Vice President, Sales — North America

Zensai•Tampa, FL

2d•Remote

About The Position

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 — Learn365, Engage365, and Perform365 — 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 at Zensai. As 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.

Requirements

7+ years of progressive B2B SaaS sales experience, with at least 3–5 years as a front-line sales manager (player-coach)
Proven track record of new logo quota attainment leading AE teams in mid-market and lower-enterprise segments (250–2,500 employees)
Experience leading both hunter (new logo) and farmer (expansion/renewal) sales teams
Deep expertise in deal inspection, structured sales methodologies (MEDDPICC strongly preferred), and pipeline management
Strong coaching mindset and proven experience— you develop people, not just manage pipeline
Data-driven approach to forecasting, pipeline management, and performance optimization
Comfort operating in a high-growth, fast-paced environment where execution speed matters
Experience managing distributed teams across multiple time zones

Nice To Haves

Growth-stage SaaS experience ($20M–$100M ARR scale-up journey)
Experience with Microsoft-centric selling motions or HR technology / learning management / talent development solutions
Familiarity with Dynamics 365 CRM, Gong, Salesloft, and ZoomInfo
Experience building or rebuilding sales teams during organizational transformation
Track record of cross-functional collaboration with Marketing, RevOps, Customer Success, and Channel teams

Responsibilities

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 RevOps 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