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Implementation Specialist Careers at Perk - Chicago, Illinois | Apply Now!

Perk

Implementation Specialist Careers at Perk - Chicago, Illinois | Apply Now!

full-timePosted: Dec 1, 2025

Job Description

Implementation Specialist - Chicago, Illinois

About Perk

Perk (formerly TravelPerk) is the intelligent platform for travel and spend management. Built to tackle the time-consuming, manual work that gets in the way of real work, our tools automate everything from travel bookings to expenses, invoice processing, and more. By eliminating this shadow work that wastes hours, erodes morale, and saps innovation, we’re on a mission to power real work, with real impact.

We’re trusted by more than 10,000 companies worldwide, including Wise, On Running, Breitling, and Fabletics, and we’re tackling the 7 hours of lost productivity per employee each week, a $1.7 trillion problem.

Founded in 2015, Perk has grown into a global company of more than 1,800 people across 12 offices globally, with headquarters in London and Boston. We combine innovation, control, and simplicity to transform how businesses work and how people feel at work.

At Perk, we’re driven by our values, like being an owner, delivering a 7-star experience, and working as one team. We value curiosity, purpose, and mindset, not just knowledge, to unlock the power in your potential. 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.

About the Role: Implementation Specialist

As an Implementation Specialist at Perk, you will be a key player in ensuring our new Premium and Pro customers have a seamless and successful onboarding experience. You will be the first point of contact for these clients, guiding them through the implementation process and providing the administrative, technical, and educational support they need to maximize their use of the Perk platform.

Your primary responsibility will be to take new customers from signup to launch, ensuring they are fully prepared to use Perk to book their business travel. This involves configuring client accounts to their specific requirements, setting them up to meet their needs, and coordinating and delivering tailored training sessions to Admins, Travelers, and other key stakeholders. You will also provide client-specific recommendations for their rollout, guiding their implementation timeline and internal communications.

This role requires strong project and change management skills, as well as excellent problem-solving abilities. You must be detail-oriented, creative in finding solutions, and proactive in identifying areas where you can improve the client experience and internal team processes. You will work collaboratively with multiple teams, manage key internal and external stakeholders, and use change management techniques to drive successful client rollouts and enable long-term success.

What You'll Do: A Day in the Life

Here’s a glimpse into what a typical day might look like for an Implementation Specialist at Perk:

  • Morning: Start your day by reviewing your project pipeline and prioritizing tasks. Check in with new clients to address any initial questions or concerns.
  • Mid-day: Conduct a consultative call with a new client to gather their specific requirements and understand their travel policies. Configure their Perk account accordingly, ensuring all settings are aligned with their needs.
  • Afternoon: Prepare and deliver a training session to a group of travel arrangers at a client company. Walk them through the Perk platform, demonstrating how to book travel, manage expenses, and utilize reporting features.
  • Late Afternoon: Collaborate with the product team to provide feedback on new features and enhancements based on client interactions. Work with the sales team to understand upcoming client needs and prepare for future implementations.
  • End of Day: Document all client interactions and update project timelines. Identify any potential roadblocks and proactively work to resolve them before they impact the client’s launch.

Why Chicago?

Chicago is a vibrant and dynamic city with a thriving business community. Home to numerous Fortune 500 companies and a diverse range of industries, Chicago offers a wealth of opportunities for professional growth and development. As a major transportation hub, Chicago is also a convenient location for connecting with clients and colleagues across the country and around the world.

Beyond its professional advantages, Chicago is a city rich in culture, arts, and entertainment. From world-class museums and theaters to diverse culinary experiences and lively music venues, there’s always something to see and do in Chicago. The city also boasts beautiful parks and green spaces, offering residents a chance to relax and recharge amidst the urban landscape.

Career Path at Perk

At Perk, we are committed to fostering the professional growth of our employees. The Implementation Specialist role provides a solid foundation for career advancement within the company. Here are some potential career paths you could pursue:

  • Senior Implementation Specialist: After demonstrating exceptional performance and expertise, you can advance to a Senior Implementation Specialist role, where you will take on more complex projects and mentor junior team members.
  • Implementation Manager: With experience and leadership skills, you can move into an Implementation Manager role, where you will oversee a team of Implementation Specialists and be responsible for the overall success of client onboarding.
  • Customer Success Manager: You can leverage your understanding of client needs and the Perk platform to transition into a Customer Success Manager role, where you will focus on building long-term relationships with clients and ensuring their continued satisfaction.
  • Sales or Account Management: Your experience in implementation can also lead to opportunities in sales or account management, where you will use your knowledge of the Perk platform to acquire new clients or expand existing relationships.

