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

Perk

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

full-timePosted: Nov 17, 2025

Job Description

Enterprise Account Executive - AmTrav (Perk) - Chicago, Illinois

Role Overview

Are you an ambitious, driven sales professional with a knack for outbound prospecting and closing enterprise deals? Perk, the intelligent platform for travel and spend management, is seeking an Enterprise Account Executive to join our AmTrav team in Chicago. In this role, you will be responsible for the full sales cycle, from generating leads to closing high-value accounts. You'll be a key player in driving growth for AmTrav while collaborating with teams across the broader Perk Group.

A Day in the Life

Your day will be dynamic and focused on driving new business. Here’s a glimpse:

  • Morning: Start by identifying and researching potential enterprise clients. Use LinkedIn Sales Navigator and other tools to find key decision-makers. Craft personalized email and LinkedIn outreach to generate interest in AmTrav’s travel management solutions.
  • Mid-day: Conduct discovery calls with qualified leads to understand their travel needs and challenges. Prepare and deliver compelling product demos showcasing AmTrav’s value proposition and ROI.
  • Afternoon: Follow up with prospects, answer questions, and address concerns. Negotiate terms and pricing to close deals. Update Salesforce with accurate prospect and pipeline information.
  • End of Day: Collaborate with the sales team to share best practices and strategies. Review performance metrics and adjust your approach as needed.

Why Chicago?

Chicago is a major business hub with a diverse range of industries, making it an ideal location for enterprise sales. The city's central location and strong transportation infrastructure provide easy access to clients across North America. Chicago also offers a vibrant cultural scene, affordable cost of living, and a talented workforce.

Career Path

At Perk, we invest in our employees' growth and development. As an Enterprise Account Executive, you can advance your career through the following paths:

  • Senior Enterprise Account Executive: Take on larger, more complex accounts and mentor junior sales team members.
  • Sales Manager: Lead and coach a team of Enterprise Account Executives.
  • Director of Sales: Develop and execute sales strategies for a region or business unit.
  • Key Account Management: Manage key strategic accounts for long-term success.

Salary & Benefits

The estimated salary range for this role in Chicago is $90,000 - $150,000 per year, with a commission structure based on performance. Perk offers a comprehensive benefits package, including:

  • Health, dental, and vision insurance
  • Paid time off and holidays
  • Employee stock options
  • Professional development opportunities
  • Employee travel discounts

Perk Culture

At Perk, we’re driven by our values:

  • Be an Owner: Take responsibility for your actions and results.
  • Deliver a 7-Star Experience: Go above and beyond for our customers.
  • Work as One Team: Collaborate effectively with colleagues.

We value curiosity, purpose, and mindset, not just knowledge. Our talent team brings together leading minds from the travel and SaaS industries, representing over 70 countries. If you’re excited about having a real impact and shaping how millions of people experience work, we’d love you on the team.

How to Apply

To apply for the Enterprise Account Executive position in Chicago, please submit your resume and cover letter through our online application portal. Be sure to highlight your experience in enterprise sales, outbound prospecting, and closing deals.

FAQ

  1. What does Perk do?
    Perk is the intelligent platform for travel and spend management.
  2. Where is AmTrav located?
    AmTrav is part of the Perk Group with a presence across North America. This role is based in Chicago, Illinois.
  3. What are the key responsibilities of this role?
    The key responsibilities include owning the full sales cycle, driving pipeline generation through outbound prospecting, and closing high-value deals.
  4. What skills are required for this role?
    Strong communication, relationship, and negotiation skills are essential, as well as experience with Salesforce and outbound prospecting.
  5. What is the salary range for this role?
    The estimated salary range is $90,000 - $150,000 per year, plus commission.
  6. What benefits does Perk offer?
    Perk offers a comprehensive benefits package, including health, dental, and vision insurance, paid time off, and employee stock options.
  7. What is the company culture like?
    Perk fosters a collaborative, growth-oriented culture where employees are encouraged to be owners and deliver a 7-star experience.
  8. What are the opportunities for career growth?
    Opportunities for career growth include Senior Enterprise Account Executive, Sales Manager, and Director of Sales.
  9. How do I apply for this role?
    Submit your resume and cover letter through our online application portal.
  10. What is AmTrav’s value proposition?
    AmTrav redefines how businesses budget, book, and manage travel, offering a comprehensive and efficient solution for enterprise clients.

