VP, Mid-Market SaaS Sales – North America (10+ Years Leadership Req.)
Location: Remote – United States
Salary: Base $190k-$210k + Uncapped Commission (OTE $380k-$420k) + Stock
Benefits: Medical, Dental, Vision, Disability, 401K w/ Match, Unlimited PTO, Tuition Reimbursement
Job Type: Full-Time 
Start Date: ASAP
Sponsorship: Not available
Relocation Assistance: Not Available
Territory: North America
Travel: ~30% across North America (~3 nights every other week) 

VP, Mid-Market SaaS Sales – North America (10+ Years Leadership Req.) Description

Our client, a global leader in revenue orchestration software, is seeking a hands-on Vice President of Mid-Market Sales to lead, develop, and directly support a high-performing sales organization across North America. This role oversees a team of Regional VPs and front-line managers, with full accountability for driving new logo acquisition, cross-selling expansion, and achieving aggressive revenue growth in the mid-market segment. The ideal candidate is a gritty, roll-up-your-sleeves sales executive with deep SaaS experience and a passion for building and scaling quickly. You must be comfortable staying close to the field, actively coaching managers, joining client conversations, and ensuring sales strategy translates into execution. This is a high-impact leadership opportunity to build a best-in-class sales engine in a fast-growing, high-performance environment.

VP, Mid-Market SaaS Sales – North America (10+ Years Leadership Req.) Responsibilities

•    Lead, scale & support a team of regional VPs & front-line managers across North America
•    Own the overall mid-market revenue strategy, including net-new acquisition and cross-sell 
•    Actively coach & develop sales leaders while fostering a high-performance, accountable culture
•    Stay close to the field — join prospect calls, assist with deal strategy, and model best practices
•    Define and implement sales playbooks and KPI frameworks
•    Align cross-functionally to optimize go-to-market strategy
•    Guide teams through complex sales cycles with structure, creativity, and urgency
•    Oversee pipeline generation, forecasting, and territory planning across regions
•    Champion the adoption of technology and analytics to improve sales efficiency and performance
•    Represent Mid-Market Sales in strategic planning and executive-level discussions
•    Build scalable programs for onboarding, enablement, and talent development
•    Promote a team-first culture rooted in continuous learning, integrity, and customer focus

VP, Mid-Market SaaS Sales – North America (10+ Years Leadership Req.) Qualifications

•    Bachelor’s degree is required
•    10+ years of proven management experience in SaaS environment is required
•    Experience across diverse SaaS customer segments, including B2B tech is required
•    Proven success leading mid-market teams selling to companies with 1,000+ employees
•    Prior success scaling B2B sales in both small & large companies is required 
•    Strong operational strategy, P&L understanding, & continuous improvement is required 
•    Experience leveraging CRM & AI tools to drive sales performance is required