Top Sales Jobs in Boston, MA

Join a founding retail sales team to prospect and close convenience stores, grocery stores, and bottle shops. Manage full sales cycle, deliver demos, craft customized solutions, collaborate cross-functionally, use Salesforce to track activities, and grow Toast Retail presence in an assigned territory. Requires travel (~25%) and entrepreneurial sales mindset.

Sell the new Toast Retail platform to convenience stores, grocery stores, and bottle shops in an assigned territory. Prospect, demo, negotiate, and close deals using a consultative approach; manage the full sales cycle in Salesforce and collaborate cross-functionally to ensure successful delivery.

Territory Account Executive will prospect, demo, and close convenience stores, grocery stores, and bottle shops for Toast Retail. Manage full sales cycle, build relationships, develop customized solutions, use Salesforce to track activity, partner cross-functionally for delivery, and understand competitive positioning. Role requires local residency and ~25% travel.

Own full sales cycle for hotel management companies (5–25 properties): prospecting, demos, deal structuring, negotiating master service agreements, and expanding portfolio-wide rollouts. Build multi-threaded relationships, manage pipeline in Salesforce, collaborate with Sales Engineering/Implementation/Customer Success, and represent Toast in partner and industry channels. Travel ~25–35%.

Hire, build, and coach a bilingual (Mandarin) field sales team to meet quotas; manage full sales cycle, cultivate client relationships, become a Toast product expert, train staff, track sales metrics, and resolve customer issues in the Boston territory.

Drive new customer growth within Spanish-cuisine restaurants by following up on leads, conducting discovery calls and demos in Spanish, creating quotes/contracts, closing deals, and coordinating onboarding to ensure post-sale success. Represent Toast competitively and deliver a language-inclusive sales experience.

Manage, hire, onboard, coach, and develop a remote team of Hybrid Development Representatives to generate pipeline and transition talent into xDR/AE roles. Monitor productivity metrics, deliver results on activity and revenue, collaborate with cross-functional teams, and report outcomes to senior sales and marketing leadership.

Lead strategy and execution for enterprise and mid-market GTM across multi-unit restaurant brands. Drive C-suite engagements, modernize sales motions, scale AI-powered forecasting, partner with Product/Engineering, and represent Toast in industry forums to win large, complex contracts.

Lead and grow a team of 6-8 Territory Account Executives focused on Thai & Asian restaurants. Coach reps (in Thai) on discovery, demos, and closing; optimize market funnels; gather frontline feedback for leadership; partner cross-functionally to ensure delivery; recruit, motivate, and drive quota attainment across the West Coast territory. Field sales role requiring travel.

Founding Retail BDR for Toast90: build prospect lists and perform high-volume outreach (80+ activities/day) to convenience stores, grocery and bottle shops; qualify leads, schedule meetings for Account Executives, use Salesforce to track activity, partner on sales strategy, and position the Toast Retail solution against competitors.