Customer Engagement Specialist (Chicago)

About the role

You love to tackle problems and build solutions. When intrigued by an idea, you focus your energy and quickly learn everything you can, then apply that knowledge to drive progress. You thrive on big challenges, charting processes and owning outcomes. You enjoy helping people, sharing knowledge, and collaborating with smart colleagues on complex problems. Reaching milestones motivates you, and you view rapid iteration and immediate customer feedback as essential to developing disruptive software. You’re an early riser ready for your next adventure. This role will start remotely and transition to an in‑office position once Levelpath establishes its Chicago office.

About Us

Levelpath is the modern AI procurement platform for global enterprises. Since our founding in 2022, we have been on a mission to make procurement delightful. Uniquely intuitive, Levelpath makes procurement more nimble in days and unlocks savings in weeks, while delivering clarity, control and intelligence for all stakeholders. Levelpath provides a complete view of spend for procurement, finance, legal and IT—from intake and sourcing to contracting and payment. Built‑in AI delivers contextually relevant and genuinely helpful answers, uncovering valuable opportunities and dramatically increasing efficiency. Global brands trust Levelpath’s deep procurement expertise to transform business outcomes and drive value from supplier relationships.

Responsibilities

• Drive impact by focusing on customer experience, including answering support tickets and providing guidance to users who are stuck.
• Generate product documentation and report bugs to product and engineering teams.
• Serve as the first touch point for users encountering difficulties, resolving their questions and issues.
• Become a Levelpath product expert to drive adoption and satisfaction across the customer base.
• Interact directly with Product and Engineering teams to identify areas for improved service.
• Build best‑practice guides and playbooks to set customers and their users up for success.
• Act as a trusted advisor, supporting customer health by understanding user friction points.
• Partner with the executive team to build, optimize, and scale processes, assets, and systems (Zendesk & Salesforce).

Requirements

• Empathy, patience, and a sense of urgency when supporting customers.
• 4+ years of experience in a direct customer‑facing or customer‑management role.
• B2B SaaS experience in a fast‑paced environment.
• BA or BS degree.
• Demonstrated problem‑solving experience with strong 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.
• Comfort managing multiple workstreams.
• Ability to communicate with stakeholders across product and engineering.
• Effective collaboration and self‑starter mindset.
• Availability for occasional travel to visit customers.

Benefits

• 100% medical, dental, and vision insurance.
• Flexible PTO, parental leave, and sick leave.
• Competitive compensation and equity package.
• 401(k) plan.
• Commuter benefits.
• In‑office snacks and Friday team lunches.
• Team‑driven happy hours and celebrations.

Pay

Estimated annual OTE: $85,000 – $126,000.