Top Remote Senior Level Jobs in Portland, OR

Administers federal, state, personal, and employer-provided leaves of absence for clients and employees. Evaluates eligibility, coordinates concurrent or consecutive leave protections, reviews documentation, communicates designations, and advises on wage replacement programs and leave policies. Maintains leave records in HR systems, coordinates with Payroll, Benefits, and Risk, tracks deadlines and returns, educates clients, and escalates complex ADA, local, and public health emergency cases.

Own the Field First Mobile App and future AI products from discovery through scaling. Responsibilities include field research, roadmap ownership, content governance, AI instruction and guardrail design, question-bank testing, vendor evaluation, requirements, pilot management, adoption, measurement, and executive reporting. The role partners with IT, HSE, Operations, HR, Fleet, vendors, and frontline leaders to deliver trustworthy AI assistance that improves safety support, onboarding, and operational efficiency.

Leads paid advertising strategy and execution for high-value client accounts across multiple digital channels. Responsibilities include campaign optimization, budget pacing, quality assurance, measurement and attribution analysis, testing roadmaps, client communication, strategic recommendations, and mentoring junior team members. The role also supports new business appraisals and uses AI and proprietary Nova tools to improve marketing workflows and account performance.

Own strategic relationships with a portfolio of family law firms, advising owners and managing partners on growth, marketing performance, pricing, intake, operations, capacity, and hiring. Lead alignment calls and business reviews, maintain strategic roadmaps, monitor acquisition and conversion metrics, identify expansion and churn risks, approve client deliverables, and coordinate project managers and channel specialists.

Own a mid-market and enterprise territory, generating pipeline and managing full-cycle SaaS sales from outbound prospecting through close. Responsibilities include discovery, demos, negotiation, competitive displacement, multi-threaded deal management, forecasting in Salesforce, and collaboration on account strategy. The role requires self-sourcing opportunities, selling an expanded compliance technology portfolio, using AI tools, and traveling approximately once per month for prospect and client meetings.

Design, develop, and maintain scalable Python applications; collaborate with cross-functional teams to deliver features; ensure performance and quality; identify and fix bugs; maintain code quality and automation; lead and mentor team members using agile practices.

Lead and grow Regions, Canada & Startups sales vertical as a player-coach. Own ARR quota, forecast accuracy, and pipeline; hire, train, and manage up to 11 AEs across US and Canada; drive Google Cloud co-sell motions and executive alignment; build Canada and Startups go-to-market from scratch; define regional org structure, comp, and quota planning.

Manages commercial equipment lease documentation and closing activities, ensuring credit conditions, due diligence, vendor records, liens, insurance, funding data, and transaction booking are complete and accurate. Coordinates with customers, vendors, sales, legal counsel, servicing teams, and internal stakeholders to resolve exceptions and meet closing timelines. Supports process improvement, onboarding, training, escalated issue resolution, risk management, and customer experience objectives.

Leads solution architecture for strategic ISV partnerships, designing scalable embedded compliance integrations using APIs, webhooks, cloud technologies, microservices, and event-driven patterns. Establishes governance, testing, monitoring, and risk frameworks; advises executive stakeholders; influences product strategy; supports pre-sales; and mentors architects. Requires expertise in global tax compliance, ERP ecosystems, enterprise integration, and regulatory technology, along with strong communication, executive presentation, and cross-functional collaboration skills.

Own the end-to-end product design process from discovery and prototyping through implementation, QA, and launch. Partner with Product and Engineering to shape strategy, solve user problems, and deliver polished, accessible experiences across web and mobile. Contribute to the design system, use AI-assisted workflows, support rapid experimentation, and identify opportunities to improve product quality for creators, brands, and shoppers.