Salary & Benefits

The estimated salary range for an Implementation Specialist in Chicago, Illinois, is between $75,000 and $95,000 per year. However, the actual salary will be determined based on your experience, skills, and qualifications.

In addition to a competitive salary, Perk offers a comprehensive benefits package that includes:

  • Health, dental, and vision insurance
  • Life insurance and disability coverage
  • Employee assistance program
  • Flexible spending account
  • 401(k) plan with company match
  • Generous vacation and time off policy
  • Paid parental leave

Perk Culture

At Perk, we are passionate about creating a positive and supportive work environment where everyone can thrive. We value collaboration, innovation, and a commitment to excellence. We believe in empowering our employees to take ownership of their work and make a real impact on the company’s success.

We also believe in having fun! We organize regular team events and social activities to foster a sense of community and camaraderie. We are a diverse and inclusive company, and we welcome individuals from all backgrounds and experiences.

How to Apply

If you are a highly motivated and results-oriented individual with a passion for helping customers succeed, we encourage you to apply for the Implementation Specialist position at Perk. To apply, please submit your resume and cover letter through our online application portal. We look forward to hearing from you!

Frequently Asked Questions (FAQ)

  1. What is the typical onboarding timeline for new clients?
    The onboarding timeline varies depending on the complexity of the client's requirements, but it typically ranges from 4 to 8 weeks.
  2. What type of training is provided to clients?
    We provide a variety of training options, including live webinars, on-demand video tutorials, and customized in-person training sessions.
  3. What support resources are available to clients after implementation?
    Clients have access to our online knowledge base, a dedicated support team, and a customer success manager who is available to answer questions and provide assistance.
  4. What tools do Implementation Specialists use?
    Implementation Specialists use a variety of tools, including Salesforce, Zendesk, and project management software.
  5. What are the key performance indicators (KPIs) for this role?
    Key KPIs include client satisfaction, time to launch, and adoption rate of the Perk platform.
  6. What opportunities are there for professional development?
    We offer a variety of professional development opportunities, including training programs, mentorship opportunities, and conference attendance.
  7. What is the company culture like?
    We have a collaborative, supportive, and innovative culture. We value teamwork, creativity, and a commitment to excellence.
  8. What is the dress code?
    Our dress code is business casual.
  9. What is the interview process like?
    The interview process typically includes a phone screening, a virtual interview with the hiring manager, and a final interview with the team.
  10. What are the company's core values?
    Our core values include being an owner, delivering a 7-star experience, and working as one team.

Locations

  • Chicago, Illinois, United States

Salary

Estimated Salary Rangemedium confidence

82,500 - 104,500 USD / yearly

Source: ai estimated

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

Skills Required

  • Implementationintermediate
  • Onboardingintermediate
  • Project Managementintermediate
  • Change Managementintermediate
  • Customer Trainingintermediate
  • Technical Configurationintermediate
  • User Readinessintermediate
  • Stakeholder Managementintermediate
  • Problem Solvingintermediate
  • Communicationintermediate
  • Consultative Skillsintermediate
  • Data Analysisintermediate
  • Process Improvementintermediate
  • Client Relationship Managementintermediate
  • Business Travel Knowledgeintermediate

Required Qualifications

  • Proven experience in implementation or onboarding roles (experience)
  • Strong project management skills with the ability to manage multiple projects simultaneously (experience)
  • Excellent communication and interpersonal skills, with the ability to effectively communicate with clients and internal stakeholders (experience)
  • Experience in providing training and support to customers (experience)
  • Technical proficiency with the ability to configure software platforms to meet client requirements (experience)
  • Strong problem-solving skills with the ability to identify and resolve issues quickly and effectively (experience)
  • Experience with change management methodologies (experience)
  • Ability to work independently and as part of a team in a fast-paced environment (experience)
  • Experience in the travel or SaaS industry is a plus (experience)
  • Bachelor's degree in a related field or equivalent experience (experience)

