VP of Sales

This is a fully remote position, open to applicants in New York.

📋 Description

• Develop osapiens’ North America operations into our most significant regional engine.

• Take ownership of the complete NA P&L — encompassing the United States and Canada, along with all osapiens solutions.

• Recruit and manage the Account Executive (AE) team.

• Establish NA as the most disciplined, AI-oriented, multi-solution sales operation within our organization.

• Define and implement the NA territory model in close collaboration with Revenue Operations.

• Promote multi-solution selling for each deal — avoiding single-point presentations.

• Oversee the regional pipeline coverage rhythm in partnership with Business Development, Marketing, and the Customer Team.

• Engage directly with customers — specifically VPs and higher in target accounts.

⛳️ Requirements

• A minimum of 8 years in enterprise B2B SaaS sales, including at least 4 years of experience leading regional or territory sales teams.

• An experienced AE leader prior to your transition into a sales leadership role. You have personally achieved and surpassed an enterprise sales target.

• A builder, not just a steward. You have successfully hired and onboarded AE and Sales Manager teams.

• Proficient in multi-solution and platform offerings. Comfortable selling an entire platform rather than just a feature.

• Operational-level familiarity with the modern go-to-market stack, including HubSpot, Gong, Clay, Apollo, ZoomInfo, ABM platforms, and sequencing tools.

• AI-oriented. You regularly utilize AI agents in your daily operations.

• Process-oriented. Experienced in methodology, qualification, exit criteria, deal reviews, and maintaining forecast accuracy.

• Possess executive presence. Capable of engaging with CFOs or COOs at any Fortune 500 company.

• Demonstrate extreme ownership, low ego, and a very high say-to-do ratio.

🏝️ Benefits

• Ownership of the NA number — with quarterly forecast accuracy, new-logo acquisitions, and expansion ARR all clearly visible and trending upwards.

• Rebuilt and ramped AE team — with at least 80% of AEs achieving 100%+ of their quota, along with a credible succession plan established behind the Sales Manager line.

• Territory model implemented in HubSpot — including named-account lists for each AE, applied tiering, and improved multi-thread coverage across strategic accounts.

• Clear visibility of multi-solution discipline — with a significant increase in average solutions per closed-won deal compared to the baseline.

• High-level customer engagement — featuring a documented schedule of in-person interactions with VPs and above across the strategic account list, supported by sourced pipeline.

• A transparent record of AI initiatives led by the AE team — including agents, sequences, signals tested, and shared results.