Regional Vice President, Enterprise Sales - HLS

Company OverviewDocusign brings agreements to life. Over 1.5 million customers and more than a billion people in over 180 countries use Docusign solutions to accelerate the process of doing business and simplify people's lives. With intelligent agreement management, Docusign unleashes business-critical data that is trapped inside of documents. Until now, these were disconnected from business systems of record, costing businesses time, money, and opportunity. Using Docusign's Intelligent Agreement Management platform, companies can create, commit, and manage agreements with solutions created by the #1 company in e-signature and contract lifecycle management (CLM).What you'll doThe Regional Vice President, HLS will lead a team of Account Executives towards the attainment of individual sales quotas within the Regulated Industries segment. We are looking for a high-energy sales leader to build and drive this agile HLS region. You will lead a team focused on rapid opportunity identification, progression, and closure-targeting hospitals, health systems, pharmaceutical biotechs, and medical device innovators. Your mission is velocity: shortening sales cycles, increasing deal volume, and dominating market share through repeatable, scalable sales motions in a highly regulated environment.This position is a people manage role reporting to the Area Vice President, HLS.ResponsibilityExecute a repeatable playbook for rapid penetration into regional healthcare providers and life sciences accountsMaintain a rigorous focus on lead conversion and high-volume outreach to land and expand within complex health systemsManage a high-volume funnel where deals close weekly and monthlyRecognize patterns in HLS deal progression and preventing stalled opportunities due to clinical or legal reviewCoach the team to remove friction pointsDrive deals from Discovery to Closed-Won in 3-6 months by focusing on departmental wins (e.g., Radiology, HR, Patient Experience) rather than waiting for enterprise-wide overhaulsMonitor leading indicators daily (demo-to-security-review conversion, clinical stakeholder engagement) rather than just lagging revenue indicatorsUtilize Salesforce, Outreach, and Gong to maximize AE performance and ensure messaging resonance with clinical and technical personasTrain your team to navigate HIPAA, SOC2, and clinical data privacy hurdles early in the cycle to avoid late-stage legal quicksandConduct frequent call reviews and daily stand-upsHelp reps overcome immediate hurdles in the HLS landscapeJob DesignationRemote: Employee is not required to be in or near an office frequently and works from a designated remote work location for the majority of the time.Positions at Docusign are assigned a job designation of either In Office, Hybrid or Remote and are specific to the role/job. Preferred job designations are not guaranteed when changing positions within Docusign. Docusign reserves the right to change a position's job designation depending on business needs and as permitted by local law.What you bringBasic12+ Years in SaaS Sales with a specific track record in high-velocity or mid-market environmentsExperience with the Healthcare and Life Sciences vertical, specifically how mid-sized entities make buying decisionsExperience managing teams through complex, multi-stakeholder Land and Expand strategiesTrack record of driving high quota participation by balancing consistent core business with the development of seven-figure transformative deals, ensuring the region isn't reliant on a single transaction to hit the annual numberExperience leading sales teams where average deal sizes range from $65k-$1M+PreferredAbility to maintain pipeline hygiene over long cycles and can accurately forecastDemonstrated success s

Created: 2026-02-16