Director Of Sales

DescriptionWe are Destify! We focus on our people, our culture, and our technology. We have completely changed the way couples book their destination weddings by combining exceptional technology and service.Our team and platform streamlines every step of the destination wedding journey, from discovery to guest booking to travel.You are a process-obsessed, performance-driven sales leader with SaaS-style rigor and hospitality-grade empathy. You’ll run a remote team that turns complex, emotionally charged decisions into confident bookings and bring the operational mindset of a RevOps pro to everything you touch.What You’ll DoSales Leadership & StrategyBuild, lead, and scale a distributed sales team focused on measurable revenue growthDesign and execute a structured, data-backed sales process optimized for long-funnel conversionsForecast accurately, manage pipeline health, and drive quota attainment through metrics and accountabilityCoaching & PerformanceImplement a behavioral coaching framework that blends data, CRM discipline, and consultative storytellingHold weekly 1:1s and use dashboards to diagnose performance and reinforce winning habitsElevate team standards clear expectations, consistent follow-through, and visible resultsSales Operations & EnablementOwn HubSpot CRM sales setup, reporting, and optimization to ensure data integrity and visibilityApply Revenue Ops principles to streamline processes, lead flow, and funnel reportingCollaborate with Marketing and Leadership to improve workflow performance, lead quality, and experience alignmentBuild and refine dashboards, workflows, and automations that enhance sales productivity and conversion efficiencyEvaluate and deploy sales-enablement tools that improve efficiency and clarityCross-Functional CollaborationPartner with Marketing, Leadership, and internal stakeholders to align the full revenue funnelProvide performance insights that inform strategy, messaging, and overall user experience resulting in salesRequirementsWhat Skills You Must Have5+ years leading high-performing virtual sales teamsDeep expertise in HubSpot or SalesForce (required) and familiarity with sales systems frameworksProven record in SaaS, tech-enabled services, or high-consideration B2C environmentsStrong analytical mindset: you forecast, model, and measure everything Comfortable selling emotionally driven products through structured, consultative processes Exceptional communicator, clear, direct, and data-literateBachelor’s degree or equivalent experienceWhy Destify$135,000-185,000 base + bonus structureFlexible Paid Time Off and Paid Parental LeaveCaribbean travel perks to reward high performersFully remote work environmentComprehensive benefits – Medical, Dental, and Vision401(k) with company matchYou’ll Succeed Here If You …Think like a SaaS operator but sell like a conciergeLove turning ambiguity into processTreat CRM data and attribution as the language of leadershipExcel at leading and growing a successful sales team