Top Tech Jobs & Startup Jobs in Portland, ME

Lead Net at Work's internal IT organization, ensuring reliability, security, scalability, and performance across applications, infrastructure, cloud, and cybersecurity. Oversee application rollouts, SDLC practices, operations, vendor relationships, budgeting, and acquisition due diligence. Partner with executives and business leaders to align technology roadmaps, governance, and service delivery while building a service-oriented, high-performing IT team.

Own end-to-end onboarding of enterprise customers onto the TPRM platform: gather requirements, configure workflows, build API integrations and automation, handle data migration, run discovery and training, document solutions, and manage multiple implementations to go-live.

Lead and develop a team of quota-carrying sellers to meet team revenue targets. Own pipeline health, forecasting, territory design, playbook creation, coaching, and performance management. Partner cross-functionally to remove blockers, join client meetings, handle escalations, and represent Chicory externally. Deliver data-informed forecasts and build repeatable sales processes while fostering team culture and retention.

Build and maintain production-grade data pipelines and ELT processes using Python, SQL, Airflow, and dbt within AWS. Design optimized schemas in PostgreSQL and Redshift, leverage AI/LLMs to improve development, automation, testing, and data quality, and scale infrastructure for large healthcare datasets.

Handle inbound client calls and emails for the Rental Team, process endorsements and bind requests, maintain accurate policy records, and resolve system issues while ensuring compliance and excellent customer service.

Support FP&A for a dental practice management SaaS: build financial models, forecast ARR/MRR, automate reporting with BI and AI, analyze practice usage and pricing, integrate SAP/Salesforce data, and deliver executive dashboards and insights for product, sales, and operations.

Support delivery of rail and transit infrastructure by coordinating project documentation, tracking schedules and project controls, preparing reports and dashboards, assisting construction administration, managing logs (RFIs, submittals, change orders), facilitating stakeholder communication, and supporting project closeout and commissioning activities.

Lead client success for large employer clients on the West Coast. Deliver data-driven value stories, support renewals and upsells with financial models, build executive-level relationships, define and hit KPIs, resolve client issues cross-functionally, and travel ~25% to maintain strong partnerships and drive retention and growth.

Lead end-to-end performance marketing on Meta for a new service line: strategy, campaign execution, optimization, reporting, and A/B/multivariate testing. Coordinate attribution, funnel and landing page optimization, vendor relationships, and apply analytics to scale efficient customer acquisition while leveraging AI/automation to streamline reporting and QA.

Lead regional new business strategy and execution across Commercial and Employee Benefits. Recruit, develop, and retain Advisors and Sales Leaders. Drive sales activity via CRM, SCORE model training, forecasting, and reporting. Partner with segment leadership to enhance client experience, identify growth opportunities, and ensure advisor integration and training with partnered firms.