Operations Associate (Chicago)

Wonolo • Chicago, IL

3d • $27 - $30 • Onsite

About The Position

We’re seeking a motivated and detail-oriented Operations Associate to join our
growing team. In this role you will be both customer-facing and worker-facing.
You’ll be a key part of day-to-day operations—working directly with customers
and hourly workers to ensure smooth communication, strong staffing outcomes, and
fast problem resolution.

You will support operational processes from recruitment to issue resolution,
helping ensure the success of every shift and building strong relationships
along the way. We're looking for someone who is organized, can take initiative,
can speak to different stakeholders including job site supervisors and gig
economy workers, and has problem-solving skills who can operate in an ambiguous
environment. You will serve as the face of Wonolo to various Customers and
Wonoloers and will ensure both are having a seamless Wonolo experience.

This role has an anticipated duration of 3 months to start with the potential to
extend. This role will work Monday - Friday during business hours, but early
mornings and evenings may be required during peak periods.

We welcome qualified candidates located in the Chicago Area and willing to be
onsite locally.

Requirements

• 2+ years of experience in customer service and 1+ years of experience in staffing, consulting, or operations are preferred
• Proficient ability to interpret data, identify trends, and use insights to make informed decisions and solve problems.
• Proven ability to plan, execute, and monitor projects effectively, often in a fast-paced environment with minimal guidance.
• Proficient communicator skilled at building effective relationships with internal and external stakeholders driving positive outcomes.
• Skilled at simplifying complex issues, identifying root causes, and developing practical solutions using data and insights.
• Previous experience working on-site with customers and/or workers, ensuring practical strategies for ongoing or new challenges.
• Proven ability to collaborate across teams, both virtually and in-person, and work remotely with minimal supervision.
• This role will require travel to and from customer facilities, and will therefore require a reliable form of transportation.

Nice To Haves

• Marketplace and/or startup experience
• Experience in the industrial/warehousing environment is a plus
• Experience with Google for Business tools (Gmail, Calendar, Docs, and Sheets) and Slack a plus.
• Bachelor’s degree or equivalent experience a plus.

Responsibilities

• Serve as a local point of contact for customers, maintaining clear, professional communication to ensure staffing needs are met and expectations are exceeded.
• Support the sourcing, screening, and scheduling of hourly workers for open shifts using Wonolo recruitment tools, existing worker pools, and hiring events. Monitor performance of placed candidates, addressing concerns and offering support.
• In partnership with the local Market Team, build positive relationships with workers, answer questions, and resolve scheduling, or payroll issues promptly and empathetically.
• Respond quickly to day-of or last-minute issues (e.g., no-shows, worker concerns), coordinating with both workers and clients to find fast, effective solutions.
• Travel to Wonolo customer locations (commonly a warehouse or production facility) and coordinate with customers and the local Market Team on issues relating to Wonoloers' experience onsite.
• Partner with the regional Engagement Manager and Sales team to visit prospective customer locations within the market to build local relationships and support new business opportunities.
• Identify inefficiencies or challenges within the worker operations processes and develop or innovate solutions to improve them.
• Regularly examine quantitative and qualitative data related to workers, jobs, and the platform to identify trends and areas for improvement.
• Track key metrics related to your market’s operations and prepare reports to inform strategic decisions and communicate performance to market leadership.
• Work with other Wonolo teams, such as Marketing, Product, and Central Operations, to ensure alignment and inform broader strategic initiatives.
• Some early mornings or evenings may be required during peak periods.

Benefits

• The opportunity for growth in a mission-driven and well-funded start-up
• Meaningful equity
• We pay 100% of the medical/dental/vision insurance premiums for you
• Generous parental leave plan
• Cell phone reimbursement and company laptop
• Retirement plans as well as life and disability insurance
• Access to no-cost on-demand mental health support, including counselling, mindfulness and meditation, and wellbeing courses
• Team outings, happy hours, company off-sites, and more!

What This Job Offers

• Job Type: Full-time
• Career Level: Entry Level
• Number of Employees: 101-250 employees