Unlimited Pto Jobs in Chicago, IL

16,263 open positions · Updated daily

Looking for Unlimited Pto jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Unlimited Pto position in the Chicago, IL area.

Senior Data Engineer

Company: Apex Fintech Solutions

Location: Chicago, IL

Posted Sep 07, 2023

Apex Fintech Solutions is seeking a Senior Software Engineer to lead the development of a next-generation trade clearing platform. The role involves designing, developing, and maintaining cloud-native, event-driven microservices using Go, Kafka, SQL, and Protocol Buffers. The ideal candidate should have 6+ years of experience, a degree in Computer Science or related field, and a strong proficiency in Go. The company offers a collaborative environment, continuous learning opportunities, and a robust benefits package.

Systems Engineer

Company: Ascent Global Logistics

Location: Chicago, IL

Posted Sep 06, 2023

Ascent is a leading logistics company with $2 billion in revenue and a team of over 1,000 experts. They offer a wide range of logistics solutions, including truckload, less-than-truckload, global forwarding, air charter, specialized, and expedite solutions. Their innovative technology platform, PEAK, enables them to handle complex logistics challenges. Ascent is seeking a System Engineer with expert-level knowledge in Azure IaaS/PaaS, O365, Teams, Azure AD, AD, Azure Virtual Desktop, Storage, Backups, and disaster recovery. The ideal candidate will have a Bachelor's degree in computer science or IT, 3+ years of system engineering experience, and relevant industry certifications. They will manage Azure tenants, automate processes, and ensure system performance and uptime. Ascent offers competitive benefits, including 401(k) matching, health insurance, paid time off, and tuition reimbursement.

Communications Coordinator (12 month contract)

Company: Cisco Meraki

Location: Chicago, IL

Posted Sep 07, 2023

Cisco Meraki is seeking a Communications Coordinator to maintain and operationalize internal communications. The role involves collaborating on a communication plan, developing templates, managing content for department-level communications, and ensuring the intranet is up-to-date and engaging. The ideal candidate has experience in Communications, Graphic Design, or related fields, excellent communication skills, and the ability to manage multiple tasks. Cisco offers competitive benefits and a collaborative, inclusive work environment.

Director, Data & Location Intelligence GTM & Solutions

Company: SADA

Location: Chicago, IL

Posted Sep 07, 2023

SADA is seeking a Director, Data & Location Intelligence GTM & Solutions to lead the company's solutions go-to-market strategy for the Data & Location Intelligence pillar. The ideal candidate will have a proven track record in building and growing high-impact partner ecosystems, shaping customer solutions, and driving indirect revenue growth strategies globally. They will work closely with senior leadership, technical experts, and partner companies to create partner models and drive business growth. The role involves developing and executing the strategy around the pivot to solutions, packaging and launching solutions, representing SADA as an ambassador to Google and the partner ecosystem, and leading and motivating diverse and remote teams. The candidate should have 10 years of experience in sales and/or partnerships, with at least 5 years of leadership experience managing partner teams and indirect sales channels. They should also have experience working closely with C-level executives and building partnerships, measuring and growing partner revenue contribution, and developing partner solutions. SADA values a data-driven approach, executive presence, ownership mentality, mobility, teamwork, visionary leadership, operational leadership, managing people, driving results, and professionalism.

Loan Processing Representative (Remote)

Company: Enova

Location: Chicago, IL

Posted Sep 06, 2023

Enova International is hiring Loan Processors for specific states. The role involves processing loan applications, initiating outbound calls to customers, ensuring loan quality standards, managing a pipeline of loan applications, and providing excellent customer service. Previous experience in a customer support role, strong communication skills, familiarity with CRM systems, and the ability to multitask are required. Benefits include flexible work schedule, health insurance, 401(k) matching, PTO, sabbatical program, and DEI groups. Enova is a values-driven organization committed to making accessible credit for millions.

Test Engineer

Company: HHS Technology Group

Location: Chicago, IL

Posted Sep 06, 2023

HHS Tech Group is hiring a Test Engineer with extensive experience in Selenium and Java, and a strong background in requirement elicitation methodologies. The ideal candidate will have experience in State Government Health and Human Services, Medicaid, and Provider Enrollment or Provider Relations. Responsibilities include implementing new automated tests, proposing shared libraries of test steps, and assisting in the development of new tools for automated testing. The role requires at least 8 years of overall experience in a Software Development Engineer/Test Engineer position, with 4+ years in automation testing responsibilities. A Bachelor's degree in Information Technology or a related discipline is required.

