Mid-Market Sales Leader - Remote & Stock Options

Contentsquare; Chicago (IL); Remote; USD 125,000 - 150,000; Full time

Benefits offered by this job

Stock options

Work flexibility

Generous paid time off

Lifestyle allowance

Employee Resource Groups

Job summary

Contentsquare is seeking a Manager, Mid-Market Sales to lead a team of Account Executives responsible for inbound new business and existing customer expansion. You will coach sellers to connect platform capabilities to buyer priorities and shape territory strategy with sales leadership for growth across multiple US markets.

You will drive revenue, forecast reliability, and talent development, partnering with Marketing, Customer Success, Revenue Operations, and Product to remove friction and

Qualifications

• 5+ years of B2B sales experience including SaaS to mid-market.
• 2+ years leading quota carrying sellers.
• Proven ability to forecast accurately.
• Experience leading inbound new business and existing customer expansion, with a demonstrated record of accurate forecasting.
• Strong closing skills and sales judgment.

Responsibilities

• Develop strong sellers through training, call reviews, and development alongside pipeline management.
• Own results and forecast accurately with evidence-based qualification and realistic close plans.
• Build a durable pipeline by converting inbound opportunities and identifying expansion.
• Bring closing expertise to work alongside AEs with executive alignment and negotiations.
• Hire and ramp AEs, raise the bar with feedback and clear expectations.
• Collaborate with Marketing, Customer Success, Revenue Ops, and Product to sharpen territory plans.

Skills

B2B sales

SaaS

Team leadership

Forecasting

Pipeline management

Job description

Contentsquare is seeking a Manager, Mid-Market Sales to lead a team of Account Executives responsible for inbound new business and existing customer expansion. You will coach sellers to connect platform capabilities to buyer priorities and shape territory strategy with sales leadership for growth across multiple US markets.

You will drive revenue, forecast reliability, and talent development, partnering with Marketing, Customer Success, Revenue Operations, and Product to remove friction and