Implementation Representative Jobs in Chicago, IL

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.

Visit www.perk.com to learn more.

As an Implementation Manager for Travel & Spend, you will lead the most complex and strategic onboarding projects for global Enterprise customers. You will be the subject matter expert on SAP Spend and Invoice projects, guiding customers through highly complex ERP rollouts and financial transformations. This role requires deep SAP or ERP expertise, advanced finance and compliance knowledge, and the ability to coordinate C-level stakeholders, IT teams, and consultants to achieve seamless adoption and customer success at the highest level of complexity.

• Lead onboarding for Enterprise customers with a focus on SAP Spend and Invoice implementations, as well as implementations with other ERP Platforms (NetSuite, Microsoft Dynamics F&O)
• Manage C-level stakeholder relationships across Finance, IT, and Procurement, as well as stakeholder relationships for Travel programs (Operations, People, Events & Marketing).
• Deliver advanced custom setups including custom workflows, Per Diems, and compliance frameworks, as well as refining business requirements matched to platform configuration in Perk Travel & Spend modules
• Act as subject matter expert on SAP and other ERP integrations, troubleshooting and advising on best practices.
• Support the technical configuration of complex integrations through Perk’s pre-established marketplace integrations, ERP Connectors, and custom built integrations with Perk’s OpenAPI.
• Coordinate internal Implementation resources (including Sales, Solutions Consultants, Account Managers, and internal Perk Leadership), customer IT, and external consultants.
• Influence finance leaders with deep accounting and compliance expertise, confidently providing consultative direction to advance implementations with a short time to value for our customers.
• Support change management efforts within the Perk customer’s organizations, launching successful and robust solutions that accommodate full launch and adoption with the customer organization.
• Mentor Perk implementation team members and contribute to shaping global Implementation methodology.

• 6+ years’ SaaS, ERP consulting, or Finance experience.
• Proven expertise in SAP Spend and Invoice implementations, and/or extensive experience with complex ERP integrations.
• Deep financial and compliance acumen with ability to engage CFO-level stakeholders.
• Strong track record of delivering large-scale ERP/CRM transformation projects.
• Exceptional leadership, coordination, and solution design skills.
• Strong change management skills and confidence driving a recommended solution forward (including selling the solution you design).

• Receive competitive compensation and equity ownership in Perk
• Rest and recharge with our generous allocation of 20 vacation days and 12 public holidays
• Enjoy the flexibility of three medical plans to choose from, with company contributions and an HSA when enrolling in an HDHP medical plan
• Take control of your physical health with additional comprehensive benefit plans, covering dental, vision and Wellhub’s gym subscription from your start date
• Rest assured that you’re covered by life and disability policies from your start date, with options to add extra protection through voluntary buy-up plans
• Plan for your future with our 401(k) plan with company matching contributions
• Care for your furry friends through partner discounts on pet insurance
• Join our unforgettable Perk events, including our spectacular annual summer party
• Always feel supported with Spring Health, our market-leading wellbeing partner, providing fast, comprehensive access to 12x therapy and 12x coaching sessions for you and your loved ones
• Focus on your family with 12-16 weeks’ paid parental leave
• Contribute to your community with 16 paid hours per year to spend volunteering for your dearest charitable causes
• Broaden your horizons with up to 20 "Work from Anywhere" days per year
• Follow your passions and take a four-week, fully paid sabbatical once you reach 5 years
• Let us help you move to one of our hubs with relocation support

Compensation for this role is a combination of salary, commissions, and stock options. The base salary range is $115,000, and the on-target variable earnings are $25,000. The commission structure will be tied to achieving revenue & retention targets.

AI is embedded in how we work across every function. The tools you'll use day-to-day are AI-enabled, so you can move faster and spend more time on the work that matters. In practice, that means using AI to research and prioritise accounts, draft and refine outreach, handle customer interactions more effectively, synthesise information, and cut through shadow work - the invisible tasks that pull people away from the work only they can do - so you can focus on relationships and outcomes.

We don't expect you to be an AI expert, but we do expect you to be curious and intentional about it. The bar is judgment: knowing when AI makes your work better, when to verify what it produces, and when to rely on your own expertise instead.

We'll ask about how you use AI in your interviews, not to test tool knowledge, but to understand how you think about it. That reflects how we work every day.

At Perk, 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 hubs. 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.

For certain roles, we can help with relocation from anywhere in the world, English is the official language at the office. Please submit your resume in English if you choose to apply. Do not forget to submit an updated portfolio and/or resume.

Perk is a global company with a diverse customer base, and we want to make sure the people behind our product reflect that. We’re an equal opportunity employer, which means you’re welcome at Perk regardless of how you look, where you’re from, or anything else that makes you, well, you.

All official communication from Perk will always come from email addresses ending in @perk.com or @externalperk.com, our verified social media channels, or recruiters listed on our official LinkedIn page. We will never ask you to pay for equipment, training, or fees, request sensitive personal information such as bank details early in the process, or communicate through unofficial apps like WhatsApp, Telegram, or Signal. If you receive a message claiming to be from Perk that seems suspicious, please do not respond. Forward it to security [at] perk .com, and we will confirm whether it is legitimate.

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