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Senior Account Executive Careers at Perk - Chicago, Illinois | Apply Now!

Perk

Senior Account Executive Careers at Perk - Chicago, Illinois | Apply Now!

full-timePosted: Jan 23, 2026

Job Description

Senior Account Executive - Chicago, Illinois

Role Overview

Are you a driven sales professional eager to revolutionize business travel? Perk is seeking a motivated Senior Account Executive to join our rapidly growing North American team in Chicago, Illinois. In this role, you will own the full sales cycle, from outbound prospecting to closing deals, and play a crucial role in setting clients up for long-term success. If you thrive on building relationships, exceeding targets, and continuous learning, this is the perfect opportunity for you.

A Day in the Life of a Senior Account Executive at Perk

As a Senior Account Executive, your day will be dynamic and focused on driving new business. Here’s a glimpse of what you can expect:

  • Morning: Start your day by strategizing your outbound prospecting efforts. Identify target accounts and craft personalized email and LinkedIn messages to generate leads. Review your pipeline in Salesforce and prioritize follow-ups.
  • Mid-day: Conduct discovery calls with potential clients to understand their pain points and needs related to travel and expense management. Prepare and deliver compelling product demonstrations that showcase Perk's value proposition.
  • Afternoon: Focus on closing deals. Negotiate terms, address concerns, and secure new business. Collaborate with the Implementation team to ensure a smooth onboarding process for new clients. Update Salesforce with accurate and timely information.
  • Ongoing: Continuously refine your sales techniques, stay updated on industry trends, and participate in training sessions to enhance your skills. Attend team meetings to share insights and collaborate with colleagues.

Why Chicago?

Chicago offers a unique blend of business opportunities and vibrant culture. Here’s why Chicago is an ideal location for your career at Perk:

  • Business Hub: Chicago is a major business hub with a diverse range of industries, providing a rich pool of potential clients for Perk's solutions.
  • Talent Pool: Access to a highly skilled and educated workforce, making it easier to build and grow a successful sales team.
  • Strategic Location: Chicago's central location in the United States allows for easy travel to meet clients across the country.
  • Quality of Life: Enjoy a high quality of life with affordable housing, excellent schools, and a wide range of cultural and recreational activities.
  • Innovation: Chicago is a growing center for technology and innovation, fostering a dynamic and forward-thinking business environment.

Career Path

Perk is committed to investing in your professional growth. As a Senior Account Executive, you’ll have a clear path for advancement within the company. Here are some potential career paths:

  • Team Lead: Mentor and guide a team of Account Executives, helping them achieve their sales targets and develop their skills.
  • Sales Manager: Oversee a team of Account Executives and Team Leads, responsible for driving overall sales performance and strategy.
  • Account Director: Manage and grow relationships with key strategic accounts, ensuring client satisfaction and driving revenue growth.
  • Director of Sales: Lead a regional sales team, responsible for developing and executing sales strategies to achieve company objectives.

Salary & Benefits

Perk offers a competitive compensation package that includes a base salary and commission structure. The estimated salary range for a Senior Account Executive in Chicago, Illinois is $90,000 to $150,000 per year, depending on experience and performance. In addition to salary, Perk provides a comprehensive benefits package, including:

  • Health, dental, and vision insurance
  • Generous paid time off and holiday schedule
  • Stock options in a rapidly growing company
  • Professional development opportunities
  • Employee travel discounts and perks
  • Flexible work arrangements
  • Company-sponsored events and activities
  • Wellness programs and resources
  • Retirement plan with company match

Perk Culture

At Perk, we foster a culture of ownership, collaboration, and continuous learning. We value curiosity, purpose, and mindset, not just knowledge. Our team is made up of talented individuals from diverse backgrounds who are passionate about making a real impact. We are committed to creating an inclusive and supportive environment where everyone can thrive.

