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Vice President, Sales — North America

Job in Boston, Suffolk County, Massachusetts, 02298, USA
Listing for: Zensai
Full Time position
Listed on 2026-10-12
Job specializations:
  • Management
    Account Manager
  • Sales
    Account Manager, Director of Sales
Salary/Wage Range or Industry Benchmark: 250000 - 380000 USD Yearly USD 250000.00 380000.00 YEAR
Job Description & How to Apply Below
Job Description

About Zensai

We're Zensai, and we're on a mission to transform the way people work and grow. As the only fully comprehensive Human Success Platform built for Microsoft 365 and Teams, our products — Learn
365, Engage
365, and Perform
365 — empower people and businesses to unleash their full potential through AI-powered learning, engagement, and performance management.

With 6,000+ customers and millions of users in 60+ countries, we're not just building tools — we're building a movement for Human Success. Recognized as a Gartner Cool Vendor, Fosway Core Leader, and G2 Leader, and certified as a Great Place to Work for three consecutive years, Zensai is a company where your career growth matters as much as the growth you drive for the business.

The

Opportunity

This is one of the most impactful leadership roles  a Vice President of Sales for North America, you will own the full commercial engine — leading both our new logo acquisition and customer expansion/renewal teams. You'll be the driving force behind how Zensai grows and retains revenue across its largest market.

This is a front-line leadership role — commercially driven, hands-on with reps, and deeply embedded in deal execution.

We're looking for a player-coach who thrives in the trenches alongside their team. Someone who can build a high-performance coaching culture, elevate deal quality, drive predictable revenue, and develop the next generation of sales talent — all while keeping one hand firmly on the deals that matter most.

If you love building, coaching, and winning — and you want to do it with a differentiated product, a passionate team, and real ownership of outcomes — this role was made for you.

What You’ll Do
  • Directly manage, coach, and develop ~6 quota-carrying Account Executives and Account Managers in a distributed team across the US
  • Own new logo and expansion ARR targets, pipeline quality, and forecast accuracy across both the acquisition and growth motions for our direct sales and account management teams
  • Run disciplined operating cadence including weekly 1:1s, pipeline reviews, deal inspections, and forecast calls
  • Inspect deals using MEDDPICC and structured close plans — personally support critical deals and customer calls when needed
  • Partner cross-functionally with Marketing, BDR, Channel, and Rev Ops to improve inbound and outbound pipeline generation and conversion
  • Drive tight alignment between AEs and AMs to maximize new business, expansion, and retention outcomes
  • Coordinate co-selling between AEs and VAR-sourced opportunities in partnership with the Channel team
  • Rapidly ramp new hires using Zensai Revenue Academy content and structured onboarding programs
  • Address underperformance with urgency by setting clear expectations, partnering with Human Success and driving coaching and accountability
  • Maintain strong CRM hygiene (Dynamics 365) and operating rigor across the team
  • Collaborate with Customer Success, Product, and Enablement to align on ICP, competitive positioning, and value-based selling
  • Contribute to GTM strategy discussions as a key member of the Revenue Leadership Team
  • Model and help to reinforce Zensai's people-first, high performance and accountability culture
What Success Looks Like

Within Your First Year, We Expect You To Have Built a Culture Of Coaching And Accountability Across Your Teams, And To Be Delivering Measurable Results Across Both New Logo And Expansion Motions

  • Predictable, growing new logo revenue that consistently meets or exceeds targets
  • Strong customer expansion and renewal performance — improving net revenue retention and reducing churn
  • A healthy, high-quality pipeline with strong deal control and consistent stage progression
  • Faster new hire ramp times and measurably improved win rates
  • Disciplin…
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