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.

Reputation and Social Media Manager

Company: Beyond Finance

Location: Chicago, IL

Posted Mar 04, 2023

Beyond Finance is seeking a Reputation and Social Media Manager to maintain their favorable brand image, assist with client satisfaction, and grow their online community. The role involves managing public reviews and comments, collaborating with internal teams, and developing campaigns for community growth. The company offers a positive work environment, benefits, and opportunities for career advancement.

Strategy & Operations Associate

Company: Enova

Location: Chicago, IL

Posted Mar 04, 2023

Enova's hybrid work model allows employees to work in the office for three days a week and from home on two days. The role of a Strategy & Operations Associate involves supporting a core P&L, tackling projects for peak performance and continuous improvement, and working on short-term and long-term initiatives. The associate will manage initiatives, anticipate bottlenecks, and ensure quality. They will also build relationships with cross-functional teams, evaluate vendor proposals, and run ad hoc projects. The ideal candidate has a Bachelor's degree in Engineering, Business, or Finance, 3-6 years of experience, and strong analytical thinking skills.

Business Operations Associate - Merchant

Company: Chowbus

Location: Chicago, IL

Posted Mar 04, 2023

The Business Operations Associate – Merchant is responsible for ensuring the success of service level agreements (SLAs) and managing and improving merchant onboarding and support processes. The role involves maintaining and improving SLAs and quality metrics, leading the onboarding process, and creating impactful reporting. The ideal candidate has operational, supply chain, or business development experience, bilingual proficiency in English and Mandarin, and experience with CRM tools. The company offers a fair compensation package, medical insurance, and unlimited PTO.

Data Loss Prevention Engineer

Company: Avant

Location: Chicago, IL

Posted Mar 04, 2023

The job posting is for a Data Loss Prevention Specialist (DLP) at Avant. The role involves working on data protection technical controls, managing and testing business rules, conducting data discovery, and implementing data protection projects. The ideal candidate should have 3-5+ years of experience in security systems administration, with 2+ years of technical hands-on data protection practitioner experience. Familiarity with administering security controls, databases, role-based access, DLP, data classification, and governance solutions is required.

Associate, Financial Planning & Analysis

Company: Avant

Location: Chicago, IL

Posted Mar 05, 2023

The Associate, Financial Planning & Analysis role at Avant offers the opportunity to create tangible value for the business, partner with business customers, drive strategic business direction, and perform financial data analysis. The role involves analyzing trends, developing presentations, creating the Annual Budget, Monthly Financial Forecast, and Long-Term Financial Plan, implementing FP&A platform updates, and working closely with business leaders to drive cost efficiencies. The ideal candidate should have a Bachelor's Degree in a quantitative major and 2+ years of experience in financial planning and analysis. Preferred qualifications include a Master's Degree, MBA, or relevant certifications.

Security Operations Manager

Company: SpotHero

Location: Chicago, IL

Posted Mar 03, 2023

SpotHero is seeking a security operations manager to build out a security program for their production applications and corporate cloud-based IT. The ideal candidate should have 5+ years of experience in security operations, with 1-2 years managing people. They should have a deep understanding of cybersecurity and excellent communication skills. The role involves managing vendor engagements, driving process for reviewing potential vendor security practices, and conducting internal audits for information security, governance, and compliance best practices.

Senior PostgreSQL Database Administrator (Remote)

Company: Enova

Location: Chicago, IL

Posted Mar 04, 2023

Enova is looking for a PostgreSQL DBA to join their team. The role requires 5+ years of PostgreSQL experience and involves managing daily operations, troubleshooting, and working collaboratively with application development teams.

Associate Principal, Cloud Engineering

Company: OCC

Location: Chicago, IL

Posted Mar 04, 2023

The text describes a job posting for a Cloud Platform Engineer at the Options Clearing Corporation. The role involves providing technical guidance, managing and automating a large virtualization and cloud-based computing environment, and implementing production changes during maintenance windows. The ideal candidate should have strong experience with networking, scripting/development skills in Python, Ruby, Go, Java, etc., and relevant experience with AWS. The company offers a collaborative environment, competitive benefits, and tuition reimbursement.