How to Apply

If you are a driven sales professional with a passion for revolutionizing business travel, we encourage you to apply. Please submit your resume and a cover letter highlighting your relevant experience and why you are a great fit for Perk. We look forward to hearing from you!

FAQ

  1. What does Perk do?
    Perk is an intelligent platform for travel and spend management, automating everything from travel bookings to expenses and invoice processing.
  2. What are the core values at Perk?
    Our values include being an owner, delivering a 7-star experience, and working as one team.
  3. What kind of experience is required for this role?
    We are looking for candidates with proven experience in outbound prospecting and full sales cycle management.
  4. What is the salary range for this position?
    The estimated salary range is $90,000 to $150,000 per year, depending on experience and performance.
  5. What benefits does Perk offer?
    Perk offers a comprehensive benefits package, including health, dental, and vision insurance, paid time off, stock options, and more.
  6. What is the career path for a Senior Account Executive?
    Potential career paths include Team Lead, Sales Manager, Account Director, and Director of Sales.
  7. What is the company culture like?
    Perk fosters a culture of ownership, collaboration, and continuous learning.
  8. Where is Perk's headquarters located?
    Perk has headquarters in London and Boston.
  9. How many employees does Perk have?
    Perk has more than 1,800 people across 12 offices globally.
  10. What is Perk's mission?
    Our mission is to power real work, with real impact, by eliminating shadow work that wastes time and resources.

Locations

  • Chicago, Illinois, United States

Salary

Estimated Salary Rangemedium confidence

99,000 - 165,000 USD / yearly

Source: ai estimated

* This is an estimated range based on market data and may vary based on experience and qualifications.

Skills Required

  • Salesintermediate
  • Account Managementintermediate
  • Outbound Prospectingintermediate
  • Pipeline Generationintermediate
  • Sales Cycle Managementintermediate
  • Lead Generationintermediate
  • Customer Relationship Management (CRM)intermediate
  • Negotiationintermediate
  • Closing Dealsintermediate
  • Presentation Skillsintermediate
  • Communication Skillsintermediate
  • Discovery Callsintermediate
  • Demo Deliveryintermediate
  • Salesforceintermediate
  • Business Acumenintermediate
  • Relationship Buildingintermediate
  • Time Managementintermediate
  • Problem Solvingintermediate
  • Team Collaborationintermediate

Required Qualifications

  • Proven experience in outbound prospecting and full sales cycle management. (experience)
  • Strong track record of achieving and exceeding sales targets. (experience)
  • Excellent communication, presentation, and negotiation skills. (experience)
  • Experience with CRM software, preferably Salesforce. (experience)
  • Ability to generate pipeline through high-volume outbound activity. (experience)
  • Experience conducting discovery calls and delivering compelling demos. (experience)
  • Self-motivated and target-driven with a passion for sales. (experience)
  • Ability to work independently and as part of a collaborative team. (experience)
  • Strong organizational and time management skills. (experience)
  • Experience in the SaaS or travel industry is a plus. (experience)
  • Bachelor's degree in business, marketing, or a related field is preferred. (experience)
  • Experience working in a fast-paced, high-growth environment. (experience)

Responsibilities

  • Own the full sales cycle, from outbound prospecting to closing new business.
  • Generate pipeline through high-volume outbound activity using phone, email, and LinkedIn.
  • Conduct discovery calls to understand customer pain points and needs.
  • Deliver tailored demos to showcase Perk's value proposition.
  • Manage and maintain a clean and accurate pipeline in Salesforce.
  • Forecast sales accurately and consistently.
  • Partner with Implementation and Customer Success teams to ensure client satisfaction.
  • Stay up-to-date on industry trends and competitor activity.
  • Contribute to the development of sales strategies and best practices.
  • Attend industry events and conferences to network and generate leads.
  • Provide feedback to product and marketing teams based on customer interactions.
  • Continuously improve sales skills and knowledge through training and coaching.
  • Meet or exceed monthly and quarterly sales targets.
  • Build and maintain strong relationships with key decision-makers at target accounts.

