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Customer Engagement Specialist (Chicago)

Levelpath - Chicago, IL, USA - Hybrid - posted 2026-09-15

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Salary: USD 85,000 - 126,000 / annual

Levelpath is a modern AI procurement platform for global enterprises, founded in 2022, on a mission to make procurement delightful. The company provides a complete view of spend for procurement, finance, legal, and IT—from intake and sourcing to contracting and payment—with built-in AI delivering contextually relevant answers and uncovering valuable opportunities. You will join as a Customer Engagement Specialist reporting into Product, serving as a critical bridge between customers and the product team. This is a ground-floor opportunity to build a world-class support function from the early days, playing a key role in developing strong customer relationships and advocating for user needs to drive continuous platform improvement. Day-to-day responsibilities include: - Answering support tickets and providing guidance to users encountering difficulties - Serving as the first touchpoint for users with product issues and a reliable resource for resolution - Learning the intricacies of the enterprise procurement product and becoming a Levelpath expert for the customer base - Generating product documentation and best-practice guides to ensure customer success - Reporting bugs and feature gaps to Product and Engineering teams - Interacting directly with Product and Engineering to identify areas for improvement - Acting as a trusted advisor, understanding customer friction points and supporting account health - Partnering with the executive team to build, optimize, and scale support processes, assets, and systems (Zendesk & Salesforce) - Managing multiple workstreams and collaborating across functions with a self-starter mindset The role currently starts remotely but is intended to transition to in-office when Levelpath establishes its Chicago office. You'll be part of a spirited international team in an agile environment with short decision paths and quick delivery. The company offers standard benefits including 100% medical, dental, and vision insurance; flexible PTO; parental leave; sick leave; competitive equity; 401k; commuter benefits; in-office snacks; and team celebrations. REQUIREMENTS: - 4+ years of experience in a direct customer-facing or customer management role - B2B SaaS experience in a fast-paced environment - Bachelor's degree (BA or BS) - Demonstrated problem-solving skills with attention to detail - Stellar organizational skills and experience improving processes - Strong written and verbal communication skills - Adaptability and ability to flourish in a fast-paced environment - Ability to manage multiple workstreams - Ability to communicate effectively with stakeholders across product and engineering - Effective collaboration and self-starter mindset - Empathy, patience, and a sense of urgency when supporting customers - Availability for some travel to visit customers

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