Responsibilities

  • Serve as the first point of contact for new clients during the implementation process
  • Manage the onboarding process for Premium and Pro customers on the Perk platform
  • Conduct consultative conversations with customers to gather their requirements
  • Provide data-driven best practice recommendations to clients
  • Configure client accounts to their specifications and requirements
  • Coordinate, tailor, and perform training sessions with Admins, Travelers, and other key client stakeholders
  • Provide client-specific recommendations for rollout, timeline, and internal communications
  • Manage key internal and external stakeholders
  • Use change management to drive successful client rollouts and long-term success
  • Identify areas for improvement in the implementation process and make recommendations for change
  • Collaborate with other teams to ensure a seamless onboarding experience for clients
  • Maintain accurate records of all client interactions and activities

Benefits

  • general: Competitive salary and benefits package
  • general: Opportunity to work for a fast-growing company with a global presence
  • general: Chance to make a real impact on how millions of people experience work
  • general: Collaborative and supportive work environment
  • general: Opportunities for professional development and growth
  • general: Generous vacation and time off policy
  • general: Health, dental, and vision insurance
  • general: Life insurance and disability coverage
  • general: Employee assistance program
  • general: Flexible spending account
  • general: 401(k) plan with company match
  • general: Paid parental leave

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Tags & Categories

ImplementationCustomer SuccessTravelSaaSChicagoImplementation SpecialistOnboarding SpecialistTravel TechnologySaaS ImplementationCustomer OnboardingProject ManagementChange ManagementClient TrainingTechnical ConfigurationUser ReadinessStakeholder ManagementProblem SolvingConsultative SkillsData AnalysisProcess ImprovementClient Relationship ManagementBusiness Travel KnowledgeChicago JobsIllinois JobsPerk CareersTravelPerk CareersSoftware ImplementationClient ManagementTraining SpecialistSaaSTravel ManagementSpend ManagementTech

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Perk logo

Implementation Specialist Careers at Perk - Chicago, Illinois | Apply Now!

Perk

Implementation Specialist Careers at Perk - Chicago, Illinois | Apply Now!

full-timePosted: Dec 1, 2025

Job Description

Implementation Specialist - Chicago, Illinois

About Perk

Perk (formerly TravelPerk) is the intelligent platform for travel and spend management. Built to tackle the time-consuming, manual work that gets in the way of real work, our tools automate everything from travel bookings to expenses, invoice processing, and more. By eliminating this shadow work that wastes hours, erodes morale, and saps innovation, we’re on a mission to power real work, with real impact.

We’re trusted by more than 10,000 companies worldwide, including Wise, On Running, Breitling, and Fabletics, and we’re tackling the 7 hours of lost productivity per employee each week, a $1.7 trillion problem.

Founded in 2015, Perk has grown into a global company of more than 1,800 people across 12 offices globally, with headquarters in London and Boston. We combine innovation, control, and simplicity to transform how businesses work and how people feel at work.

At Perk, we’re driven by our values, like being an owner, delivering a 7-star experience, and working as one team. We value curiosity, purpose, and mindset, not just knowledge, to unlock the power in your potential. 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.

About the Role: Implementation Specialist

As an Implementation Specialist at Perk, you will be a key player in ensuring our new Premium and Pro customers have a seamless and successful onboarding experience. You will be the first point of contact for these clients, guiding them through the implementation process and providing the administrative, technical, and educational support they need to maximize their use of the Perk platform.

Your primary responsibility will be to take new customers from signup to launch, ensuring they are fully prepared to use Perk to book their business travel. This involves configuring client accounts to their specific requirements, setting them up to meet their needs, and coordinating and delivering tailored training sessions to Admins, Travelers, and other key stakeholders. You will also provide client-specific recommendations for their rollout, guiding their implementation timeline and internal communications.

This role requires strong project and change management skills, as well as excellent problem-solving abilities. You must be detail-oriented, creative in finding solutions, and proactive in identifying areas where you can improve the client experience and internal team processes. You will work collaboratively with multiple teams, manage key internal and external stakeholders, and use change management techniques to drive successful client rollouts and enable long-term success.

