Top Tech Jobs & Startup Jobs in Portland, ME

Senior Underwriter responsible for commercial workers compensation underwriting, including risk selection, pricing, quoting, referrals, binding, quality decisions, and agency relationships. Serves as a subject-matter expert, supports leadership, manages underwriting projects and process improvements, creates documentation, and develops training programs. Coaches underwriters, collaborates across departments, manages partner relationships, and helps evaluate new tools and specialty programs.

Lead end-to-end product design for Circle’s AI-powered Discover marketplace. Own design direction, discovery and ranking experiences, trust signals, creator and consumer workflows, rapid AI-assisted prototyping, and shipped product outcomes. Mentor designers, collaborate closely with engineers and product leadership, and shape a two-sided marketplace experience in an ambiguous environment.

Own the Toast Delivery Services product roadmap, improving dispatch, order tracking, exception handling, refunds, and AI-assisted delivery operations. Partner with Guest, POS, Order Management, AI teams, restaurants, couriers, and external integration partners to deliver measurable outcomes for operators and guests. Shape real-time delivery experiences, proactive alerts, capacity matching, and trusted automation for restaurant delivery.

Own Jasper’s customer advocacy and experiential marketing programs, including customer stories, reference management, analyst and press preparation, customer advisory boards, executive events, and post-sale onsite programming. Develop customer-focused content, deploy proof across sales and customer success motions, and measure behavior change, advocacy conversion, account coverage, retention, expansion, and pipeline impact. The role is fully remote, reports to senior marketing leadership, and includes 20–25% travel.

Own the full sales cycle for complex upper-SMB and mid-market merchants, from territory planning and outbound pipeline generation through executive discovery, solution design, negotiation, contract, and launch. Build quantified business cases, coordinate cross-functional teams, manage forecasts in Salesforce, navigate legal, risk, technical, and implementation requirements, and acquire new merchant partnerships. The role requires consultative selling, commercial judgment, executive communication, and experience closing complex technology, fintech, payments, or SaaS deals.

Handle high-volume inbound calls, emails, texts, and chats from consumers seeking help with collection accounts. Diagnose issues, resolve concerns, take payments, document interactions, and meet customer service, recovery, quality, and efficiency targets. Improve contact-center workflows, communicate caller feedback to internal teams, and follow federal, state, and company compliance requirements while maintaining empathy during sensitive financial conversations.

Own Flex’s go-to-market strategy and commercial execution for the auto loan vertical. Build executive-level relationships, develop pipeline, negotiate and close complex partnerships, and guide agreements through technical deployment and launch. Collaborate with Product, Engineering, Marketing, Finance, Legal, and Compliance to shape the offering, translate market feedback into improvements, and establish a repeatable sales motion. This zero-to-one role also requires developing scalable processes and using AI-assisted sales tools to improve pipeline and deal performance.

Manages independent agency relationships across Indiana and Ohio, driving premium growth, platform adoption, quoting activity, retention, and profitable production. Develops territory engagement plans, enables agencies through training and sales support, monitors portfolio performance and risks, analyzes pipeline trends, and provides market intelligence. The role requires frequent field travel, collaboration with underwriting and product teams, Salesforce activity tracking, and an active or newly obtained P&C license.

Leads the creation and operation of a centralized procurement Buy Desk. Establishes purchasing processes, guided buying, vendor governance, workflow approvals, and performance metrics. Manages and develops a procurement operations team while partnering with sourcing, finance, legal, risk, technology, and business stakeholders. Drives procurement transformation, system implementation, change management, reporting, compliance, and continuous improvement across the organization.

Leads strategic social media consulting and Premier Success engagements for enterprise customers, advising executive stakeholders, optimizing workflows, analyzing social intelligence, and developing reports, playbooks, and workshops. Manages software implementations, platform configuration, change management, training, and adoption across Sprout Social products. Serves English- and Spanish-speaking customers while coordinating projects, deliverables, and internal service standardization.