Top Entry Level Jobs in Portland, ME

Owns the company’s finance and accounting operations, including bookkeeping, reconciliations, payroll coordination, invoicing, financial modeling, and vendor accounting relationships. Also manages HR administration, employee support, legal and compliance coordination, office operations, executive support, recruiting coordination, and vendors. The role requires strong attention to detail, judgment, urgency, and broad ownership across startup operations.

Generate qualified opportunities and pipeline for Account Executives through high-volume outbound prospecting. Conduct cold calls and emails, book meetings, meet activity and pipeline quotas, and support the development of Jump’s outbound sales motion. The role serves financial advisor customers and uses AI-enabled sales technology to improve productivity. Success requires strong communication, competitiveness, initiative, coachability, and comfort working in an early-stage, fast-paced software company.

Performs actuarial calculations and analyses across product development, financial management, reserving, experience studies, risk management, reporting, and regulatory requests. Investigates data and assumption issues, prepares reports and presentations, supports audits and research, and improves actuarial processes using emerging technologies and AI-enabled tools. Collaborates with Accounting and Operations while progressing toward ASA and FSA designations.

Provides civil legal advice, brief services, referrals, and support to low-income and vulnerable clients through a legal helpline. Conducts eligibility screening, consultations, legal research, issue analysis, and prepares pleadings and letters for pro se litigants. Maintains case records, uses legal and client-service technology, collaborates with community partners, and participates in continuing education and organizational activities.

Supports the financial and operational health of project engagements by forecasting costs, revenue, and timelines; tracking budgets, utilization, burn rates, and project performance; conducting variance analysis and audits; supporting invoicing, compliance, and project changes; and providing data-driven insights. The role collaborates with Sales, Delivery, Finance, and Services Operations teams to identify risks, maintain financial integrity, and support successful project outcomes.

Owns external communications stories and press releases from reporting and interviews through drafting, executive and legal review, publication, and PR agency coordination. Identifies compelling customer, product, and corporate narratives; verifies facts; translates complex technology and business information into clear messaging; and maintains editorial quality. The role requires strong business acumen, reporting, writing, editing, executive collaboration, and responsible use of AI tools.

Support new users with Campaign Monitor onboarding, help them launch initial campaigns, and conduct outbound outreach to marketing agencies. Follow up with inbound leads, identify expansion opportunities, maintain accurate CRM records, and route qualified prospects to sales representatives or account executives. Participate in training, role plays, coaching, and cross-functional collaboration with Marketing, Customer Success, and Sales.

Own renewals, expansions, upsells, pricing negotiations, and revenue outcomes across customer accounts. Build a repeatable expansion playbook, partner with Customer Success Managers on account strategy, engage CFOs and finance teams, track account health signals, and develop enough product fluency to discuss implementations and technical questions credibly. Identify at-risk accounts and coordinate retention strategies with leadership.

Drives new SaaS business among small healthcare practices by partnering with another account executive, managing opportunities through the sales cycle, conducting consultative sales activities, maintaining pipeline data, meeting revenue targets, and coordinating customer onboarding transitions.

Own enterprise sales across the Southeast, targeting payments, fintech, logistics, healthcare, and other large enterprises. Manage the full sales cycle from prospecting through negotiation and close, engage CISOs and security leaders, convert pilots into multi-year agreements, expand customer accounts, and help shape positioning, pricing, and sales processes. Requires strong cybersecurity fluency, executive presence, an established regional network, and experience selling complex enterprise deals.