier by building AI fluency organization-wide.
• Cross-Functional Collaboration: Partner closely with Engineers, Business Systems, Security, Data Engineering, and other AI Solutions Engineers to integrate AI technologies into existing systems, ensuring security, compliance, and scalability.
• Strategic Planning & Roadmapping: Contribute to the AI strategy and roadmap at the organizational level, aligning initiatives with business priorities and ensuring AI investments deliver maximum value.
• Communicate & Evangelize: Present findings, demo solutions, share progress updates, and advocate for AI adoption with stakeholders ranging from individual contributors to executive leadership.

What you’ll bring:  

• Bachelor’s degree in Computer Science, Engineering, Data Science, or equivalent experience. A graduate degree is a plus.
• 5-7+ years of experience in engineering, solutions engineering, or technical enablement roles, with a track record of deploying solutions that measurably enhance productivity.
• 4+ years of hands-on experience developing AI-centric products and solutions, including machine learning, generative AI, LLMs, RAG architectures, agentic frameworks, and prompt engineering.
• Deep proficiency in Python and experience with AI frameworks and tools such as LangChain, LangGraph, LlamaIndex, OpenAI API, and similar; familiarity with containerization (Docker, Kubernetes) and cloud platforms (AWS, GCP, Azure).
• Demonstrated ability to lead enablement programs—including running office hours, hackathons, training sessions, and creating scalable documentation and resources.
• Proven experience gathering requirements from non-technical stakeholders and translating them into well-scoped technical solutions.
• Exceptional ability to tackle open-ended, ambiguous problems in unstructured environments, synthesizing complex information into actionable plans and deliverables.
• Strong communication and presentation skills, with the ability to make complex AI concepts accessible to diverse audiences—from engineers to executives.
• A builder’s mindset: you are equally comfortable architecting a solution, writing production code, creating a training deck, and facilitating a workshop.
• A deep passion for AI and a genuine desire to help others harness its potential to transform how they work.

What you’ll get:

• A fast-paced and collaborative environment
• Learning and development allowance
• Competitive compensation and opportunity for advancement
• 100% medical, dental, and vision coverage
• Up to $25K reimbursement for fertility, adoption, and parental planning services
• Flexible PTO policy
• Monthly wellness stipend, home office stipend

#LI-TD1

About Checkr
Checkr is building the data platform to power safe and fair decisions. Established in 2014, Checkr’s innovative technology and robust data platform help customers assess risk and ensure safety and compliance to build trusted workplaces and communities. Checkr has over 100,000 customers, including DoorDash, Coinbase, Lyft, Instacart, and Airtable.

We’re a team that thrives on solving complex problems with innovative solutions that advance our mission. Checkr is recognized on the Forbes Cloud 100 list and is a Y Combinator 2024 Breakthrough Company.

What you’ll do:

• Own the end-to-end development lifecycle for new features within Salesforce Service Cloud and Zendesk to improve agent productivity and the customer experience.
• Choose the right tool for the job, whether it’s a declarative change, custom Apex/code, or leveraging a 3rd party application.
• Collaborate with business systems analysts to translate requirements into technical solutions that are maintainable, performant, and scalable.
• Design and maintain AI-driven solutions, identify and deliver solutions where AI can be strategically applied to accelerate and enhance both the agent's workflow, the overall customer experience, and our development velocity.
• Partner with cross-functional engineers to architect new features and ensure seamless integration with existing Service Cloud applications and our broader data ecosystem.
• Maintain a customer-centric and data-driven approach, monitoring feature performance, troubleshooting issues, and informing future enhancements.

What you’ll bring:

• 6+ years of Salesforce development experience, with a proven track record of designing and implementing complex, scalable solutions on the Service Cloud platform. Experience with Zendesk development is a significant plus.
• Technical Mastery: A strong command of the full software development lifecycle (SDLC) within an Agile environment, including expertise in DevOps processes and technology.
• Grit & Resilience: You tackle complex, ambiguous problems with persistence. You aren't deterred by technical debt; instead, you dig in and find creative ways to deliver results.
• Urgency & Acceleration: You operate with a bias for action. You work with a sense of urgency to keep pace with a high-growth environment, ensuring we consistently accelerate outcomes for the business.
• Flexibility: The ability to "flex" when necessary, moving between different technologies and pivoting quickly as business priorities evolve.
• Ownership: A deep sense of accountability for the entire feature lifecycle, from initial design through to production release and maintenance.
• An A-player mindset with a strong bias for action: you raise the bar, move with urgency, stay resilient through ambiguity, and take ownership to deliver meaningful outcomes. 

