Top Senior Level Jobs in Portland, ME

Designs and develops complex cloud-native data solutions, scalable batch and real-time pipelines, APIs, data models, and enterprise data platforms. Implements data governance, quality, lineage, security, observability, CI/CD, automated testing, and operational reporting capabilities. Collaborates with architects, product owners, analysts, governance, security, and platform teams on technology strategy and cloud modernization. Mentors engineers, leads technical design discussions, presents recommendations, and supports AI-ready data products and emerging development tools.

The Head of Finance will lead financial strategy, forecasting, budgeting, FP&A, accounting operations, reporting, cash flow management, audits, tax compliance, and financial systems implementation. The role partners with senior leaders to drive data-informed decisions, improves internal controls and operational efficiency, and builds and mentors a finance team. Responsibilities include developing financial models, dashboards, board materials, and long-range plans for a scaling startup.

Leads strategic sourcing, category strategy, supplier relationship management, negotiations, risk mitigation, and procurement process improvement for defense and government programs. The role manages sourcing events, supplier performance, compliance, internal stakeholder partnerships, and supply chain teams while applying FAR, DFARS, ERP, contract management, and AI-enabled tools. Requires substantial federal contracting experience, supervisory leadership, and the ability to obtain and maintain a government security clearance.

Leads cybersecurity consulting across the customer lifecycle, supporting presales demonstrations, proof-of-concepts, executive reviews, cyber skills programs, crisis simulations, and platform adoption. Advises strategic customers on cyber resilience, risk measurement, security initiatives, and program roadmaps. Partners with sales, product, content, and engineering teams while serving as a trusted embedded advisor and escalation point.

Own the SMB sales revenue target, pipeline coverage, forecasting, CRM discipline, and close rates. Build an AI-first sales motion, establish deal stages and reporting, hire and ramp at least two account executives, and coach the team on urgency, pipeline hygiene, qualification, and deal execution. Partner with Finance on forecasting and use data to improve win rates and conversion across the sales funnel.

Serve as a senior technical partner to Enterprise customers by designing, building, troubleshooting, and improving reliable automations. Lead architecture reviews, technical account planning, executive conversations, escalations, and cross-functional initiatives. Partner with Customer Success to improve adoption, retention, and growth while representing customer needs to Product and Engineering. Advise customers on responsible AI implementation, including AI-assisted workflows, agentic systems, evaluation, governance, security, and oversight.

Lead Teachable’s brand and content function, including brand identity, narrative, creative output, content strategy, events, PR, and earned media. Manage internal leads and creative talent, external agencies, campaigns, and cross-functional partnerships. Set strategic and creative direction, oversee events and communications, establish performance metrics, and align brand initiatives with business goals. The role also requires mentoring leaders and maintaining a consistent brand experience across channels and audiences.

Own and improve Onebrief’s corporate security stack across endpoints, identity, SaaS, browsers, Zero Trust, EDR, SIEM, and MDM. Establish secure configuration baselines, detect and remediate drift, integrate telemetry, and build API-driven or infrastructure-as-code automation. Translate CMMC 2.0 and NIST-aligned requirements into continuously validated technical controls and reliable audit evidence. Partner with Corporate IT, Security Operations, GRC, and application owners to strengthen security posture and reduce manual compliance work.

Leads and scales Advisory, Delivery, and Support workstreams across a distributed technical services organization. Establishes shared operating standards, capacity planning, quality controls, SLAs, escalation processes, reporting, and governance. Oversees technical delivery outcomes, resource allocation, architecture quality, support coverage, hiring plans, onboarding, and partner collaboration. Partners with Enablement, Sales, Project Managers, and SI/GSI organizations to improve delivery predictability, utilization, client satisfaction, and technical excellence.

Leads multiple engineering teams, owning software delivery, SDLC quality, people management, strategic alignment, resource planning, incident governance, and team development. Partners with Product and business stakeholders on prioritization, estimation, communication, execution, and performance metrics. The role requires experience with large-scale, low-latency distributed systems, agile delivery, DevOps, CI/CD, automated testing, infrastructure as code, distributed teams, and scalable data technologies.