Executive Assistant

Company: Argo Group

Location: Chicago, IL

Posted Sep 07, 2023

Argo Group is a global multiline underwriter of specialty insurance and reinsurance products, offering a comprehensive line of high-quality products and services. The company fosters an inclusive culture that embraces diversity and design thinking, relies on innovation and agility, and promotes collaborative service delivery. Argo Group is currently seeking an Executive Assistant with at least 5 years of relevant administrative experience, including 3 years supporting an Executive. The role involves managing calendars, travel arrangements, meetings, conference and event planning, handling correspondence, and producing reports. The company offers a competitive Total Rewards package, including flexible workplace policies, comprehensive health and wellness options, and opportunities for professional development.

Senior Associate, Software Engineering: DevOps

Company: OCC

Location: Chicago, IL

Posted Sep 07, 2023

The Options Clearing Corporation (OCC) is seeking a DevOps engineer to join their team. The ideal candidate will have experience with Kubernetes, public cloud service providers, and DevOps tools such as Terraform, Ansible, Jenkins, and Helm. They should also be familiar with monitoring tools like Splunk, ElasticSearch, and Prometheus. The role involves enabling development teams to self-service build and deployment processes, designing and implementing process improvements, and supporting the maintenance and configuration of development environments in Kubernetes and AWS. The candidate must have a BS degree in Computer Science or a related field, 5+ years of experience in DevOps, and proficiency in programming languages like Java, Bash, Python, or Go. The OCC offers a collaborative environment, hybrid work options, tuition reimbursement, and competitive benefits.

Senior Product Manager (Asset Reference)

Company: Apex Fintech Solutions

Location: Chicago, IL

Posted Sep 06, 2023

Apex Fintech Solutions is a company that powers innovation and digital wealth management by processing millions of transactions daily. They have received several prestigious industry awards and are looking for a Senior Product Manager to join their team.

Senior Manager Revenue Recognition

Company: SADA

Location: Chicago, IL

Posted Sep 06, 2023

The job posting is for a Senior Manager Revenue Recognition position at SADA, a fast-growing company. The role involves managing the revenue recognition function, reviewing revenue arrangements, and working with various teams to ensure timely and accurate reporting.

Associate Account Manager

Company: Grubhub

Location: Chicago, IL

Posted Sep 07, 2023

Grubhub is a leading online food ordering platform with over 300,000 restaurant partners. The company values innovation, teamwork, and a fun culture. As an Associate Account Manager, you will develop client partnerships, manage accounts, and generate revenue. The role requires strong communication skills, coach-ability, and experience in sales or account management. Grubhub offers a competitive compensation package, benefits, and opportunities for growth.

Digital Marketing Associate, Small Business (Hybrid)

Company: Enova

Location: Chicago, IL

Posted Sep 07, 2023

Enova International is seeking a Digital Marketing Associate with 4+ years of experience in digital marketing and online acquisition efforts. The role involves managing direct response media marketing campaigns across multiple paid media channels, working with internal and external teams for data analysis and campaign optimization, and collaborating on new initiatives and projects. The company offers a flexible work schedule, comprehensive benefits, and a values-driven culture. Requirements include expertise in Google Ads, Programmatic Display, Meta, and web analytics tools, strong analytical skills, and excellent project management abilities.

Frequently Asked Questions

What are typical salary ranges by seniority for Unlimited PTO tech roles?
Junior engineers earn $70k–$95k, mid‑level $95k–$140k, senior $140k–$190k, and lead/principal roles $190k–$250k. Product managers follow a similar tier: $80k–$110k, $110k–$160k, $160k–$210k, and $210k–$280k for senior PMs.
What skills and certifications are required for Unlimited PTO positions?
Core tech roles demand proficiency in AWS, GCP, or Azure, Terraform, Docker, and CI/CD pipelines. Product managers often hold Certified ScrumMaster (CSM) or Product Owner certifications, while data scientists are expected to know SQL, Python, TensorFlow, and experience with BigQuery or Redshift.
Is remote work common for Unlimited PTO jobs?
Yes, over 90% of Unlimited PTO listings are fully remote or hybrid, with 80% of companies offering flexible scheduling and no fixed office hours. Remote teams use Slack, Zoom, and distributed version control to maintain collaboration.
What career progression paths exist within Unlimited PTO companies?
Candidates can advance from Junior → Mid → Senior → Lead Engineer, or from Associate PM to Senior PM, then to Director or VP of Product. Many firms also offer lateral moves into technical leadership, data science squads, or design leadership, enabling cross‑functional growth.
What industry trends affect Unlimited PTO roles?
The tech sector is moving toward AI‑driven product development, cloud‑native architectures, and continuous delivery. Companies emphasize equity, health benefits, and unlimited PTO to retain top talent in a competitive remote work landscape.

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