Benefits

  • general: Competitive salary and commission structure.
  • general: Comprehensive health, dental, and vision insurance.
  • general: Generous paid time off and holiday schedule.
  • general: Stock options in a rapidly growing company.
  • general: Professional development opportunities and training programs.
  • general: Opportunity to work with a talented and passionate team.
  • general: Collaborative and inclusive company culture.
  • general: Employee travel discounts and perks.
  • general: Flexible work arrangements.
  • general: Company-sponsored events and activities.
  • general: Wellness programs and resources.
  • general: Retirement plan with company match.
  • general: Life insurance and disability coverage.
  • general: Employee assistance program.
  • general: Opportunity to make a significant impact on the company's growth.

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Tags & Categories

SalesAccount ManagementSaaSTravelChicagoFull-timeSenior Account ExecutiveSales Jobs ChicagoBusiness Travel SalesSaaS Sales JobsOutbound ProspectingPipeline GenerationSales Cycle ManagementLead GenerationCustomer Relationship ManagementSalesforceBusiness DevelopmentTravel ManagementExpense ManagementSales RepresentativeRevenue GenerationClosing DealsNegotiation SkillsSales StrategyB2B SalesClient AcquisitionSales GrowthChicago Sales JobsIllinois Sales CareersPerk CareersTech Sales JobsTravel Industry JobsSaaSTravel ManagementSpend ManagementTech

Answer 10 quick questions to check your fit for Senior Account Executive Careers at Perk - Chicago, Illinois | Apply Now! @ Perk.

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Senior Account Executive Careers at Perk - Chicago, Illinois | Apply Now!

Perk

Senior Account Executive Careers at Perk - Chicago, Illinois | Apply Now!

full-timePosted: Jan 23, 2026

Job Description

Senior Account Executive - Chicago, Illinois

Role Overview

Are you a driven sales professional eager to revolutionize business travel? Perk is seeking a motivated Senior Account Executive to join our rapidly growing North American team in Chicago, Illinois. In this role, you will own the full sales cycle, from outbound prospecting to closing deals, and play a crucial role in setting clients up for long-term success. If you thrive on building relationships, exceeding targets, and continuous learning, this is the perfect opportunity for you.

A Day in the Life of a Senior Account Executive at Perk

As a Senior Account Executive, your day will be dynamic and focused on driving new business. Here’s a glimpse of what you can expect:

  • Morning: Start your day by strategizing your outbound prospecting efforts. Identify target accounts and craft personalized email and LinkedIn messages to generate leads. Review your pipeline in Salesforce and prioritize follow-ups.
  • Mid-day: Conduct discovery calls with potential clients to understand their pain points and needs related to travel and expense management. Prepare and deliver compelling product demonstrations that showcase Perk's value proposition.
  • Afternoon: Focus on closing deals. Negotiate terms, address concerns, and secure new business. Collaborate with the Implementation team to ensure a smooth onboarding process for new clients. Update Salesforce with accurate and timely information.
  • Ongoing: Continuously refine your sales techniques, stay updated on industry trends, and participate in training sessions to enhance your skills. Attend team meetings to share insights and collaborate with colleagues.

Why Chicago?

Chicago offers a unique blend of business opportunities and vibrant culture. Here’s why Chicago is an ideal location for your career at Perk:

  • Business Hub: Chicago is a major business hub with a diverse range of industries, providing a rich pool of potential clients for Perk's solutions.
  • Talent Pool: Access to a highly skilled and educated workforce, making it easier to build and grow a successful sales team.
  • Strategic Location: Chicago's central location in the United States allows for easy travel to meet clients across the country.
  • Quality of Life: Enjoy a high quality of life with affordable housing, excellent schools, and a wide range of cultural and recreational activities.
  • Innovation: Chicago is a growing center for technology and innovation, fostering a dynamic and forward-thinking business environment.

