Operations Associate- AI Enablement

Upwell; Omaha, Northern (NE, KY); Hybrid; USD 42,000 - 56,000; Full time

Benefits offered by this job

Competitive salary

Equity package

Health insurance

Dental insurance

Vision insurance

401(k)

Flexible PTO

Professional development budget

Job summary

Upwell is seeking an entry-level Operations Associate - AI Enablement. You will work directly with customers and across the Customer Success, Operations, Product, and Engineering teams to learn workflows, configure solutions, and resolve issues.

This role is hands-on, heavily customer-facing, and designed to grow with increasing responsibility within the AI-enabled operations space. As you gain experience, you’ll own conversations, discovery, implementations, and projects, while exploring

Qualifications

• Bachelor's degree or equivalent education/experience.
• Strong written and verbal communication.
• Excellent organization and attention to detail.
• Strong problem-solving and critical-thinking skills.
• Ability and desire to learn new systems quickly.
• Ability to manage multiple priorities.
• Comfort with spreadsheets and unfamiliar software.
• Ability to collaborate across teams.
• Interest in AI technologies.

Responsibilities

• Communicate with customers via email and participate in calls from the start.
• Support onboarding, implementations, workflow discovery, and ongoing service needs.
• Understand customer work processes and the systems they use.
• Translate customer processes into Upwell configurations and requirements.
• Configure, test, and launch customer workflows in Upwell.
• Work hands-on with workflows to understand real-world operations.
• Investigate issues and coordinate resolution with internal teams.
• Create and maintain process documentation and training materials.
• Support projects from requirements to completion with stakeholders.
• Test new functionality and ensure it meets customer needs.
• Provide feedback to Product and Engineering.
• Identify automation opportunities using technology and AI.

Skills

Communication

Organization

Problem-solving

Learning agility

Multitasking

Collaboration

Interest in AI

Education

Bachelor's degree or equivalent

Job description

About the Role

Upwell builds AI-powered order to cash automation for the logistics industry. We help freight brokers, carriers, and logistics companies reduce manual work across invoicing, accounts receivable, payments, and related customer workflows.

We are looking for a motivated, curious, and organized individual to join our AI Enablement team. This is an entry-level opportunity for someone who wants meaningful responsibility early in their career, broad exposure to a growing technology company, and hands‑on experience in an AI‑first environment.

The Operations Associate- AI Enablement will work directly with customers and across Upwell's Customer Success, Operations, Product, and Engineering teams. You will help understand customer workflows, implement and support those workflows within Upwell, resolve operational issues, and identify opportunities to improve how work gets done.

This is a customer-facing role from the start. You will communicate with customers and participate in customer calls from the beginning. As your knowledge and judgment grow, you will take increasing ownership of customer conversations, workflow discovery, implementations, and project.
** This is an operations and customer enablement role—not a data science, machine learning, or software engineering position. You’ll use AI every day to solve problems, improve processes, and automate work, but this is a highly customer‑facing, hands‑on role that requires managing multiple tasks and projects. Prior freight, logistics, or AI experience is NOT required.**

Responsibilities

• Communicate directly with customers by email and participate in customer calls from the beginning.
• Support customer onboarding, implementations, workflow discovery, and ongoing service needs.
• Learn how customers perform their work today, including the systems they use, the rules they follow, and the exceptions they encouter.
• Help translate customer processes into Upwell configurations, operations procedures, and clearly defined requirements.
• Configure, test, and launch customer workflows within the Upwell platform.
• Work hands‑on with the workflows and real‑world scenarios to understand how processes operate in practice.
• Investigate operational issues and exceptions, obtain needed information from customers, and coordinate resolution with internal teams.
• Create and maintain clear process documentation, standard operations procedures, and training materials.
• Support customer and internal projects from initial requirements through completion, keeping stakeholders aligned on open item sand next steps.
• Test new functionality and confirm that solutions meet customer needs and work in real‑world situations.
• Translate customer and operational needs into clear feedback and requirements for Product and Engineering.
• Identify recurring manual work and opportunities to improve, standardize, or automate processes using technology and AI.
• Take on increasingly complex customer, operational, implementation, and product responsibilities as experience grows.

Qualifications

• Bachelors degree or equivalent education, experience, or demonstrated capability.
• Strong written and verbal communication skills, with the confidence to interact professionally with customers.
• Excellent organization, attention to detail, and follow-through
• Strong problem‑solving and critical‑thinking skills.
• Ability and desire to learn new systems, processes, and subject matter quickly
• Ability to manage multiple priorities and carry work through to completion
• Comfort working with spreadsheets, technology, and unfamiliar software.
• Ability to collaborate effectively across customer‑facing, operational, and product teams.
• Interest in how AI and emerging technology can improve business operations.

Growth Opportunities

This role is deigned for someone who wants to learn quickly and take on increasing responsibility. You will gain practical exposure to customers, implementations, operations, AI‑enabled automation, and product development while building a strong understanding of how a growing software company operates.

As you develop expertise and demonstrate your strengths, you may progress toward leading customer workflow discussions, owning implementations or projects, supervising work within AI Enablement, or pursuing opportunities in Customer Success, Product, or Operations.

Perks of the Job

• Competitive salary
• Equity package
• Health, dental and vision insurance available
• 401(k)
• Flexible PTO
• Professional development budget