Purchasing Platform

Apprentice, DevOps and IT

Posted Yesterday

Remote or Hybrid

Hiring Remotely in Chicago, IL

Internship

Remote or Hybrid

Hiring Remotely in Chicago, IL

Internship

As a DevOps/IT Apprentice, you will assist with cloud infrastructure, CI/CD pipeline maintenance, and internal IT operations while documenting processes and automating workflows.

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We’re transforming property tech!

Purchasing Platform Inc. is a next generation marketplace serving the property management sector. Leveraging our market knowledge and tech savvy, we revolutionize the procurement of products and services across the property management sector. By centralizing procurement, our software brings stronger corporate controls and greater spend visibility to portfolio operators of all sizes.

About the Role

We're a fast-moving tech startup looking for a curious, motivated DevOps/IT Apprentice to grow alongside our engineering team. You'll get real exposure to cloud infrastructure, CI/CD pipelines, and internal IT operations — not just ticket-filing.

We are not looking for someone who will maintain the status quo. We want someone who is excited to build — to automate manual processes, improve reliability, and help lay the infrastructure foundation that will support our next phase of growth.

Apprenticeship Details

Job Title: DevOps / IT Apprentice

Type: Part-Time (20 hrs/week)

Location: Hybrid or Remote

Compensation: Paid

Length of Apprenticeship: 6-months

Estimated Start Date: June 1, 2026

This is a paid, part-time role (20 hrs/week) with a genuine path to full-time employment for the right person. You will be expected to roll up your sleeves, ask good questions, and take ownership of your work from day one.

Note: Not open to visa sponsorship at this time.

What you’ll be doing

Key Responsibilities

Infrastructure & Cloud

Assist with cloud infrastructure setup and monitoring (AWS/GCP/Azure)
Support CI/CD pipeline maintenance and automation scripts
Monitor systems and respond to alerts under senior engineer guidance
Participate in on-call rotations (light exposure, well-supported)

IT Operations

Help manage internal IT: devices, access, accounts, and onboarding
Document processes, runbooks, and infrastructure diagrams
Partner cross-functionally with product and engineering on systems improvements
Identify manual or fragile workflows and propose automation solutions

What You'll Own

Number of manual processes automated or documented per quarter
System uptime and incident response time (supported, not solo)
Quality and completeness of internal IT documentation and runbooks
On-time delivery of assigned infrastructure tasks

What Success Looks Like Over the Next 6 Months

Within the first 30 days, you will have a working understanding of our infrastructure, have shadowed key systems, completed your first documented runbook, and identified at least one process that could be automated or improved.

By month three, you are contributing independently to infrastructure tasks, have shipped at least one automation or improvement, and engineering trusts you to own a slice of operations.

By month six, you are being seriously evaluated for a full-time offer. Our internal IT is better documented, key manual workflows are more automated, and you are a reliable partner to the engineering team.

What you'll bring to the role

What We’re Looking For

Experience & Qualifications

Currently studying or recently graduated in CS, IT, or a related field
Familiarity with Linux/Unix command line basics
Exposure to at least one cloud platform or containerization (Docker/K8s a plus)
Some scripting experience (Bash, Python, or similar)
Reliable, communicative, and genuinely curious about how systems work
High ownership mindset — you follow through without needing to be chased

Tools We Use

Cloud & Infra: AWS / GCP, Terraform, Docker, Kubernetes
CI/CD: GitHub Actions, CircleCI
Monitoring: Datadog, PagerDuty, Grafana
Collaboration: Slack, Notion, Linear, Jira
Version control: Git / GitHub

#LI-Remote

#BI-Remote

Join Our Team: Perks, Benefits, and Culture

At Purchasing Platform, we're not just offering a job; we're inviting you to be part of something bigger. Our comprehensive benefits package and vibrant culture are designed to support your health, well-being, and career growth. Here's what full-time team members can look forward to when joining our team:

Competitive Compensation & Benefits

Health & Wellness: Choose from a variety of health plans tailored to meet your needs. Plus, enjoy a $75/month wellness perk to support your fitness and mental health.

Financial Security: Plan for the future with our 401(k) plan, featuring a company match. We also provide a $75/month remote work expense reimbursement to cover your cell phone or internet costs.

Work-Life Balance: With a minimum of 30 days of paid time off each year, including PTO, holidays, and a winter break, you'll have the time you need to relax and recharge.

Parental Leave: We support new parents with 6 weeks of paid leave, ensuring you have the time to bond with your little one.

Hybrid Work Model: Our team enjoys the flexibility of a hybrid work model. Join us in-office each Tuesday for our All Hands meeting and collaboration sessions. On other days, choose where you work best, whether from home or our office. We also offer a commuter expense reimbursement perk to make your in-office days easier.

Our Cultural Hub: Located in the heart of downtown Chicago at 444 N Wells St. Ste 502, our office is more than just a workspace—it's a hub where creativity and collaboration thrive.

Our Core Values

Bring Joy: We believe in making every day enjoyable for our team and our customers.

Value People: Every team member is respected, heard, and valued.

Make an Impact: We're driven to make a positive difference in everything we do.

Keep It Simple: Efficiency and clarity guide our processes and decisions.

Always Be Curious: Continuous learning and innovation are at the heart of our culture.

Commitment to Equality

We are proud to provide equal employment opportunities (EEO) to all employees and applicants, regardless of race, color, religion, sex, sexual orientation, gender identity, national origin, age, or disability. We celebrate diversity and are committed to creating an inclusive environment for all.

Top Skills

AWS

CircleCI

Datadog

Docker

GCP

Git

Github Actions

Grafana

Kubernetes

Pagerduty

Terraform

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