Remote Mid-Market SaaS Sales Leader

Contentsquare; Austin, Chicago, Denver (TX, IL, CO); Hybrid; USD 125,000 - 150,000; Full time

Benefits offered by this job

Virtual onboarding

Hackathon opportunities

Hybrid/remote policy

Generous PTO

Lifestyle allowance

Stock options

Employee Resource Groups

Country-specific benefits

Job summary

Contentsquare is seeking a senior sales leader to manage a team of Account Executives focused on inbound and expansion within mid-market and above. You will drive coaching, forecasting, and pipeline development while shaping territory strategy and collaborating with Marketing, CS, Revenue Operations, and Product to maximize growth.

You will lead with proven closing expertise, scale regional teams, and ensure high-performance cultures across hybrid/remote US locations.

Qualifications

• 5+ years of B2B SaaS sales experience.
• 2+ years leading quota-carrying sellers.
• Experience leading inbound new business and expansion.
• Ability to forecast accurately.
• Strong negotiation and closing skills.

Responsibilities

• Develop strong sellers through structured training, call reviews and coaching.
• Own results and forecast accuracy with evidence-based planning.
• Build durable pipeline via inbound and disciplined outbound prospecting.
• Lead high-value opportunities with executive alignment and closing expertise.
• Hire and raise the bar for AEs with clear expectations and feedback.
• Collaborate with Marketing, CS, Revenue Ops, and Product to sharpen territory plans.

Skills

Team leadership

Forecasting

SaaS sales

Inbound sales

Closing deals

Coaching

Job description

Contentsquare is seeking a senior sales leader to manage a team of Account Executives focused on inbound and expansion within mid-market and above. You will drive coaching, forecasting, and pipeline development while shaping territory strategy and collaborating with Marketing, CS, Revenue Operations, and Product to maximize growth.

You will lead with proven closing expertise, scale regional teams, and ensure high-performance cultures across hybrid/remote US locations.