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
  • Lead Generationintermediate
  • Outbound Prospectingintermediate
  • Enterprise Salesintermediate
  • Negotiationintermediate
  • Relationship Buildingintermediate
  • Communicationintermediate
  • Salesforceintermediate
  • Pipeline Managementintermediate
  • Closing Dealsintermediate
  • Value Propositionintermediate
  • ROI Articulationintermediate
  • Stakeholder Managementintermediate
  • Cross-Functional Collaborationintermediate
  • Travel Management Softwareintermediate
  • B2B Salesintermediate
  • Cold Callingintermediate
  • Email Marketingintermediate
  • Social Sellingintermediate

Required Qualifications

  • Proven track record of success in enterprise sales. (experience)
  • Experience generating leads and acquiring new accounts through outbound prospecting. (experience)
  • Strong communication, relationship, and negotiation skills. (experience)
  • Ability to manage the full sales cycle from prospecting to close. (experience)
  • Experience conducting discovery calls, demos, and follow-ups. (experience)
  • Proficiency in Salesforce for managing prospect and pipeline data. (experience)
  • Understanding of the needs of enterprise clients and ability to articulate value proposition. (experience)
  • Experience working in a collaborative, growth-oriented environment. (experience)
  • Hungry, persistent, and focused professional demeanor. (experience)
  • Experience with travel management solutions (preferred). (experience)

Responsibilities

  • Own the full sales cycle from outbound prospecting to close.
  • Drive pipeline generation through proactive outbound prospecting (phone, email, social).
  • Conduct discovery calls, demos, and follow-ups.
  • Understand prospect needs and articulate AmTrav’s value proposition and ROI.
  • Maintain accurate prospect and pipeline data in Salesforce.
  • Build and maintain strong relationships with senior stakeholders.
  • Convert opportunities into long-term partnerships.
  • Collaborate with teams across AmTrav and Perk.
  • Align go-to-market strategies with the broader commercial organization.
  • Share best practices with other team members.
  • Contribute to the overall success of the Perk Group.
  • Meet or exceed sales targets and quotas.

Benefits

  • general: Competitive salary and commission structure.
  • general: Comprehensive health, dental, and vision insurance.
  • general: Paid time off and holidays.
  • general: Employee stock options.
  • general: Opportunities for professional development and growth.
  • general: Collaborative and supportive work environment.
  • general: Opportunity to work with a global team.
  • general: Impactful work that shapes how businesses manage travel.
  • general: Access to cutting-edge technology and tools.
  • general: Flexible work arrangements.
  • general: Employee travel discounts.
  • general: Wellness programs and resources.

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Tags & Categories

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

Perk

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

full-timePosted: Nov 17, 2025

Job Description

Enterprise Account Executive - AmTrav (Perk) - Chicago, Illinois

Role Overview

Are you an ambitious, driven sales professional with a knack for outbound prospecting and closing enterprise deals? Perk, the intelligent platform for travel and spend management, is seeking an Enterprise Account Executive to join our AmTrav team in Chicago. In this role, you will be responsible for the full sales cycle, from generating leads to closing high-value accounts. You'll be a key player in driving growth for AmTrav while collaborating with teams across the broader Perk Group.

A Day in the Life

Your day will be dynamic and focused on driving new business. Here’s a glimpse:

  • Morning: Start by identifying and researching potential enterprise clients. Use LinkedIn Sales Navigator and other tools to find key decision-makers. Craft personalized email and LinkedIn outreach to generate interest in AmTrav’s travel management solutions.
  • Mid-day: Conduct discovery calls with qualified leads to understand their travel needs and challenges. Prepare and deliver compelling product demos showcasing AmTrav’s value proposition and ROI.
  • Afternoon: Follow up with prospects, answer questions, and address concerns. Negotiate terms and pricing to close deals. Update Salesforce with accurate prospect and pipeline information.
  • End of Day: Collaborate with the sales team to share best practices and strategies. Review performance metrics and adjust your approach as needed.

Why Chicago?

Chicago is a major business hub with a diverse range of industries, making it an ideal location for enterprise sales. The city's central location and strong transportation infrastructure provide easy access to clients across North America. Chicago also offers a vibrant cultural scene, affordable cost of living, and a talented workforce.

Career Path

At Perk, we invest in our employees' growth and development. As an Enterprise Account Executive, you can advance your career through the following paths:

  • Senior Enterprise Account Executive: Take on larger, more complex accounts and mentor junior sales team members.
  • Sales Manager: Lead and coach a team of Enterprise Account Executives.
  • Director of Sales: Develop and execute sales strategies for a region or business unit.
  • Key Account Management: Manage key strategic accounts for long-term success.

Salary & Benefits

The estimated salary range for this role in Chicago is $90,000 - $150,000 per year, with a commission structure based on performance. Perk offers a comprehensive benefits package, including:

  • Health, dental, and vision insurance
  • Paid time off and holidays
  • Employee stock options
  • Professional development opportunities
  • Employee travel discounts

Perk Culture

At Perk, we’re driven by our values:

  • Be an Owner: Take responsibility for your actions and results.
  • Deliver a 7-Star Experience: Go above and beyond for our customers.
  • Work as One Team: Collaborate effectively with colleagues.

We value curiosity, purpose, and mindset, not just knowledge. Our talent team brings together leading minds from the travel and SaaS industries, representing over 70 countries. If you’re excited about having a real impact and shaping how millions of people experience work, we’d love you on the team.