What You'll Do: A Day in the Life

Here’s a glimpse into what a typical day might look like for an Implementation Specialist at Perk:

  • Morning: Start your day by reviewing your project pipeline and prioritizing tasks. Check in with new clients to address any initial questions or concerns.
  • Mid-day: Conduct a consultative call with a new client to gather their specific requirements and understand their travel policies. Configure their Perk account accordingly, ensuring all settings are aligned with their needs.
  • Afternoon: Prepare and deliver a training session to a group of travel arrangers at a client company. Walk them through the Perk platform, demonstrating how to book travel, manage expenses, and utilize reporting features.
  • Late Afternoon: Collaborate with the product team to provide feedback on new features and enhancements based on client interactions. Work with the sales team to understand upcoming client needs and prepare for future implementations.
  • End of Day: Document all client interactions and update project timelines. Identify any potential roadblocks and proactively work to resolve them before they impact the client’s launch.

Why Chicago?

Chicago is a vibrant and dynamic city with a thriving business community. Home to numerous Fortune 500 companies and a diverse range of industries, Chicago offers a wealth of opportunities for professional growth and development. As a major transportation hub, Chicago is also a convenient location for connecting with clients and colleagues across the country and around the world.

Beyond its professional advantages, Chicago is a city rich in culture, arts, and entertainment. From world-class museums and theaters to diverse culinary experiences and lively music venues, there’s always something to see and do in Chicago. The city also boasts beautiful parks and green spaces, offering residents a chance to relax and recharge amidst the urban landscape.

Career Path at Perk

At Perk, we are committed to fostering the professional growth of our employees. The Implementation Specialist role provides a solid foundation for career advancement within the company. Here are some potential career paths you could pursue:

  • Senior Implementation Specialist: After demonstrating exceptional performance and expertise, you can advance to a Senior Implementation Specialist role, where you will take on more complex projects and mentor junior team members.
  • Implementation Manager: With experience and leadership skills, you can move into an Implementation Manager role, where you will oversee a team of Implementation Specialists and be responsible for the overall success of client onboarding.
  • Customer Success Manager: You can leverage your understanding of client needs and the Perk platform to transition into a Customer Success Manager role, where you will focus on building long-term relationships with clients and ensuring their continued satisfaction.
  • Sales or Account Management: Your experience in implementation can also lead to opportunities in sales or account management, where you will use your knowledge of the Perk platform to acquire new clients or expand existing relationships.

Salary & Benefits

The estimated salary range for an Implementation Specialist in Chicago, Illinois, is between $75,000 and $95,000 per year. However, the actual salary will be determined based on your experience, skills, and qualifications.

In addition to a competitive salary, Perk offers a comprehensive benefits package that includes:

  • Health, dental, and vision insurance
  • Life insurance and disability coverage
  • Employee assistance program
  • Flexible spending account
  • 401(k) plan with company match
  • Generous vacation and time off policy
  • Paid parental leave

Perk Culture

At Perk, we are passionate about creating a positive and supportive work environment where everyone can thrive. We value collaboration, innovation, and a commitment to excellence. We believe in empowering our employees to take ownership of their work and make a real impact on the company’s success.

We also believe in having fun! We organize regular team events and social activities to foster a sense of community and camaraderie. We are a diverse and inclusive company, and we welcome individuals from all backgrounds and experiences.

How to Apply

If you are a highly motivated and results-oriented individual with a passion for helping customers succeed, we encourage you to apply for the Implementation Specialist position at Perk. To apply, please submit your resume and cover letter through our online application portal. We look forward to hearing from you!

Frequently Asked Questions (FAQ)

  1. What is the typical onboarding timeline for new clients?
    The onboarding timeline varies depending on the complexity of the client's requirements, but it typically ranges from 4 to 8 weeks.
  2. What type of training is provided to clients?
    We provide a variety of training options, including live webinars, on-demand video tutorials, and customized in-person training sessions.
  3. What support resources are available to clients after implementation?
    Clients have access to our online knowledge base, a dedicated support team, and a customer success manager who is available to answer questions and provide assistance.
  4. What tools do Implementation Specialists use?
    Implementation Specialists use a variety of tools, including Salesforce, Zendesk, and project management software.
  5. What are the key performance indicators (KPIs) for this role?
    Key KPIs include client satisfaction, time to launch, and adoption rate of the Perk platform.
  6. What opportunities are there for professional development?
    We offer a variety of professional development opportunities, including training programs, mentorship opportunities, and conference attendance.
  7. What is the company culture like?
    We have a collaborative, supportive, and innovative culture. We value teamwork, creativity, and a commitment to excellence.
  8. What is the dress code?
    Our dress code is business casual.
  9. What is the interview process like?
    The interview process typically includes a phone screening, a virtual interview with the hiring manager, and a final interview with the team.
  10. What are the company's core values?
    Our core values include being an owner, delivering a 7-star experience, and working as one team.

