Top Director of Sales Jobs in Boston, MA

Leads and grows an enterprise Sales Engineering team while owning technical sales processes, discovery, demos, proof-of-value methodology, customer value realization, and field-to-product feedback. The role requires enterprise pre-sales expertise, hands-on implementation experience, technical architecture knowledge, AI-enabled sales practices, and the ability to engage both technical and executive stakeholders. Travel to customer meetings and workshops is expected 25–50% of the time.

Supports senior living sales and marketing by managing prospect records, following up with leads, tracking sales goals, preparing move-in paperwork, coordinating resident assessments, facilitating agreements, ensuring suite readiness, welcoming residents, and maintaining communication with families. The role helps drive occupancy and revenue while creating a smooth move-in experience.

Lead Runpod’s Americas sales organization and revenue number across new business, expansion, and renewals. Manage and coach Account Executives and Account Managers, oversee forecasting and pipeline, lead complex enterprise deals and contract negotiations, build regional go-to-market strategy and sales playbooks, and convert product-led demand into revenue. Partner with Marketing, Product, Legal, and Finance while improving sales efficiency through AI and developing a remote-first team.

Leads a team of 5–8 enterprise Account Executives, driving net-new revenue, pipeline generation, forecasting, sales performance, customer relationships, and team development. Manages hiring, coaching, performance goals, and full-cycle enterprise sales execution while applying methodologies such as MEDDPICC and Challenger. The role requires a player-coach who can scale sales processes and consistently deliver revenue targets.

Leads strategy and operations for the global expansion organization, partnering with revenue leadership on segmentation, account scoring, capacity planning, quotas, metrics, forecasting, and operating cadence. Standardizes post-sale expansion motions, develops AI and automation strategy, and partners with systems and enablement teams to improve productivity. Builds analytical models and insights for leadership while hiring and managing a team of analysts and operations partners.

Own global sales strategy and operations for a rapidly scaling B2B travel technology company. Responsibilities include segmentation, account scoring, territory design, capacity modeling, goal setting, forecasting, pipeline reviews, QBRs, sales process design, and executive reporting. Lead AI strategy across prospecting, forecasting, deal execution, and coaching, while partnering with systems, finance, enablement, growth, and data teams. Build analyses directly and hire and manage a team of analysts and strategy partners.

Leads strategy and operations for the partnerships organization, partnering with business development, partner success, finance, systems, and enablement. Owns segmentation, planning, metrics, pipeline reviews, partner economics, deal desk, and operating cadence. Develops AI strategy and productivity improvements across forecasting, partner scoring, and field insights. Builds analyses directly, influences senior revenue leaders, and hires and manages a team of analysts and operations partners.

Leads Hotel Commonwealth’s sales and marketing strategy, driving revenue, market share, group business, transient segments, consortia, corporate accounts, and luxury travel partnerships. Oversees integrated digital, email, social media, public relations, and experiential marketing initiatives; manages third-party partners; collaborates with revenue management on pricing and inventory strategy; and leads, coaches, and develops a commercial team of 5–8 associates.

Leads the company’s sales enablement transformation, owning curriculum across buyer expertise, product knowledge, and MEDDPICC selling skills. Manages enablement staff and external coaches, certifies the team, and delivers training through asynchronous learning, coaching, office hours, and manager-led sessions. Builds an AI-first enablement engine, partners with RevOps on performance measurement, and collaborates with Sales, Marketing, Product, and RevOps to improve seller effectiveness and business outcomes.

Leads sales and business development for LeafLabs’ technical consulting services, owning $2.5M+ in revenue responsibility. Builds new and existing client relationships, develops targeted accounts, secures program contracts, creates proposals and Statements of Work, responds to RFPs, and identifies growth opportunities. Partners with engineering and leadership to communicate the business value of embedded systems and Physical AI capabilities. The role requires regular availability at the Cambridge, Massachusetts office.

Sell Scotch’s POS and operating system, including hardware, software, payments, and e-commerce, to liquor store owners. Manage inbound and outbound prospecting, conduct frequent store outreach, explain technology benefits, meet sales targets, and collaborate with onboarding and support teams to ensure smooth merchant transitions. The role requires SMB technology or beverage alcohol sales experience and Massachusetts residence.

Leads regional sales strategy, profitability, customer and supplier relationships, inside sales teams, budgeting, inventory coordination, and financial performance. Sets sales targets, manages account assignments, conducts performance reviews, develops employees, oversees regional expenses and marketing budgets, and collaborates with commercial, procurement, category management, distribution, and finance leadership. The role is based in Randolph, Massachusetts, follows a hybrid schedule, and requires 10–15% domestic travel.

