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We are seeking an Automation Engineer to design and implement scalable workflow automation, enterprise integrations, and AI-enabled operational systems.  The ideal candidate combines strong backend engineering and cloud integration skills with experience building automation workflows across SaaS platforms, communication systems, APIs, and cloud-native infrastructure. This role is ideal for an engineer who enjoys solving operational inefficiencies through intelligent automation, orchestration, and modern AI tooling.  You will be embedded within the Engineering organization, and work closely with Enumerate Financial Services (EFS) business team to automate workflows, integrate enterprise platforms, and improve operational efficiency across customer and financial operations within the EFS organization.  This is a remote role. All contractors must be located in LATAM. Key Responsibilities  Design and implement workflow automation and system integrations across enterprise SaaS platforms and internal systems.  Build cloud-native automation services and event-driven workflows using modern cloud platforms and APIs.  Develop integrations involving communication systems, ticketing platforms, CRM/workflow systems, and operational tools.  Implement secure OAuth-based authentication and enterprise access control models.  Build scalable orchestration services, queue-based processing, retry handling, and monitoring capabilities.  Develop AI-assisted operational workflows including classification, routing, summarization, extraction, and response assistance.  Design and maintain integration APIs, webhooks, and asynchronous processing pipelines.  Collaborate with operations, support, product, and engineering teams to identify automation opportunities and deliver workflow improvements.  Build observability, telemetry, audit logging, and operational reporting capabilities.  Ensure automation solutions meet security, compliance, governance, and reliability standards.  Leverage modern AI development tools (CursorAI, GitHub Copilot, ChatGPT, etc.) to improve engineering productivity and delivery speed.  Work closely with the technology team to ensure architectural and design alignment with Enumerate’s technology strategy.  Project Deliverables  Production-ready automation services and integration workflows.  Secure cloud-hosted APIs and orchestration services.  Event-driven processing pipelines and workflow automation systems.  Technical documentation, architecture diagrams  Reusable integration frameworks and automation components.  Required Qualifications  Proven experience building automation workflows, backend integrations, or orchestration services in cloud-native environments.  Strong experience with REST APIs, webhooks, OAuth, and event-driven architectures.  Experience with cloud platforms and services such as Azure, AWS, or GCP.  Strong integration engineering experience across SaaS platforms and enterprise applications.  Familiarity with AI-assisted workflows and LLM-enabled operational systems.  Experience implementing retry patterns, error handling, and resilient distributed systems.  Strong problem-solving, debugging, and analytical skills.  Ability to work independently in a fast-moving remote environment.  Preferred Qualifications  Experience integrating platforms such as Microsoft 365, Zendesk, Salesforce, ServiceNow, HubSpot, Jira, Asana, or similar SaaS systems.  Experience with workflow automation and orchestration platforms.  Familiarity with AI-powered automation, intelligent document processing, or conversational AI systems.  Experience with operational analytics and business process automation.  Experience in Fintech, payments, financial operations, professional services, or customer operations environments.  Preferred Candidate Profile  Based in Brazil or LATAM nearshore region with strong English communication skills.  Comfortable collaborating with distributed U.S.-based teams.  Highly execution-oriented and comfortable operating in ambiguous, fast-changing environments.  Strong systems-thinking mindset with the ability to balance automation, reliability, maintainability, and operational simplicity.  Passionate about AI-forward workflow automation and operational transformation.  Engagement Terms  This role will be engaged under a Contractor of Record arrangement and structured as project-based work. The Automation Engineer will work remotely while collaborating closely with Enumerate’s distributed teams. Scope, deliverables, and timelines will be defined for each project engagement.  About Enumerate  Enumerate is a best-in-class provider of property management software and payments solutions for community associations. We help customers modernize accounting operations, operational workflows, AR & AP payments, and customer engagement through automation, AI, and scalable software systems.  This role will support Enumerate Financial Services (EFS), the professional services and operations division focused on delivering high-quality financial operations, payment servicing, and customer support solutions to community association customers. EFS combines operational expertise with modern technology and AI-enabled workflows to improve efficiency, scalability, service quality, and customer outcomes.  As part of our AI-forward operational transformation initiatives, we are investing in workflow automation, intelligent operations tooling, and enterprise integrations across customer operations, finance, and servicing functions.   

