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

twiceasnice Recruiting; United States; Remote; USD 190,000 - 210,000; Full time

Job summary

A leading company in revenue orchestration software seeks a hands-on Vice President of Mid-Market Sales to drive new client acquisition and revenue growth. The ideal candidate will manage a team, define effective sales strategies, and promote a high-performance culture, ensuring successful execution in a fast-paced environment.

Benefits

Medical

Dental

Vision

Disability

401K w/ Match

Unlimited PTO

Tuition Reimbursement

Qualifications

• 10+ years of proven management experience in SaaS environment.
• Experience leading mid-market teams selling to companies with 1,000+ employees.
• Strong operational strategy and continuous improvement skills.

Responsibilities

• Lead and scale a team of regional VPs & front-line managers.
• Own mid-market revenue strategy for net-new acquisition and cross-sell.
• Define and implement sales playbooks and KPI frameworks.

Skills

Leadership

Sales Strategy

Coaching

SaaS Experience

Customer Focus

CRM Tools

Operational Strategy

Education

Bachelor's degree

Tools

CRM Tools

AI Tools

Job description

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