Senior Implementation Specialist - US

| Chicago, IL, USA | Hybrid
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About Us

We are TravelPerk: a scaling unicorn valued at $1.4 billion that has raised over $400m since our creation in 2015. Backed by world-class investors with portfolios including AirBnB, Stripe, Slack, Trello, Gusto, Twitter, Farfetch and Deliveroo, our team comprises A-players from the travel and technology industries.

We’ve been named the fastest-growing SaaS startup in the world by SaaS1000 and featured as one of the hottest startups to watch by both Forbes and Wired. We’re revolutionizing the B2B corporate travel market—worth over $1.3 trillion— to connect people in real life in an enjoyable and sustainable way.

TravelPerk is innovative. We have welcomed and acquired the likes of Click Travel, NexTravel and Albatross to the team. From TravelCare, to FlexiPerk and GreenPerk, we are shaping the industry's future. Our team continues to emerge stronger and stronger as we adjust to the new normal—and that’s where you come in!

If you’re ready to take off with us, keep reading!

About the team:

The Implementation team is responsible for the onboarding of all our Premium and Pro customers on the TravelPerk platform, and providing recommendations to optimize the client experience. We guide new customers from signup to launch, providing consultative, administrative, technical, and educational support to maximize the client’s experience with the TravelPerk platform. 

About the role:

As a Senior Implementation Specialist (Sr IS), you are a platform expert who gets to know your clients’ needs, and provide proactive recommendations and support to them throughout their onboarding by flexing your strong change management skills. In this role you’ll use your platform expertise and stakeholder management skills to build a bridge between platform capabilities and client expectations. 

By producing a solid rollout plan that accurately covers the scope of the specific client’s needs, including immediate travel and a long term success, you’ll take a visible position of ownership and expertise throughout the global Implementation and Revenue teams. 

You will ensure that new clients are fully prepared to use TravelPerk to book their business travel, by executing platform configuration, providing technical support and troubleshooting, and user readiness. This includes configuring client accounts to their specifications & requirements, providing proactive support on any integrations, as well as coordinating and executing tailored training sessions with key client stakeholders.  

The Sr IS role requires strong project and change management skills and excellent problem-solving skills. This role requires keen attention to detail, confidence to solve challenging situations or client requirements, and proactivity in making recommendations. You are never a passenger - you are the driver throughout a client’s onboarding experience and must be confident in driving the execution of implementation, steering clients to use best practice recommendations, and dealing with strong personalities. You’ll work across multiple teams in a collaborative environment both internally & externally, manage key internal and external stakeholders, and drive successful client rollouts to enable long-term success. 

What will you be doing:

  • Providing the first impression of TravelPerk to all customers in your portfolio and serving as the first point of contact for clients during the implementation process.
  • Carrying out consultative conversations with customers to collect their requirements. 
  • Answering client requirements with your experience & data-driven best practice recommendations.
  • Managing the rollout of a new platform for your clients; providing guides, templates, and recommendations to the client for how to ensure adoption & long-term success of the platform.
  • Taking full ownership of timeline, rollout plan, and handling of the account while the account is in implementation, including directing work through the internal team supporting clients.
  • Coordinating & conducting training sessions for newly onboarded customers, including executive-level stakeholders and company-wide training.  
  • Providing technical support to clients as they set up integrations to marketplace partners or custom-built API solutions. 
  • Validating client configuration & account satisfaction by monitoring client booking behavior post-implementation & proactively offering support or recommendations.
  • Collaborating with multiple different departments in the TK organization, including within the Revenue organization (Sales and Account Management), Product, Builders (Engineering), and Finance. 
  • Analyzing completed implementation work to find ways to improve your own process & that of the team. 
  • Embracing a pattern of execute, assess, improve, repeat & evolving as the team & organization evolves. 

What will you need to succeed:

  • A customer-first mentality; you’ll focus on ensuring a smooth onboarding for your clients and must understand what they need to be a happy customer for the long term.
  • Proven track record of successfully managing and delivering complex projects in a fast-paced environment, including defining scope and managing changing requirements or priorities but maintaining the trajectory of the project. 
  • Demonstrated ability to work with C-level stakeholders to define their requirements and or concerns in a clear, concise, and professional manner.
  • Ability to develop relationships with all levels of the organization, both internally and externally, and adapt communication & approach accordingly.
  • A thoughtful consultative approach to making recommendations to both clients & internal stakeholders.
  • Willingness to seek out ways to improve & a mindset of continuous improvement.
  • Excited by challenges and have a personal drive to make a difference.

What do we offer?