What you’ll get

• A fast-paced and collaborative environment
• Learning and development allowance
• Competitive cash and equity compensation, and opportunity for advancement
• 100% medical, dental, and vision coverage
• Up to $25K reimbursement for fertility, adoption, and parental planning services
• Flexible PTO policy
• Monthly wellness stipend

About the team/role

To support our rapid growth, we are seeking a Finance Business Systems Analyst that can partner with the business systems teams driving requirements gathering, business process optimization, testing, process optimization, and cross functional collaboration. This role will be a member of the Corporate Engineering team that implements global solutions and drives value for business stakeholders. This role should have a core competency in financial processes, and also ERP Applications. 

What You’ll Do

• System Support & Troubleshooting (L1/L2): Serve as the first line of defense for finance system issues. Triage and resolve support tickets related to Oracle Fusion and any downstream finance applications.
• Requirements Documentation: Assist senior analysts in gathering requirements from stakeholders. You will be responsible for translating these discussions into clear, detailed functional specifications and user stories.
• Testing & QA: Own the execution of detailed test cases for system enhancements and updates. You will perform User Acceptance Testing (UAT), log defects, and work with developers to verify fixes.
• Process Mapping: Create and maintain documentation for existing workflows and Standard Operating Procedures (SOPs). Help identify bottlenecks in current processes to improve operational efficiency.
• Agile Participation: Actively participate in the Agile Scrum processes, including daily stand-ups, sprint planning, and backlog grooming sessions.
• Data Analysis & Reporting: Utilize SQL or system reporting tools to query data, validate financial results, and provide status reports to stakeholders regarding project execution and ticket health.
• Cross-Functional Collaboration: Coordinate with Finance, Accounting, and Engineering teams to ensure smooth communication and alignment on minor projects and system updates.

What you bring

• Bachelor's degree in Information Systems, Accounting, Business, Engineering, Math, or a related field is preferred. 
• Fundamental understanding of accounting principles or equivalent experience. 
• 1+ years of experience in systems analysis and process optimization
• 1+ years experience in Oracle ERP Fusion Financials or ERP systems (core general ledger, quote to cash, procure to pay)
• Working knowledge of SQL development is preferred.
• Experience in business process analysis, requirements gathering, and system testing.
• Strong problem-solving, coordination, and communication skills.
• Adept at balancing multiple priorities and managing time effectively.
• Familiarity with software development life cycles and agile methodology.
• Understanding of corporate business processes and systems.
• Ability to work in a team environment.
• A-player mindset with a strong bias for action: you raise the bar, move with urgency, stay resilient through ambiguity, and take ownership to deliver meaningful outcomes.

What you’ll get

• A fast-paced and collaborative environment
• Learning and development allowance
• Competitive cash and equity compensation, and opportunity for advancement
• 100% medical, dental, and vision coverage
• Up to $25K reimbursement for fertility, adoption, and parental planning services
• Flexible PTO policy
• Monthly wellness stipend

La misión de Checkr es construir un futuro más justo mejorando la comprensión del pasado. Creemos que todos los candidatos, independientemente de quiénes sean, deben tener una oportunidad justa de trabajar. Establecida en 2014 y valorada en $4.6 mil millones de dólares, Checkr utiliza la tecnología para llevar la contratación al siguiente nivel. Nuestra plataforma "People Trust" utiliza inteligencia artificial y aprendizaje automático para ayudar a miles de empresas a modernizar sus procesos de verificación de antecedentes y hacer que la contratación sea más segura, eficiente e inclusiva. Algunos de nuestros clientes incluyen Uber, Instacart, Doordash, Netflix, Compass Group y Adecco.