Locations

  • Chicago, Illinois, United States

Salary

Estimated Salary Rangemedium confidence

82,500 - 104,500 USD / yearly

Source: ai estimated

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

Skills Required

  • Implementationintermediate
  • Onboardingintermediate
  • Project Managementintermediate
  • Change Managementintermediate
  • Customer Trainingintermediate
  • Technical Configurationintermediate
  • User Readinessintermediate
  • Stakeholder Managementintermediate
  • Problem Solvingintermediate
  • Communicationintermediate
  • Consultative Skillsintermediate
  • Data Analysisintermediate
  • Process Improvementintermediate
  • Client Relationship Managementintermediate
  • Business Travel Knowledgeintermediate

Required Qualifications

  • Proven experience in implementation or onboarding roles (experience)
  • Strong project management skills with the ability to manage multiple projects simultaneously (experience)
  • Excellent communication and interpersonal skills, with the ability to effectively communicate with clients and internal stakeholders (experience)
  • Experience in providing training and support to customers (experience)
  • Technical proficiency with the ability to configure software platforms to meet client requirements (experience)
  • Strong problem-solving skills with the ability to identify and resolve issues quickly and effectively (experience)
  • Experience with change management methodologies (experience)
  • Ability to work independently and as part of a team in a fast-paced environment (experience)
  • Experience in the travel or SaaS industry is a plus (experience)
  • Bachelor's degree in a related field or equivalent experience (experience)

Responsibilities

  • Serve as the first point of contact for new clients during the implementation process
  • Manage the onboarding process for Premium and Pro customers on the Perk platform
  • Conduct consultative conversations with customers to gather their requirements
  • Provide data-driven best practice recommendations to clients
  • Configure client accounts to their specifications and requirements
  • Coordinate, tailor, and perform training sessions with Admins, Travelers, and other key client stakeholders
  • Provide client-specific recommendations for rollout, timeline, and internal communications
  • Manage key internal and external stakeholders
  • Use change management to drive successful client rollouts and long-term success
  • Identify areas for improvement in the implementation process and make recommendations for change
  • Collaborate with other teams to ensure a seamless onboarding experience for clients
  • Maintain accurate records of all client interactions and activities

Benefits

  • general: Competitive salary and benefits package
  • general: Opportunity to work for a fast-growing company with a global presence
  • general: Chance to make a real impact on how millions of people experience work
  • general: Collaborative and supportive work environment
  • general: Opportunities for professional development and growth
  • general: Generous vacation and time off policy
  • general: Health, dental, and vision insurance
  • general: Life insurance and disability coverage
  • general: Employee assistance program
  • general: Flexible spending account
  • general: 401(k) plan with company match
  • general: Paid parental leave

Target Your Resume for "Implementation Specialist Careers at Perk - Chicago, Illinois | Apply Now!" , Perk

Get personalized recommendations to optimize your resume specifically for Implementation Specialist 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 "Implementation Specialist 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

ImplementationCustomer SuccessTravelSaaSChicagoImplementation SpecialistOnboarding SpecialistTravel TechnologySaaS ImplementationCustomer OnboardingProject ManagementChange ManagementClient TrainingTechnical ConfigurationUser ReadinessStakeholder ManagementProblem SolvingConsultative SkillsData AnalysisProcess ImprovementClient Relationship ManagementBusiness Travel KnowledgeChicago JobsIllinois JobsPerk CareersTravelPerk CareersSoftware ImplementationClient ManagementTraining SpecialistSaaSTravel ManagementSpend ManagementTech

Answer 10 quick questions to check your fit for Implementation Specialist 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.