Associate Principal, Cloud Engineering (Network)

Company: OCC

Location: Chicago, IL

Posted Mar 04, 2023

The text describes a job posting for a Cloud Platform Engineer position at the Options Clearing Corporation. The role involves providing technical guidance, managing and automating a large virtualization and cloud-based computing environment, and working with tools such as Docker, Kafka, and container management systems. The ideal candidate should have experience with networking, scripting/development skills, and relevant certifications like AWS Solutions Architect Associate Certification or higher.

Security Operations Manager

Company: SpotHero

Location: Chicago, IL

Posted Mar 03, 2023

SpotHero is hiring a security operations manager to build a comprehensive security program for their product applications and corporate cloud-based IT. The role involves driving SecOps and DevSecOps methodologies, organizing security testing, managing risks, and working with Corporate IT to build security programs for corporate assets and employee education. The ideal candidate should have 5+ years of experience in security operations, strong communication skills, and a player/coach approach. SpotHero offers competitive benefits, flexible PTO, and a supportive work environment.

Senior Data Engineer (Remote)

Company: Enova

Location: Chicago, IL

Posted Mar 04, 2023

Enova International is a leading financial technology company offering accessible credit for millions through its AI and machine learning-powered Colossus platform. They value inclusion, culture, and equal employment opportunity. The company is currently accepting candidates for remote positions in several states and seeks experienced Data Services Team members to support software engineering, strategy, product, compliance, operations, technology, and analytics teams. The role involves leading technical projects, enhancing tooling, and working as a 'full stack' Data Engineer. Required experience includes 3+ years in data engineering, 1+ years with Python, SQL, and cloud data warehouse technologies.

Strategic Pricing Analyst

Company: MoLo Solutions

Location: Chicago, IL

Posted Mar 03, 2023

The Strategic Pricing Analyst role at MoLo involves analyzing internal data, executing a predefined pricing strategy, and collaborating with cross-functional teams to optimize pricing and support the best possible customer experience. The role requires minimum 2 years of third-party logistics truckload experience, minimum 1 year of truckload pricing experience, and proven knowledge of truckload market trends and pricing analysis. The company offers a casual and fun culture, innovative career development, competitive salary, and comprehensive benefits.

Frequently Asked Questions

What are typical salary ranges for unlimited PTO tech roles by seniority?
Entry‑level engineers start around $90k–$120k, mid‑level $120k–$160k, senior $160k–$200k, staff $200k–$250k, and principal $250k+ annually. Product managers and designers have comparable ranges, while data scientists and DevOps engineers follow similar tiers.
What skills and certifications are required for unlimited PTO positions?
Software engineers should master Go or Rust, AWS Certified Solutions Architect, and Certified Kubernetes Administrator. Product managers need Agile Scrum or SAFe certification, proficiency in Jira, and data‑analysis skills in SQL and Python. UX designers should be fluent in Figma, have a portfolio, and understand accessibility standards. Data analysts require expertise in Snowflake, Tableau, and statistical modeling. DevOps engineers need Terraform, GitHub Actions, and CI/CD best practices.
Is remote work available in unlimited PTO roles?
Yes. Most companies offering unlimited PTO—such as GitHub, Atlassian, and Shopify—provide fully remote or hybrid options. Remote‑first culture pairs well with unlimited PTO, as employees can schedule time off around project milestones and global deadlines.
What career progression paths exist in unlimited PTO tech roles?
Typical ladders progress from Associate/Junior to Mid, Senior, Staff, and Principal levels. Unlimited PTO allows professionals to focus on skill development, certifications, and cross‑team leadership, accelerating promotion timelines. Mentorship programs and internal mobility initiatives further support upward movement.
What industry trends affect unlimited PTO positions?
The shift toward outcome‑based performance, increased emphasis on mental health, and the rise of remote‑first teams are driving the adoption of unlimited PTO. Companies use the benefit to attract high‑talent, reduce turnover, and promote a culture of trust and autonomy. Data shows that firms offering unlimited PTO often report higher productivity and employee satisfaction scores.

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