Account Executive | Large Enterprise | Chicago, Remote

Ladders; United States; Remote; USD 101,000 - 140,000; Full time

Benefits offered by this job

Competitive salary

Uncapped commissions

Top performer events

World-class sales training

Career growth opportunities

Paid time off

Job summary

Ladders is seeking an Account Executive for Large Enterprise to drive growth across a complex client base from a remote Chicago-based role. You will partner with senior decision-makers, manage long sales cycles, and maintain a strong pipeline while delivering quota attainment in a fast-paced IT environment.

The role requires 5–8+ years of B2B sales, experience engaging with C-Level executives, and a track record of exceeding targets. Travel as needed; Bachelor's degree preferred.

Qualifications

• 5-8+ years of B2B sales experience in complex environments.
• Experience engaging with C-Level Executives.
• Proven track record of exceeding sales targets; ability to manage and forecast complex sales processes.

Responsibilities

• Drive value delivery for current clients
• Identify and close growth opportunities through cross-sell and upsell
• Build a pipeline of high-quality sales opportunities
• Meet quota responsibilities for an assigned territory
• Manage complex high-revenue sales across diverse environments
• Own monthly, quarterly, and annual forecasting and account planning

Skills

B2B sales

Executive engagement

Forecasting & pipeline

Education

Bachelor's degree preferred

Job description

For our client, we are seeking a Account Executive | Large Enterprise | Chicago, Remote to join the team of a leader in the Information Technology space.

This is a high-impact enterprise sales role focused on driving growth across a large, complex client base. You will partner with senior decision-makers, uncover expansion opportunities, and help advance long-term customer value through strategic account management. The position calls for a consultative seller who can manage sophisticated deal cycles, maintain a strong pipeline, and deliver consistent quota attainment in a fast-paced technology environment.

Location: Remote

Compensation: $101,000 – $140,000 annually

Responsibilities

• Drive value delivery for current clients
• Identify and close growth opportunities through cross-sell and upsell
• Build a pipeline of high-quality sales opportunities
• Meet quota responsibilities for an assigned territory
• Manage complex high-revenue sales across diverse environments
• Own monthly, quarterly, and annual forecasting and account planning

Qualifications

• 5-8+ years of B2B sales experience in complex environments
• Experience engaging with C-Level Executives
• Proven track record of exceeding sales targetsAbility to manage and forecast complex sales processes
• Willingness to travel as needed
• Bachelor's degree preferred

Benefits

• Competitive salary and generous paid time off
• Uncapped commission structure
• World-class sales training and skill development
• Annual attendance at exclusive top performer events
• Collaborative and inclusive team culture
• Professional development and career growth opportunities

Our client is an equal opportunity employer.