Head of Enterprise Sales (North America)

UpSlide • New York, NY

8d • Hybrid

About The Position

UpSlide is the number one productivity solution provider for financial services. Our software dramatically improves the functionality of PowerPoint, Word, Excel, and Power BI and enables users at firms like Deloitte, KPMG, and BNP Paribas to focus on high-value tasks rather than formatting or copy-pasting. We’re scaling up with 180+ employees across our offices in New York, London, Paris (HQ), Singapore, and Berlin.

Our values guide our approach to work and are at the heart of our recruitment process. To join our team, we look for individuals who value: Excellence, Trust, and Happiness at work.

This is a brand-new role, part of a broader simplification of UpSlide's go-to-market organization, with dedicated Enterprise Sales leadership now established across North America, EMEA & APAC, and a Global layer for Mid-Market and Professional Services. You will lead the Enterprise Sales team across North America, reporting directly to Alexandra Chiaramonti (CCO), and Account Executives, experienced sellers handling large, complex, multi-stakeholder deals.

Requirements

• 2+ years managing Enterprise AEs or senior sellers in B2B SaaS
• A strong personal track record selling large, complex enterprise deals
• Experience leading MEDDPICC-driven sales teams
• Rigorous pipeline management and forecasting discipline, with strong CRM hygiene
• Comfort with long sales cycles and multi-stakeholder, multi-threaded environments

Nice To Haves

• Operated in a fast-growth B2B SaaS environment

Responsibilities

• Lead Enterprise AEs across North America, driving new business targets using MEDDPICC
• Coach the team on large, complex enterprise cycles: deal strategy, multi-threading, executive engagement
• Set expectations on roles, territories, and performance bar
• Run pipeline and forecast discipline across the team
• Maintain strong CRM hygiene as the standard for the team
• Map key accounts and whitespace; define cadences for pipeline reviews, deal reviews, and forecasting
• Partner cross-functionally on GTM execution
• Refine the sales playbook together with peers and RevOps: stages, MEDDPICC standards, handoffs

Benefits

• €500 WFH equipment budget
• Training & professional development
• Company events: Office socials and international company events
• $50 per month for physical and mental wellness activities
• $130 per month for commuting expenses
• Paid parental leave for the birthing/non-birthing parent and help for parents of children under seven
• PTO (20 days plus public holidays and health days)
• Opportunity to opt into a 401k plan
• Comprehensive healthcare plans

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed