Join our small but growing sales team and own the complete enterprise sales cycle for MyWorkDrive, a hybrid cloud file access solution. You'll be the technical expert who transforms IT directors' file access challenges into closed deals, working with Fortune 5000 companies to eliminate VPN dependencies while maintaining security and compliance.This isn't a typical sales role, it's a technical leadership position where you'll architect solutions, run POCs, and close $5K-100K+ deals independently. Perfect for a solutions engineer ready to own revenue or an infrastructure expert wanting to transition to the vendor side.What You'll DoQualify enterprise opportunities through technical discoveryDeliver compelling demos to IT directors, CISOs, and technical teamsDesign and manage proof-of-concepts that close in Navigate complex security reviews and procurement processesClose deals ranging from $5K-$100K ARRMaster MyWorkDrive's architecture: AD/Entra integration, SSO, DLP, storage connectivityAssist in creating technical content and product improvements that shorten sales cyclesGuide customers through implementationsEnsure POC success metrics are metOrchestrate smooth handoffs to support post-saleIdentify expansion opportunities within accountsWhat You BringRequired Technical Knowledge3+ years working with Active Directory, Azure AD/Entra ID, and SSO (SAML/ADFS)Deep understanding of Windows file shares, NTFS permissions, SMB protocolExperience with enterprise storage (on-prem and cloud storage)Networking fundamentals (DNS, SSL, load balancers, firewalls)Comfort with PowerShell and basic scriptingRequired Sales/Customer SkillsExperience running enterprise POCs or implementationsAbility to present complex technical concepts to executivesTrack record of managing multiple concurrent technical evaluationsConsultative approach to problem-solvingStrong written communication for proposals and security documentationIdeal Background (Any of These)Solutions Engineer at file sharing/storage companySenior role at MSP or VAR focused on infrastructureIT Manager/Director looking to move vendor-sideInfrastructure consultant with customer-facing experienceWhy MyWorkDriveImmediate ImpactYou join a small but fast team: every deal you close directly impacts our trajectoryTechnical DepthYou will architect real solutions for complex environmentsCareer GrowthClear path to Solutions Architect leadership or VP Sales as we scaleEconomicsCompetitive base + commission in a profitable, growing companyCultureRemote-first, low-meeting culture focused on customer outcomes over activity metricsThe Product You'll SellMyWorkDrive enables secure file access without VPNs, keeping data on customers' existing storage while adding modern access methods. We serve 500+ enterprises including healthcare systems, financial services, and government agencies who need:Secure external file sharing with partnersHIPAA/FINRA/GDPR compliance with full audit trailsZero-trust file access replacing legacy VPNsIntegration with existing AD/Azure infrastructureWant to Apply?Send your resume and a brief note explaining:Your most complex technical sale or implementationWhy you want to move into (or stay in) technical salesYour experience with AD/Azure and enterprise infrastructureSeniority levelMid-Senior levelEmployment typeFull-timeJob functionSales and Business DevelopmentSoftware DevelopmentJ-18808-Ljbffr
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