Vice President of Sales | SaaS | Chicago-Based Hybrid

Vice President of Sales | SaaS | Chicago-Based Hybrid

Location: Chicago, IL (Hybrid: 3 days office / 2 days WFH)
Work Type: Full Time
Category: Sales - Executive Management
Salary: Competitive + Bonus + Benefits

Lead national revenue growth for a global SaaS leader transforming the legal technology landscape.

We’re seeking a visionary Vice President of Sales to drive revenue, lead high-performing teams, and shape go-to-market strategy for a fast-scaling, product-led SaaS company. With a track record of innovation and customer-first solutions, this business has become a key player in legal tech across North America and internationally.

As a key member of the executive team, you’ll oversee new business acquisition, customer growth, and retention. You’ll align the efforts of sales, account management, and partnerships to deliver exceptional customer journeys and month-on-month revenue growth.

What you'll be responsible for:

• Lead sales and revenue strategy across all segments and states

• Drive new client acquisition and upsell/cross-sell programs

• Manage a team of Sales Directors and VPs across new business, partnerships, and client retention

• Oversee sales forecasting, reporting, and budget management

• Partner with Marketing and Product to deliver scalable GTM campaigns

• Present at conferences and deliver thought leadership sessions

About you:

• 10–15+ years in senior sales or commercial leadership, ideally in SaaS

• Strong track record in revenue growth, team leadership, and strategic execution

• Deep commercial acumen with CRM fluency (e.g., Salesforce)

• Background in legal tech or services is advantageous

• Able to travel for strategy sessions, conferences, and client meetings

This is an incredible opportunity for a results-driven sales leader ready to own revenue and growth outcomes in a business that blends innovation, culture, and purpose.

Apply now to confidentially explore this role further.