  • Competitive compensation, including equity in TravelPerk
  • Generous vacation days so you can rest and recharge
  • Comprehensive benefit plans covering medical, dental, vision, life, and disability with coverage from your start date
  • Financial benefits like 401k with company matching and an HSA plan
  • Family services that include adoption benefits and equal paid parental leave
  • Global presence and hybrid work availability
  • Unforgettable TravelPerk events, including travel to one of our hubs
  • Learning and professional development opportunities
  • Mental health support tool for your wellbeing
  • Exponential growth opportunities
  • VolunteerPerk - 16 paid hours per year to volunteer for a cause of your choice.
  •  "Work from anywhere" in the world allowance of 20 working days per year.

How we work

Our Vision is for a world where TravelPerk serves as the platform for human connection in-real-life (IRL). We take an IRL-first approach to work, where our team works together in-person 3 days a week. As such, this role requires you to be based within commuting distance of our Boston or Chicago hub. We fundamentally believe in the value of meeting in-real-life to improve connectivity, productivity, creativity and ultimately making us a great place to work.

At TravelPerk, we prioritize experience and potential over academic qualifications for this role. We believe that talent and ability aren't always reflected in formal credentials.

TravelPerk is a global company with a diverse customer base—and we want to ensure the people behind our product reflect that. We’re an equal opportunity employer, meaning you’re welcome at TravelPerk regardless of your appearance, where you’re from, or anything else that makes you.

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Technology we use

  • Engineering
  • Product
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Our 40 person Chicago office, located right in the heart of Fulton Market, is surrounded by some of the city's best restaurants and there are plenty of great lunch options and places to go after work. We're easily accessible via bus or L train--just off the Morgan Green/Pink line!

An Insider's view of TravelPerk

What’s the vibe like in the office?

The office feels very warm and natural. Atmosphere is built on people, and the people I work with are great. Your interactions are not limited to only your team or certain individuals; you can easily walk from one end of the office to the other and have a real, genuine conversation with everyone along the way.


Sales Executive

What does your typical day look like?

As an Account Manager, I have the unique opportunity of wearing multiple hats. The primary focus of my role is to provide exceptional client engagement to support their business growth. While my clients remain my top priority, I stay connected and involved with cross-functioning teams to share ideas and collaborate on projects throughout the day.


Account Manager

How has your career grown since starting at the company?

I found my passion in sales during my internship with TravelPerk. Since then, I've had the chance to learn different aspects of the business from account management to marketing, operations, product, and HR. As the company grew, so did I. Today, I'm part of the US leadership team and manage a team of Account Executives in our new Miami office.


Sales Manager, Sales Executives - North America

What makes someone successful on your team?

Our values at TravelPerk are not just words, we really live by them. Every day I see successful team members taking ownership of their work to find the best way to have a real impact. They spot opportunities and raise their hands to be part of the solution. It doesn't matter if you've been here for 3 years or 3 weeks, you can make a difference.


Community and Development Director

What are TravelPerk Perks + Benefits

Volunteer in local community
Open door policy
OKR operational model
Team based strategic planning
Open office floor plan
Remote work program
TravelPerk enjoys a hybrid work structure--3 days in office, 2 days remote. Employees also have 20 'Work from Anywhere' days per year that allow them to work from anywhere in the world.
Diversity employee resource groups
Women @ TravelPerk, PridePerk, Parents @ TravelPerk
Hiring practices that promote diversity
Health Insurance & Wellness Benefits
Flexible Spending Account (FSA)
Dental insurance
Vision insurance
Health insurance
We offer 8 different medical plans so employees can select whatever plan best meets their needs. Insurance coverage also starts on your first day of employment!
Life insurance
Mental health benefits
Every employee may sign up for a free iFeel account that includes up to 16 free virtual therapy sessions per year.
Financial & Retirement
401(K) matching
Company equity
One of our company values is We are All Owners, so we make sure every offer includes equity in the form of stock options.
Child Care & Parental Leave Benefits
Generous parental leave
Both birthing and non-birthing parents with at least six months of service enjoy 12 weeks of paid "Baby Bonding Leave". Birthing parents may also have 4 weeks of paid leave before the due date.
Adoption Assistance
Vacation & Time Off Benefits
Generous PTO
TravelPerk offers 20 PTO days per year.
Paid volunteer time
All employees receive 16 volunteer hours per year.
Paid holidays
Paid sick days
US employees receive 8 sick days per year.
Office Perks
Commuter benefits
TravelPerk offers pre-tax commuter benefits for all US employees.
Company-sponsored outings
Some meals provided
Company-sponsored happy hours
Pet friendly
Relocation assistance
Professional Development Benefits
Job training & conferences
Lunch and learns
Promote from within
Online course subscriptions available
Customized development tracks

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