Your role asEnterprise Account Executive, WestReporting to the Vice President of Sales, as Enterprise Account Executive, West you'll be the driving force behind expanding our footprint across western territories. You'll thrive in a fast-moving, high-growth environment where hustle, grit, and the ability to pivot are key. Your job is to spark meaningful conversations, uncover client needs, and bring our Integrated Health Platform to life for organizations. You're not just selling a solution—you're telling a story that changes how people access healthcare.What you'll be doingOwn the full sales cycle in a net-new territory : You'll manage the end-to-end sales process—from prospecting and qualification to deal strategy, negotiation, and closingBuild pipeline from scratch : You'll develop and execute your own outbound strategy, working closely with Business Development and Partnerships, but ultimately owning pipeline creation and quota attainmentSell strategically in complex environments : You'll lead multi-stakeholder sales cycles, collaborating internally with teams across Medical Operations, HR, Finance, Legal, and Go-to-Market to move deals forward and remove frictionMaximize territory and market coverage : You'll prioritize accounts, identify whitespace, and consistently generate net-new pipeline and revenue through disciplined outbound executionLeverage and grow partnerships : You'll collaborate with the Partnerships team to source new opportunities and expand existing partner relationships within your territory, while maintaining ownership of the deal cycleRepresent Dialogue with confidence : You'll present Dialogue's value to senior leaders and executives, both virtually and in person, and feel comfortable leading high-stakes conversations that influence buying decisionsWe'd love to hear from you if you haveThrive in net-new sales : You're energized by building a pipeline from zero. You're comfortable prospecting, cold calling, and breaking into new accounts,



and you take pride in creating your own opportunities in a competitive marketMove quick and adapt quickly : You operate well in ambiguous, fast-moving environments and can adjust your approach as you learn. When things change mid-cycle, you don't stall—you recalibrate and keep movingSell with credibility and conviction : You bring strong executive presence and professionalism to every interaction. You know how to sell a serious, high-impact solution to senior HR, Finance, and Executive stakeholders—and you understand that how you show up mattersAre motivated by meaningful outcomes : You're excited to sell a solution that removes barriers to physical and mental healthcare and delivers real value to employees and organizations across CanadaHave experience selling complex B2B solutions : You bring 5+ years of B2B sales experience, ideally in benefits, insurance, or a similarly complex environment. You've navigated multi-stakeholder deals, led consultative sales cycles, and influenced outcomes across HR, Finance, and leadership teamsExperience working with or alongside brokers is a strong assetIt's even better if you also have:Experience working with third-party administrators (TPAs), insurance brokers, and/or 3rd party channel salesExperience selling to HR, Operations, and/or Finance leadersA background in the insurance or employee benefits industryExperience working with Salesforce or similar CRMsAt Dialogue, your well-being is our priorityTaking care of others also means taking care of our team! Depending on your role and employment status, you could have access to the following benefits:Access to the Dialogue app and virtual mental health support for you and your familyFully funded insurance, a health spending account, dental coverage, and fitness reimbursement4 weeks vacation, 9 wellness days, and 1 volunteer dayHybrid work: 3 days/week in our Montreal or Toronto offices, excluding remote rolesWork abroad up to 4 weeks/yearIncentive plans, referral bonuses & RRSP matchingLearning via Coursera, external training budget & mentorshipOptional parental leave top-up #J-18808-Ljbffr

📌 Enterprise Account Executive, West (Vancouver)
🏢 Dialogue
📍 Vancouver