Una carrera en Checkr es una oportunidad para trabajar con algunas de las mentes más brillantes, transformar una industria para un futuro mejor y dar acceso al empleo a candidatos que de otro modo serían ignorados. Checkr ha sido reconocida en la lista de Forbes de los mejores empleadores de startups y es una de las principales empresas de Y Combinator por valoración.

Únete al equipo de IT Engineering como SR Integration Engineer, donde desempeñarás un papel vital en la mejora de la productividad de los empleados en todos los departamentos de Checkr. En este rol, diseñarás, construirás y mantendrás integraciones empresariales que conectan nuestros sistemas de negocio críticos, actuando también como un socio de confianza para los equipos internos que dependen de ellos. Irás más allá de la ejecución pura, ayudando a los stakeholders a articular sus necesidades, definiendo el alcance de los requerimientos y utilizando tu influencia para lograr la alineación entre prioridades en competencia. A medida que nuestras funciones de integración e IA convergen, aportarás fluidez en IA para identificar oportunidades donde tecnologías como los Modelos de Lenguaje Extensos (LLMs) y la Generación Aumentada por Recuperación (RAG) puedan hacer que los flujos de trabajo sean más inteligentes y eficientes.

Lo que harás:

• Impulsar requisitos y alineación de stakeholders: Colaborar con socios internos de diversos departamentos para descubrir necesidades de forma proactiva, hacer las preguntas correctas y traducir problemas de negocio en especificaciones técnicas claras. Usar tu influencia para ayudar a los equipos a priorizar y establecer expectativas realistas.
• Construir integraciones empresariales: Diseñar, desarrollar y desplegar integraciones utilizando plataformas iPaaS (principalmente Tray.io) para conectar sistemas críticos como Salesforce, Workday, Zendesk, Snowflake y otras aplicaciones corporativas.
• Colaboración interfuncional: Trabajar estrechamente con ingenieros, sistemas de negocio y producto para alinear el trabajo de integración con iniciativas técnicas más amplias. Servir de puente entre los interesados no técnicos y los equipos técnicos.
• Optimización de la plataforma: Liderar esfuerzos para consolidar y optimizar nuestro ecosistema de plataformas de integración, garantizando escalabilidad, fiabilidad y rentabilidad.
• Aplicar IA donde agregue valor: Identificar oportunidades para mejorar los flujos de trabajo utilizando tecnologías de IA (LLMs, procesamiento de lenguaje natural y RAG) para pasar de una sincronización de datos básica hacia soluciones adaptativas e inteligentes.
• Iterar y mejorar: Recopilar comentarios sobre las soluciones de integración, refinándolas continuamente según las necesidades de los usuarios y las nuevas capacidades tecnológicas.
• Documentación y transferencia de conocimiento: Crear y mantener documentación clara y runbooks que reduzcan la dependencia de miembros individuales del equipo.
• Planificación estratégica: Contribuir a los roadmaps de integración e iniciativas de IA alineadas con los objetivos organizacionales.
• Mantenerse al día con las tendencias: Investigar los últimos avances en plataformas iPaaS y AI/ML, compartiendo hallazgos con el equipo.

Lo que aportas:

