Top Remote Senior Level Sales Leadership Jobs in Boston, MA

Lead full-cycle B2B sales growth across K12 and higher education markets. Manage pipelines, territory strategy, consultative selling, enterprise negotiations, RFPs, procurement, forecasting, and quota attainment. Coach sales teams, present AI-enabled education solutions to institutional leaders, navigate privacy and compliance concerns, and collaborate with Customer Success, Product, and Marketing.

Lead Known’s channel and strategic partnership ecosystem for DNSid, focusing on cloud providers, identity and trust platforms, GSIs, and technology partners. Develop partnership strategy, commercial models, joint go-to-market motions, integrations, and enterprise adoption programs. Lead GSI implementation and Customer Success teams, build executive relationships, establish reference architectures, and convert early deployments into repeatable partner-led growth. The role is a remote U.S. contract-to-hire opportunity.

Leads and develops a team of 6–9 enterprise Account Executives serving higher education clients. Responsibilities include coaching on sales strategy, pipeline and opportunity management, recruiting and retention, complex contract negotiations, forecasting, competitive positioning, executive sponsorship, and cross-functional collaboration. The role drives revenue growth, team quota attainment, and large enterprise SaaS engagements while maintaining strong client and prospect relationships.

Leads business development and technology services sales within the high-tech vertical. Identifies, develops, and closes complex multi-year engagements, including seven-figure deals, while building executive relationships across software, SaaS, ERP, and other B2B technology organizations. Develops go-to-market strategies, qualifies prospects, shapes solutions with internal teams, leads proposals and negotiations, and supports revenue forecasting and budgeting.

Leads Garner’s provider sales growth by developing distribution models, closing strategic partnerships with healthcare providers, expanding brand presence, refining provider strategy, and achieving annual revenue goals. The role requires managed care or provider organization experience, expertise in value-based care and healthcare economics, strategic account planning, executive partnership, and regional travel across East Coast and Central clients.

Lead GitLab’s global Subject Matter Expertise Solutions Architecture organization across AMER, EMEA, and APJ. Set strategy, build operating models, manage regional SME leaders, and align specialist coverage with bookings and consumption goals. Partner with Sales, Product, Engineering, Marketing, Customer Success, and Enablement to support complex opportunities, improve technical evaluations, shape product roadmaps, and drive organizational transformation. Develop leaders, establish performance metrics, strengthen executive customer relationships, and expand AI-enabled workflows.

Lead and scale Strategic and Enterprise sales for large accounts: own GTM, pipeline, bookings, and deal execution; coach and recruit AEs/managers; enforce MEDDPICC and Mutual Action Plan rigor; partner with RevOps, CS, Marketing, and Product; represent segment to CRO and execs.

Leads Rapid7’s global technical sales organization across Sales Engineering Specialists, Forward Engineering, Labs, and the Center of Excellence. Develops technical sales strategy, organizational roadmaps, succession frameworks, and engineering capabilities while partnering with sales leadership. Oversees integrations, demo infrastructure, enterprise platform architecture, ROI modeling, resource planning, and cross-functional execution. Drives organizational scaling, executive alignment, talent development, and measurable contributions to revenue and product innovation.

Leads a mid-market SaaS sales team, owns revenue quotas and pipeline growth, and manages Account Executive performance. Responsibilities include recruiting and coaching sales talent, forecasting through Salesforce, developing regional sales strategies, improving conversion rates with cross-functional teams, engaging customers and decision-makers, negotiating and closing deals, and ensuring employee onboarding and ramp-up. The role requires extensive B2B SaaS sales leadership, HR technology expertise, and experience with mid-market or enterprise clients.

Lead and coach a team of 6–8 Strategic Cuisines Account Executives across the West Coast. Drive sales productivity, pipeline performance, discovery, demos, and customized restaurant technology solutions in Thai. Partner with leadership to assess market opportunities, improve sales funnels, and coordinate delivery expectations across teams. This field-based role requires travel and local West Coast residence or relocation.