The Accounting Operations Specialist is responsible for supporting homeowner financial operations, account administration, collections processes, banking coordination, and community financial requests. This role serves as a key liaison between homeowners, management companies, banks, title companies, and internal accounting teams to ensure timely, accurate, and professional handling of homeowner financial matters and community administrative requests.  The ideal candidate is highly organized, detail-oriented, customer-focused, and capable of managing multiple priorities in a fast-paced environment while maintaining strong accuracy and responsiveness.    Key Responsibilities  Homeowner & Community Financial Administration  Process Special Assessment (SA) payoff requests and homeowner payoff inquiries  Prepare and manage homeowner statements, including Special Assessment billing statements  Review and process homeowner change of ownership documentation  Maintain and update homeowner account records within internal systems  Create and maintain homeowner charge tables and assessment structures  Coordinate coupon ordering and homeowner payment materials    Collections & Compliance  Manage homeowner collections processes, including late fees and delinquency tracking  Apply and release legal status holds in accordance with company policies and governing documents  Coordinate with management companies, attorneys, and internal teams regarding collection matters  Support compliance with community governing documents and financial procedures    Real Estate & Closing Support  Process estoppel requests within required timelines  Review resale-related emails and documentation requests  Complete lender and title company questionnaires  Coordinate with title companies, lenders, homeowners, and management teams during ownership transfers    Banking & Treasury Support  Coordinate bank scanner requests and related banking setup activities  Support banking and treasury-related administrative requests  Assist with homeowner payment processing inquiries and banking coordination    Tax & Regulatory Support  Assist with 1099 preparation and related documentation  Support sales tax administration and reporting processes  Maintain accurate records for audit and compliance purposes    Workflow & Task Management  Monitor and review Asana tasks to ensure timely completion and follow-up  Escalate unresolved issues or time-sensitive matters appropriately  Maintain detailed documentation and communication records  Collaborate cross-functionally with accounting, relationship managers, customer support, and operations teams    Qualifications  2+ years of administrative, accounting support, HOA/community management, banking, or financial operations experience preferred  Strong organizational and time management skills  High attention to detail and accuracy  Excellent written and verbal communication skills  Ability to manage multiple priorities and deadlines simultaneously  Proficiency with Microsoft Office Suite and task management systems  Experience with HOA/accounting software platforms preferred  Customer service-oriented mindset with strong problem-solving abilities   

Enumerate is hiring a Relationship Manager to serve as a trusted advisor and partner for our clients. This role is responsible for managing client requests and providing timely and results-based customer service. The Relationship Manager acts as a liaison between our clients and our internal teams, including Accounts Payable, Accounts Receivable, Operations, and Support. This role is responsible for the project management of client requests to ensure transparent communication and a timely resolution. Candidates for this role must be located in the United States and able to work EST or CST time zones. This role can be hybrid or remote. If remote, this role requires travel every other month to Fort Lauderdale, Florida. Key Responsibilities: Be the voice of the customer and navigate internal processes with stakeholders from various teams. Provide support to associations, granting users access to Enumerate Central and triaging issues as they arise Act as a liaison between clients and internal teams, working with the client to gather the information and documentation needed by internal teams to set up bank accounts and complete reconciliations Assist with challenging customer requests or issue escalations as needed. Answer customer questions in a timely and accurate manner via phone or Zendesk ticketing system. Assess customer needs and communicate feedback to peers and leadership Collaborate with cross-functional teams to resolve customer requests in a timely and effective manner Track key performance indicators related to client relationships, such as customer satisfaction, retention rates, and revenue growth Maintain a strong understanding of customer needs and a commitment to delivering exceptional customer service Requirements: 2+ years of experience in Customer Success or Account Management Strong customer service and project management skills Ability to organize a daily workload by priorities and to meet deadlines in a fast-paced quickly changing environment. Prior experience using Asana or other project management tools is a plus A background in accounting, bookkeeping or community association management is a plus