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Customer Engagement Specialist (Chicago)

Join Levelpath as a Customer Engagement Specialist to enhance customer experience and drive product adoption in a startup environment.

Location
Chicago
Compensation
$85k–$126k/yr
Level
mid
Type
full time · Hybrid

Posted by employer 1 month ago

First seen on Joblaze 1 month ago

Last verified on the company career page 1 day ago

Apply at Levelpath → Save job Scanned from levelpath.com

What you'll build

  • Answer support tickets
  • Provide user guidance
  • Generate product documentation
  • Report bugs to product & engineering
  • Build best practice guides

Must have

  • 4+ years of experience in a direct customer-facing/customer management role
  • B2B SaaS experience
  • Strong written and verbal communication skills
  • Empathy and patience when supporting customers

Practical constraints

  • Availability for some travel

AI in the day-to-day

Built in AI delivers contextually relevant and genuinely helpful answers.

Requirements

Experience
4+ years
Education
Bachelor's degree

Not disclosed in this posting: visa sponsorship.

Benefits

401k Flexible PTO Commuter Benefits Team-driven happy hours Sick Leave In-office snacks Health Insurance Parental Leave

Joblaze summary

The Customer Engagement Specialist at Levelpath focuses on enhancing the customer experience by addressing support tickets, guiding users, and generating product documentation. This role requires strong problem-solving skills and experience in B2B SaaS environments, with a background in customer management being essential. It is well-suited for someone with a proactive mindset who thrives in fast-paced settings and can effectively collaborate with product and engineering teams. Levelpath, a startup in the AI procurement space, emphasizes building a supportive team culture as it scales.

Joblaze insights

  • Listed about a month ago — first seen on Joblaze September 17, 2026. Last confirmed on Levelpath's careers page November 8, 2026.
  • Salary band is below the typical range for comparable tech roles (median ~$127,000).
  • Starts above 13% of 1478 comparable mid other roles in United States we track (median $105,000 across 186 companies).

Quick facts

Is the Customer Engagement Specialist (Chicago) role remote?
It's hybrid — Levelpath expects some on-site time in Chicago.
What's the salary range?
Levelpath lists $85,000–$126,000 for this role.
How much experience is required?
At least 4 years of relevant experience for this Customer Engagement Specialist (Chicago) role.
Where is the role based?
Levelpath is hiring for this position in Chicago.
What seniority level is this role?
Levelpath targets mid-level candidates for this position.
Is this full-time or contract?
Full-time for this Customer Engagement Specialist (Chicago) role at Levelpath.

From the original posting

Customer Engagement Specialist

Chicago, IL

About You

You love to tackle problems and build solutions. When intrigued by an idea, you focus your energy and dedicate your mind to learn everything you can about it, quickly! Then, you figure out how to apply what you’ve learned to the issue at hand and propel it forward. Facing big challenges head on inspires you. You chart the process and you own the outcome. You love helping people. You enjoy sharing knowledge and get energized by smart people navigating complicated problems together. Reaching milestones motivates you. You believe quick iteration and immediate customer feedback are keys to developing disruptive software. You’re an early riser. And, you're ready for your next adventure. 

Pathfinders Wanted - Join Us!

We’re looking for a Customer Engagement Specialist to join our team. Reporting into Product, you will not only get a front row seat to what it takes to scale a successful product from the early days, but you will play a critical role in developing strong relationships with our customers and users, and advocating on their behalf to continuously improve our platform. 

We are building a world class support team – obsessed with helping our customers, and focused on getting them back on the right path when challenges arise. This is a rewarding opportunity to drive meaningful impact and build from the ground up alongside a leadership team passionate about making a difference in the procurement world. 

While a startup, we offer most standard benefits you’d expect from a mature organization - even transportation and 401k! You’ll be a part of a spirited international team, in an agile environment with short decision paths and quick delivery. You may leverage any devices and tools that allow you to do your best work.

While this role will start remotely, it is intended to become an in-office position when Levelpath establishes its Chicago office.

What You Will Do

  • Drive impact by focusing on customer experience. Examples of day-to-day activities include answering support tickets, providing users guidance when they are stuck, generating product documentation, reporting bugs to product & engineering, and numerous other related jobs.

  • Be the first touch point for users encountering difficulties with the product and a reliable resource to resolve their questions and issues

  • Learn the intricacies of a cutting edge enterprise product and be a Levelpath product expert for our customer base to drive product adoption and satisfaction

  • Interact directly with Product and Engineering teams to identify areas where we can better serve our customer base

  • Build best practice guides and playbooks to ensure our customers and their users are set up for success

  • Act as a trusted advisor & support customer health by understanding their users’ friction points when using Levelpath 

  • You will have a seat at the table and partner with our executive team - helping to build, optimize, and scale our processes, assets, & systems (Zendesk & Salesforce)

What you Bring to the Table

  • Empathy, patience, and a sense of urgency when supporting customers

  • 4+ years of experience in a direct customer-facing/customer management role

  • B2B SaaS experience in a fast-paced environment

  • BA or BS

  • Demonstrated experience problem-solving 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 

  • Comfort in managing multiple workstreams

  • Ability to communicate with stakeholders across product and engineering 

  • Effective collaboration and self-starter mindset

  • Availability for some travel - when the time comes to visit your customers!

Benefits

  • 100% Medical, dental, and vision insurance

  • Flexible PTO, Parental Leave, Sick Leave

  • Competitive compensation and equity package

  • 401k

  • Commuter benefits

  • In-office snacks and Friday team lunches

  • Team-driven happy hours and celebrations

The estimated annual OTE for this role is $85,000 - $126,000. 

#LI-EW1

Standard company text repeated across Levelpath's postings is omitted here.

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