Career Path

Perk is committed to investing in your professional growth. As a Senior Account Executive, you’ll have a clear path for advancement within the company. Here are some potential career paths:

  • Team Lead: Mentor and guide a team of Account Executives, helping them achieve their sales targets and develop their skills.
  • Sales Manager: Oversee a team of Account Executives and Team Leads, responsible for driving overall sales performance and strategy.
  • Account Director: Manage and grow relationships with key strategic accounts, ensuring client satisfaction and driving revenue growth.
  • Director of Sales: Lead a regional sales team, responsible for developing and executing sales strategies to achieve company objectives.

Salary & Benefits

Perk offers a competitive compensation package that includes a base salary and commission structure. The estimated salary range for a Senior Account Executive in Chicago, Illinois is $90,000 to $150,000 per year, depending on experience and performance. In addition to salary, Perk provides a comprehensive benefits package, including:

  • Health, dental, and vision insurance
  • Generous paid time off and holiday schedule
  • Stock options in a rapidly growing company
  • Professional development opportunities
  • Employee travel discounts and perks
  • Flexible work arrangements
  • Company-sponsored events and activities
  • Wellness programs and resources
  • Retirement plan with company match

Perk Culture

At Perk, we foster a culture of ownership, collaboration, and continuous learning. We value curiosity, purpose, and mindset, not just knowledge. Our team is made up of talented individuals from diverse backgrounds who are passionate about making a real impact. We are committed to creating an inclusive and supportive environment where everyone can thrive.

How to Apply

If you are a driven sales professional with a passion for revolutionizing business travel, we encourage you to apply. Please submit your resume and a cover letter highlighting your relevant experience and why you are a great fit for Perk. We look forward to hearing from you!

FAQ

  1. What does Perk do?
    Perk is an intelligent platform for travel and spend management, automating everything from travel bookings to expenses and invoice processing.
  2. What are the core values at Perk?
    Our values include being an owner, delivering a 7-star experience, and working as one team.
  3. What kind of experience is required for this role?
    We are looking for candidates with proven experience in outbound prospecting and full sales cycle management.
  4. What is the salary range for this position?
    The estimated salary range is $90,000 to $150,000 per year, depending on experience and performance.
  5. What benefits does Perk offer?
    Perk offers a comprehensive benefits package, including health, dental, and vision insurance, paid time off, stock options, and more.
  6. What is the career path for a Senior Account Executive?
    Potential career paths include Team Lead, Sales Manager, Account Director, and Director of Sales.
  7. What is the company culture like?
    Perk fosters a culture of ownership, collaboration, and continuous learning.
  8. Where is Perk's headquarters located?
    Perk has headquarters in London and Boston.
  9. How many employees does Perk have?
    Perk has more than 1,800 people across 12 offices globally.
  10. What is Perk's mission?
    Our mission is to power real work, with real impact, by eliminating shadow work that wastes time and resources.

Locations

  • Chicago, Illinois, United States

Salary

Estimated Salary Rangemedium confidence

99,000 - 165,000 USD / yearly

Source: ai estimated

* This is an estimated range based on market data and may vary based on experience and qualifications.

Skills Required

  • Salesintermediate
  • Account Managementintermediate
  • Outbound Prospectingintermediate
  • Pipeline Generationintermediate
  • Sales Cycle Managementintermediate
  • Lead Generationintermediate
  • Customer Relationship Management (CRM)intermediate
  • Negotiationintermediate
  • Closing Dealsintermediate
  • Presentation Skillsintermediate
  • Communication Skillsintermediate
  • Discovery Callsintermediate
  • Demo Deliveryintermediate
  • Salesforceintermediate
  • Business Acumenintermediate
  • Relationship Buildingintermediate
  • Time Managementintermediate
  • Problem Solvingintermediate
  • Team Collaborationintermediate