How to Apply

To apply for the Enterprise Account Executive position in Chicago, please submit your resume and cover letter through our online application portal. Be sure to highlight your experience in enterprise sales, outbound prospecting, and closing deals.

FAQ

  1. What does Perk do?
    Perk is the intelligent platform for travel and spend management.
  2. Where is AmTrav located?
    AmTrav is part of the Perk Group with a presence across North America. This role is based in Chicago, Illinois.
  3. What are the key responsibilities of this role?
    The key responsibilities include owning the full sales cycle, driving pipeline generation through outbound prospecting, and closing high-value deals.
  4. What skills are required for this role?
    Strong communication, relationship, and negotiation skills are essential, as well as experience with Salesforce and outbound prospecting.
  5. What is the salary range for this role?
    The estimated salary range is $90,000 - $150,000 per year, plus commission.
  6. What benefits does Perk offer?
    Perk offers a comprehensive benefits package, including health, dental, and vision insurance, paid time off, and employee stock options.
  7. What is the company culture like?
    Perk fosters a collaborative, growth-oriented culture where employees are encouraged to be owners and deliver a 7-star experience.
  8. What are the opportunities for career growth?
    Opportunities for career growth include Senior Enterprise Account Executive, Sales Manager, and Director of Sales.
  9. How do I apply for this role?
    Submit your resume and cover letter through our online application portal.
  10. What is AmTrav’s value proposition?
    AmTrav redefines how businesses budget, book, and manage travel, offering a comprehensive and efficient solution for enterprise clients.

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
  • Lead Generationintermediate
  • Outbound Prospectingintermediate
  • Enterprise Salesintermediate
  • Negotiationintermediate
  • Relationship Buildingintermediate
  • Communicationintermediate
  • Salesforceintermediate
  • Pipeline Managementintermediate
  • Closing Dealsintermediate
  • Value Propositionintermediate
  • ROI Articulationintermediate
  • Stakeholder Managementintermediate
  • Cross-Functional Collaborationintermediate
  • Travel Management Softwareintermediate
  • B2B Salesintermediate
  • Cold Callingintermediate
  • Email Marketingintermediate
  • Social Sellingintermediate

Required Qualifications

  • Proven track record of success in enterprise sales. (experience)
  • Experience generating leads and acquiring new accounts through outbound prospecting. (experience)
  • Strong communication, relationship, and negotiation skills. (experience)
  • Ability to manage the full sales cycle from prospecting to close. (experience)
  • Experience conducting discovery calls, demos, and follow-ups. (experience)
  • Proficiency in Salesforce for managing prospect and pipeline data. (experience)
  • Understanding of the needs of enterprise clients and ability to articulate value proposition. (experience)
  • Experience working in a collaborative, growth-oriented environment. (experience)
  • Hungry, persistent, and focused professional demeanor. (experience)
  • Experience with travel management solutions (preferred). (experience)

Responsibilities

  • Own the full sales cycle from outbound prospecting to close.
  • Drive pipeline generation through proactive outbound prospecting (phone, email, social).
  • Conduct discovery calls, demos, and follow-ups.
  • Understand prospect needs and articulate AmTrav’s value proposition and ROI.
  • Maintain accurate prospect and pipeline data in Salesforce.
  • Build and maintain strong relationships with senior stakeholders.
  • Convert opportunities into long-term partnerships.
  • Collaborate with teams across AmTrav and Perk.
  • Align go-to-market strategies with the broader commercial organization.
  • Share best practices with other team members.
  • Contribute to the overall success of the Perk Group.
  • Meet or exceed sales targets and quotas.

Benefits

  • general: Competitive salary and commission structure.
  • general: Comprehensive health, dental, and vision insurance.
  • general: Paid time off and holidays.
  • general: Employee stock options.
  • general: Opportunities for professional development and growth.
  • general: Collaborative and supportive work environment.
  • general: Opportunity to work with a global team.
  • general: Impactful work that shapes how businesses manage travel.
  • general: Access to cutting-edge technology and tools.
  • general: Flexible work arrangements.
  • general: Employee travel discounts.
  • general: Wellness programs and resources.

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

Get personalized recommendations to optimize your resume specifically for Enterprise 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 "Enterprise 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 ManagementEnterprise SalesTravel IndustrySaaSChicagoIllinoisEnterprise Account ExecutiveSales Jobs ChicagoAmTrav CareersPerk JobsTravel Management SalesB2B SalesOutbound ProspectingLead GenerationSalesforcePipeline ManagementClosing DealsTravel Industry JobsSaaS SalesChicago Sales JobsIllinois Sales JobsBusiness DevelopmentKey Account ManagementSales StrategyCorporate Travel SalesTravel Technology SalesSales Development RepresentativeNew Business DevelopmentRevenue GenerationTerritory ManagementSaaSTravel ManagementSpend ManagementTech

Answer 10 quick questions to check your fit for Enterprise 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.