Leads quota-carrying sales and revenue growth for Mastercard Commerce Media across North America. Develops publisher and ecosystem partnerships, originates and closes complex enterprise opportunities, manages pipelines and forecasts, and builds executive client relationships. Collaborates with Product, Marketing, Customer Success, and commercial teams to shape product strategy, pricing, positioning, and go-to-market plans. Represents the business at industry events and provides market insights to support platform expansion.

Own new business development for Clocktower’s Strategy, Research & Advisory offering, targeting senior institutional investors including hedge funds, allocators, pensions, and family offices. Manage client coverage, onboarding, renewals, upgrades, events, and fundraising support. The role requires selling research, advisory, or investment products, maintaining a strong institutional network, communicating market and macro insights, closing business, and traveling regularly to clients and company events.

Lead the sales operations function and team, driving forecasting, pipeline management, KPI reporting, territory design, quota setting, and revenue planning. Partner with sales leadership and cross-functional teams to improve sales performance, process efficiency, data quality, and GTM alignment. Own operating rhythms, Salesforce workflows, sales technology adoption, automation, and the annual sales operations roadmap while delivering actionable insights and scalable operational improvements.

Lead GNO Partners’ B2B outbound sales development engine targeting Amazon sellers and entrepreneurs. Own cold-calling strategy, scripts, lead flow, dialing systems, team performance, coaching, hiring, reporting, and show-up rates. Improve conversion metrics, build scalable onboarding and training programs, manage SDRs and team leads, oversee calling technology, and report KPIs and action plans to the founders. The role is fully remote with significant U.S. Eastern Time overlap.

Leads regional insurance sales growth through territory expansion, broker and employer-group development, direct sales, and revenue accountability. Recruits and coaches distributed sales leaders and brokers, manages regional accounts, ensures licensing and regulatory compliance, and uses CRM and market analytics to track pipelines, forecast performance, allocate territories, and identify opportunities. The role requires significant regional travel while operating remotely.

Lead sales for CivilGrid’s engineering-firm and government/DOT segments. Own revenue plans, pipeline, forecasting, account strategy, and sales methodology; manage and coach Account Executives; develop government sales playbooks; define territories, quotas, and target accounts; partner with Marketing, Product, and Sales Operations; represent the company at industry events; and recruit and onboard additional sales talent. This remote player-coach role requires regular travel and experience with technical, long-cycle, consensus-driven buyers.

Own the full-cycle healthcare sales motion across specialty practices, hospitals, health systems, and post-acute providers. Build the go-to-market playbook, prospect through cold outbound, convert existing referral relationships into contracted programs, and drive sustained referral volume. Define target segments, messaging, sales infrastructure, and customer journeys while partnering with success and engineering teams to embed the solution into provider workflows. This first dedicated sales hire reports to the founder and is compensated based on adoption and referral volume.

Lead and scale US B2B revenue strategy by building outbound pipelines, selling lead generation and content syndication services, managing the full sales cycle, and exceeding revenue quotas. The role targets enterprise and mid-market technology clients, uses intent-data and account-based outreach platforms, presents ROI strategies to executives, collaborates on campaign delivery and renewals, and represents the company at industry events. Initially, the position operates as an individual contributor before expanding into broader leadership responsibilities.

Lead sales and partnership efforts with employee benefits consultants, brokers, advisors, and employers. Build and maintain partner relationships, demonstrate Milu's value proposition, drive business development, meet sales targets, and ensure excellent customer support in a remote environment.

Leads enterprise sales operations across customer master data governance, CRM integrity, sales compensation strategy, analytics, KPI reporting, and process standardization. Partners with Sales, Finance, HR, and MIS to improve data quality, sales effectiveness, incentive alignment, ROI, and revenue and margin performance. Oversees cross-functional governance and stakeholder execution across multiple business units.

Leads the North American Critical Environments sales organization across direct and channel sales. Owns forecasts, profit margins, funnel growth, go-to-market strategy, territory and account planning, customer and OEM relationships, and KPI performance. Hires, coaches, and develops sales teams while partnering with Marketing on campaigns, trade shows, product launches, and sales materials. Requires technical understanding of HVAC, building automation, sensors, compliance standards, and field services, along with travel up to 50%.

Lead a New England enterprise sales territory and team responsible for a $6–10 million annual revenue target. Coach, develop, and assess sales representatives; support strategic enterprise deals; apply MEDDPICC and Force Management methodologies; manage sales information, transactions, and performance; and collaborate with solutions consulting and marketing. The role requires extensive enterprise software sales leadership, customer experience expertise, relationship building, networking, industry event participation, and travel.

Owns Swoop’s sales compensation and revenue reporting function, including plan design, quota and rate modeling, CaptivateIQ administration, forecasting, commission resolution, governance, and payout reporting. Partners with Finance, Sales, Legal, HR, and data partners to improve revenue attribution, standardize processes, model compensation expenses, and provide leadership with attainment and financial-risk insights.