• Inglés avanzado (requisito excluyente)
• Disponibilidad para trabajar híbrido en Santiago (3x2)
• Licenciatura en Ciencias de la Computación, Ingeniería o experiencia equivalente. Un postgrado es un plus.
• Más de 5 años de experiencia profesional en ingeniería de integración, automatización o roles técnicos relacionados.
• Más de 5 años de experiencia práctica construyendo integraciones en al menos una plataforma iPaaS (Tray.ai, Workato, Zapier, MuleSoft, Boomi o similar). Se prefiere fuertemente experiencia con Tray.ai.
• Sólidas habilidades de programación en al menos un lenguaje de scripting (Python, JavaScript o Ruby) con capacidad para escribir código personalizado dentro de los flujos de integración.
• Más de 3 año de experiencia en proyectos de AI/ML, incluyendo la construcción de soluciones potenciadas por IA, trabajo con LLMs o implementación de arquitecturas RAG.
• Experiencia con MCP, construcción de agentes, automatización agente-a-agente y otras tecnologías de IA relacionadas.
• Familiaridad con plataformas en la nube (AWS, Azure o GCP) es un plus.
• Sólido conocimiento de diseño de APIs, servicios RESTful, webhooks y arquitecturas orientadas a eventos.
• Experiencia con aplicaciones SaaS empresariales y bases de datos (Salesforce, Workday, Zendesk, Snowflake, etc.).
• Capacidad excepcional para abordar problemas abiertos en entornos no estructurados, sintetizando requisitos complejos en soluciones técnicas escalables.
• Historial comprobado de trabajo efectivo en equipos multidisciplinarios, con fuertes habilidades interpersonales y de comunicación.
• Atención al detalle con compromiso por la calidad del código, la documentación y la excelencia operativa.
• Un profundo interés en aprovechar tanto los patrones de integración tradicionales como las tecnologías de IA para transformar procesos internos.

Beneficios

• Trabajo híbrido, vamos a la oficina 3 días a la semana y 2 días desde casa.
• Almuerzo los días que vayas a la oficina.
• Un entorno colaborativo y dinámico.
• Contrato indefinido
• Formar parte de una empresa internacional con sede en Estados Unidos.
• Bono de $3.000 USD al año para formación y desarrollo.
• Remuneración competitiva y oportunidad de crecimiento profesional y personal.
• Cobertura médica, dental y oftalmológica al 100 % para empleados y familiares a cargo.
• 5 días extra de vacaciones 
• RSU

Join the IT Engineering team as a Staff Applied AI Engineer, where you will serve as the primary driver of AI enablement and solutions engineering across all departments at Checkr. This is a highly visible, hands-on role that blends deep technical expertise with a passion for teaching and empowering others. You will lead the charge on understanding team-specific requirements, configuring and evaluating AI tools, building bespoke AI-powered solutions, and standing up templatizable workflows that scale across the organization. From running office hours and hackathons to creating reusable resources and training materials, you will be the go-to person for helping every team at Checkr unlock the full potential of AI.

What you’ll do:  

• Requirements Gathering & Enablement: Embed with internal teams across departments to deeply understand their workflows, gather requirements, identify high-impact AI use cases, and translate business needs into actionable technical solutions.
• Lead Office Hours & Hackathons: Own and facilitate recurring AI office hours for drop-in support and guidance. Design and lead company-wide AI hackathons that inspire experimentation, knowledge sharing, and the discovery of innovative use cases.
• AI Tool Configuration & Evaluation: Evaluate, configure, and recommend the right AI tools and platforms for the organization. Stay on top of the rapidly evolving AI tooling landscape and make informed build-vs-buy recommendations.
• Build Bespoke AI Solutions: Design, develop, and deploy custom AI solutions tailored to specific team needs—leveraging LLMs, RAG architectures, agentic workflows, and automation frameworks to solve real business problems.
• Create Resources & Artifacts: Develop reusable playbooks, prompt libraries, workflow templates, how-to guides, and reference architectures that enable teams to self-serve on AI adoption.
• Templatize AI Workflows: Architect and implement standardized, templatizable AI workflows that can be adapted and deployed across multiple teams and use cases, driving consistency and scale.
• Training & Teaching: Lead hands-on training sessions, workshops, and demos to teach teams how to effectively use AI tools and integrate them into their day-to-day work. Act as a force multiplier by building AI fluency organization-wide.
• Cross-Functional Collaboration: Partner closely with Engineers, Business Systems, Security, Data Engineering, and other AI Solutions Engineers to integrate AI technologies into existing systems, ensuring security, compliance, and scalability.
• Strategic Planning & Roadmapping: Contribute to the AI strategy and roadmap at the organizational level, aligning initiatives with business priorities and ensuring AI investments deliver maximum value.
• Communicate & Evangelize: Present findings, demo solutions, share progress updates, and advocate for AI adoption with stakeholders ranging from individual contributors to executive leadership.