Required Qualifications

  • Proven experience in outbound prospecting and full sales cycle management. (experience)
  • Strong track record of achieving and exceeding sales targets. (experience)
  • Excellent communication, presentation, and negotiation skills. (experience)
  • Experience with CRM software, preferably Salesforce. (experience)
  • Ability to generate pipeline through high-volume outbound activity. (experience)
  • Experience conducting discovery calls and delivering compelling demos. (experience)
  • Self-motivated and target-driven with a passion for sales. (experience)
  • Ability to work independently and as part of a collaborative team. (experience)
  • Strong organizational and time management skills. (experience)
  • Experience in the SaaS or travel industry is a plus. (experience)
  • Bachelor's degree in business, marketing, or a related field is preferred. (experience)
  • Experience working in a fast-paced, high-growth environment. (experience)

Responsibilities

  • Own the full sales cycle, from outbound prospecting to closing new business.
  • Generate pipeline through high-volume outbound activity using phone, email, and LinkedIn.
  • Conduct discovery calls to understand customer pain points and needs.
  • Deliver tailored demos to showcase Perk's value proposition.
  • Manage and maintain a clean and accurate pipeline in Salesforce.
  • Forecast sales accurately and consistently.
  • Partner with Implementation and Customer Success teams to ensure client satisfaction.
  • Stay up-to-date on industry trends and competitor activity.
  • Contribute to the development of sales strategies and best practices.
  • Attend industry events and conferences to network and generate leads.
  • Provide feedback to product and marketing teams based on customer interactions.
  • Continuously improve sales skills and knowledge through training and coaching.
  • Meet or exceed monthly and quarterly sales targets.
  • Build and maintain strong relationships with key decision-makers at target accounts.

Benefits

  • general: Competitive salary and commission structure.
  • general: Comprehensive health, dental, and vision insurance.
  • general: Generous paid time off and holiday schedule.
  • general: Stock options in a rapidly growing company.
  • general: Professional development opportunities and training programs.
  • general: Opportunity to work with a talented and passionate team.
  • general: Collaborative and inclusive company culture.
  • general: Employee travel discounts and perks.
  • general: Flexible work arrangements.
  • general: Company-sponsored events and activities.
  • general: Wellness programs and resources.
  • general: Retirement plan with company match.
  • general: Life insurance and disability coverage.
  • general: Employee assistance program.
  • general: Opportunity to make a significant impact on the company's growth.

Target Your Resume for "Senior Account Executive Careers at Perk - Chicago, Illinois | Apply Now!" , Perk

Get personalized recommendations to optimize your resume specifically for Senior Account Executive Careers at Perk - Chicago, Illinois | Apply Now!. Takes only 15 seconds!

AI-powered keyword optimization
Skills matching & gap analysis
Experience alignment suggestions

Check Your ATS Score for "Senior Account Executive Careers at Perk - Chicago, Illinois | Apply Now!" , Perk

Find out how well your resume matches this job's requirements. Get comprehensive analysis including ATS compatibility, keyword matching, skill gaps, and personalized recommendations.

ATS compatibility check
Keyword optimization analysis
Skill matching & gap identification
Format & readability score

Tags & Categories

SalesAccount ManagementSaaSTravelChicagoFull-timeSenior Account ExecutiveSales Jobs ChicagoBusiness Travel SalesSaaS Sales JobsOutbound ProspectingPipeline GenerationSales Cycle ManagementLead GenerationCustomer Relationship ManagementSalesforceBusiness DevelopmentTravel ManagementExpense ManagementSales RepresentativeRevenue GenerationClosing DealsNegotiation SkillsSales StrategyB2B SalesClient AcquisitionSales GrowthChicago Sales JobsIllinois Sales CareersPerk CareersTech Sales JobsTravel Industry JobsSaaSTravel ManagementSpend ManagementTech

Answer 10 quick questions to check your fit for Senior Account Executive Careers at Perk - Chicago, Illinois | Apply Now! @ Perk.

Quiz Challenge
10 Questions
~2 Minutes
Instant Score

Related Books and Jobs

No related jobs found at the moment.