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.

Third Party Risk Analyst (Perm - Hybrid at our Chicago HQ near O'Hare Airport)

Company: Alliant Credit Union

Location: Chicago, IL

Posted Mar 21, 2024

This job posting is for a Third-Party Risk Management role at Alliant. The role involves ensuring third-party relationships comply with company policies and regulatory guidelines, conducting risk assessments, and managing due diligence. Responsibilities also include monitoring performance, reporting to governance committees, and understanding financial services regulations. Benefits include competitive health benefits, parental leave, a competitive compensation plan, gym discounts, generous PTO, tuition reimbursement, and a 401k with immediate employer match.

Architect, Digital Solutions

Company: Hearst

Location: Chicago, IL

Posted Mar 21, 2024

iCrossing, a part of the Hearst Corporation, is seeking a Digital Solutions Director with over 10 years of experience in digital transformation. The role involves advising C-suite on technical enablement, designing digital maturity assessments, and managing client relationships. The ideal candidate should have expertise in digital tools, enterprise-level technical experience, and strong leadership skills. iCrossing values a human-centric approach, fostering a collaborative environment with a focus on creating engaging customer experiences.

Senior Software Engineer, Back-End Focus

Company: Kin Insurance

Location: Chicago, IL

Posted Mar 21, 2024

Kin is a high-growth Insurtech company revolutionizing the home insurance industry. They are seeking a Senior Software Engineer - Back End Focus to develop products and features, work on complex engineering problems, and mentor junior engineers. The role involves writing code in Ruby and occasionally Python and Typescript, leading pair programming sessions, driving design or architectural tasks, and collaborating with cross-functional teams. Kin offers a comprehensive benefits package, including medical, dental, vision, disability and life insurance, flexible PTO, remote work, generous equity package, 401K with company match, parental leave, and continuing education opportunities. Kin values diversity and is committed to being an Equal Employment Opportunity and Affirmative Action Employer.

Inbound Call Center Representative - Hybrid (Located near O'Hare Airport)

Company: Alliant Credit Union

Location: Chicago, IL

Posted Mar 20, 2024

Alliant Credit Union is seeking a customer service representative for a hybrid role. The representative will handle member inquiries, resolve issues, and provide consultative service. They will also build relationships with members and educate them on credit union products and policies. The ideal candidate has 1-5 years of experience in banking, retail, or customer service, with 1-5 years in a call center within financial services preferred. Benefits include competitive medical and dental benefits, paid parental leave, gym discounts, generous PTO, tuition reimbursement, and a 401k with immediate employer match. The role requires adherence to Bank Secrecy Act policies and compliance with all applicable laws and company procedures.

Technical Product Manager

Company: Beyond Finance

Location: Chicago, IL

Posted Mar 21, 2024

Beyond Finance is seeking a Product Manager with 3-5 years of experience to join their new product technology team. The role involves creating product strategy, managing product execution, collaborating with various teams, and leading product development ceremonies. The company offers a collaborative work environment, competitive benefits, and opportunities for career development. They are looking for someone passionate about delivering the best customer experience and with strong analytical and problem-solving skills.

Instructional Designer I

Company: Everspring

Location: Chicago, IL

Posted Mar 20, 2024

Everspring, a leading education technology provider, seeks an Instructional Designer I to join their Learning Design team in Chicago. The ideal candidate should have 2-4 years of experience in instructional design, a Master's degree, and expertise in course design principles. Responsibilities include designing and building online courses, managing projects, communicating with faculty, and providing ongoing support. Everspring offers a range of solutions, is committed to diversity, and provides competitive benefits.

Senior OKR Manager

Company: iManage

Location: Chicago, IL

Posted Mar 21, 2024

iManage offers a flexible working policy that supports employee health and well-being. The company values collaboration and learning, while providing flexibility for work-life balance. The Senior OKR Manager role involves creating value in OKR planning and reflection, partnering with the executive team, and driving OKR adoption. The ideal candidate has experience in a fast-moving SaaS business, strong project management skills, and excellent communication abilities. iManage provides a supportive culture, flexible work hours, and comprehensive benefits, including health insurance, retirement savings, and wellness programs.

Account Executive

Company: Snap! Mobile

Location: Chicago, IL

Posted Mar 20, 2024

Snap! Mobile, Inc is a technology platform for school athletics and activities, offering solutions like Snap! Raise for fundraising, FanX for communication, Snap! Spend for money management, and more. The company is seeking an Account Executive for a full-time role in West Chicago. The role involves driving sales, building customer relationships, and executing a strategic territory growth plan. The ideal candidate is organized, adaptable, and has 2+ years of sales experience. The company offers competitive compensation, benefits, and opportunities for professional growth.

Associate Principal, Software Engineering - Test Data Management

Company: OCC

Location: Chicago, IL

Posted Mar 21, 2024

The Associate Principal, Software Engineering role at OCC involves developing and delivering cloud-native event-driven clearing, risk management, and data platform applications using Java. The candidate will be responsible for creating data processing (ETL) applications, extract modules using SQL and Java, transformation modules, Java applications for data ingestion, synthetic test data generation, data comparison and reconciliation utilities, and automation using UC4 and other tools. The role requires 7+ years of experience in building large-scale, computing, and event-driven solutions, with expertise in Java 8+, Object-Oriented Designs, multi-threading, cloud technologies (preferably AWS), data formats (csv, json, Protobuf), Kafka, IBM MQ, and containerized applications. The candidate should have strong SQL knowledge, experience with high-speed distributed computing frameworks, and familiarity with DevOps tools. OCC offers a collaborative environment, hybrid work, tuition reimbursement, student loan repayment assistance, technology stipend, generous PTO, and competitive health benefits.

Sales Account Manager

Company: Grainger

Location: Chicago, IL

Posted Mar 21, 2024

Grainger, a leading broad line distributor, is seeking a passionate Account Manager to drive sales growth in a specific geography or vertical. The role involves understanding customer goals, demonstrating market knowledge, overseeing managed inventory tasks, leveraging Grainger's value proposition, developing account penetration strategies, and capturing activity data in CRM. The ideal candidate should have 3+ years of direct outside sales experience, sales forecasting skills, and the ability to utilize sales processes to uncover customer objections and determine solutions. Grainger offers comprehensive benefits, including medical, dental, vision, life insurance, generous paid time off, a 401(k) plan, employee discounts, parental leave, tuition reimbursement, and wellbeing programs. The company is committed to equal employment opportunity and fostering an inclusive environment.

Manager, Merchant Accounts

Company: Grubhub

Location: Chicago, IL

Posted Mar 20, 2024

Grubhub is seeking a Manager, Restaurant Success, to lead a team of 7-10 Account Advisors and Associate Account Advisors. The role involves coaching team members, managing day-to-day workflows, and contributing to department-wide initiatives. The ideal candidate should have 3-5 years of sales or account management experience, preferably in the restaurant industry, and experience managing a team. Grubhub offers a range of benefits, including flexible PTO, health and wellness programs, competitive compensation, free meals, and opportunities for social impact.

Principal, Software Engineering - Test Data Management

Company: OCC

Location: Chicago, IL

Posted Mar 21, 2024

The Options Clearing Corporation (OCC) is seeking a Principal, Software Engineering for the Renaissance Integration and Testing team. The role involves leading Test Data Management and Day 0 migration projects, designing and documenting architecture for the TDM solution, and developing automation capabilities for integration testing. The ideal candidate should have strong data architecture and development experience, proficiency in Java and Python, and experience with modern data technologies. The position offers a collaborative work environment with benefits such as tuition reimbursement, student loan repayment assistance, and generous PTO.

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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