What you’ll bring:  

• Bachelor’s degree in Computer Science, Engineering, Data Science, or equivalent experience. A graduate degree is a plus.
• 5-7+ years of experience in engineering, solutions engineering, or technical enablement roles, with a track record of deploying solutions that measurably enhance productivity.
• 4+ years of hands-on experience developing AI-centric products and solutions, including machine learning, generative AI, LLMs, RAG architectures, agentic frameworks, and prompt engineering.
• Deep proficiency in Python and experience with AI frameworks and tools such as LangChain, LangGraph, LlamaIndex, OpenAI API, and similar; familiarity with containerization (Docker, Kubernetes) and cloud platforms (AWS, GCP, Azure).
• Demonstrated ability to lead enablement programs—including running office hours, hackathons, training sessions, and creating scalable documentation and resources.
• Proven experience gathering requirements from non-technical stakeholders and translating them into well-scoped technical solutions.
• Exceptional ability to tackle open-ended, ambiguous problems in unstructured environments, synthesizing complex information into actionable plans and deliverables.
• Strong communication and presentation skills, with the ability to make complex AI concepts accessible to diverse audiences—from engineers to executives.
• A builder’s mindset: you are equally comfortable architecting a solution, writing production code, creating a training deck, and facilitating a workshop.
• A deep passion for AI and a genuine desire to help others harness its potential to transform how they work.

What you’ll get:

• A fast-paced and collaborative environment
• Learning and development allowance
• Competitive compensation and opportunity for advancement
• 100% medical, dental, and vision coverage
• Up to $25K reimbursement for fertility, adoption, and parental planning services
• Flexible PTO policy
• Monthly wellness stipend, home office stipend

About the team/role:

This Salesforce Administrator role sits within Corporate Engineering, reporting directly to the Director of Revenue and Customer Systems. Our team is focused on maximizing the productivity and efficiency of the entire Revenue and Support organization by owning the architecture, design, build, and maintenance of Salesforce Sales and Service Cloud. This is a hybrid role based out of our Santiago, Chile office.

What you’ll do:

• User Lifecycle & Access: Manage the end-to-end onboarding and offboarding process, ensuring correct permissions across Salesforce and integrated tools like Outreach, ZoomInfo, and LinkedIn Sales Navigator
• Support & Ticket Triage: Monitor internal help channels to triage incoming Jira tickets, resolving technical issues directly or routing cases to the appropriate system owners
• Data Hygiene & Audits: Maintain a clean CRM by merging duplicate records daily and performing periodic audits to ensure data accuracy and compliance
• Agile & Operational Support: Support the team’s Agile rhythm by grooming backlogs for clarity to prepare the team for sprint planning
• Collaborative Improvement: Partner with the wider team to monitor feature performance and help implement small-scale technical enhancements that improve the overall user experience

What you’ll bring:

• Salesforce Foundation: 1+ years of Salesforce administration experience, including a solid grasp of user permissions, security roles, and core platform configuration
• Programming & Scripting: Ability to program or script in at least one language (e.g., Apex, JavaScript, Java, or Python) 
• Agile & SDLC Experience: Experience working within the full software development lifecycle (SDLC) in an Agile environment, including collaborating on requirements and participating in sprint ceremonies
• Support & Triage Mindset: A proactive approach to managing help channels and Jira queues, with the ability to diagnose issues and route complex cases effectively
• Ownership & Collaboration: A strong sense of accountability for the feature lifecycle, from initial triage to production release, combined with a passion for continuous learning
• AI Tooling: Experience with Salesforce Agentforce, chatbots, or other AI applications, with the ability to identify where AI can strategically accelerate delivery preferred
• An A-player mindset with a strong bias for action: you raise the bar, move with urgency, stay resilient through ambiguity, and take ownership to deliver meaningful outcomes
• Advanced communication skills in English (both written and verbal) 

What you’ll get

• A fast-paced and collaborative environment
• Learning and development allowance $3.000 USD per year
• Competitive cash and equity compensation and opportunity for advancement
• 100% medical, dental, and vision coverage
• Up to $12K reimbursement for fertility, adoption, and parental planning services
• Flexible PTO policy
• RSU package
• Monthly wellness stipend