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 Information Security Auditor

Company: Beyond Finance

Location: Chicago, IL

Posted Jun 08, 2024

Beyond Finance is seeking a Senior Information Security Auditor to safeguard their SaaS applications and protect customer data. The role involves conducting comprehensive security audits, identifying vulnerabilities, ensuring compliance with industry standards, and collaborating with development teams. The ideal candidate should have at least 5 years of experience in information security auditing, with a strong focus on SaaS applications, and possess in-depth knowledge of security frameworks and compliance requirements. Beyond Finance offers an uplifting work environment, competitive benefits, and opportunities for career development.

Director, Total Rewards

Company: Home Chef

Location: Chicago, IL

Posted Jun 07, 2024

Home Chef, a leading meal solutions company founded in 2013, is seeking a Director of Total Rewards. The role involves designing, implementing, and administering competitive compensation and benefits programs, overseeing HRIS and HR operations, and leading a team of professionals. The ideal candidate should have a strategic mindset, strong analytical skills, and experience in compensation and benefits management. Home Chef offers comprehensive benefits, a flexible work environment, and a commitment to diversity and inclusion.

Major Account Executive- Healthcare

Company: Hireology

Location: Chicago, IL

Posted Jun 08, 2024

Hireology, a market-leading organization with over 170 team members, is seeking a driven, sales-minded Account Executive for its Healthcare team. The role involves qualifying, developing, and closing new opportunities within high-growth sales verticals. The successful candidate will be responsible for researching and qualifying potential business opportunities, owning and driving the full sales cycle, strategically building a strong pipeline, consistently exceeding sales objectives, conducting product demonstrations, negotiating contract terms, and representing the Hireology brand at trade shows and conferences. Hireology values a driven, communicative, and metrics-driven individual with 4+ years of full-cycle B2B sales experience, preferably in Healthcare SaaS sales. Benefits include unlimited paid time off, health insurance, 401(k) with company match, a hybrid office in Chicago, an award-winning culture, and amazing growth opportunities.

Information Security Officer

Company: Beyond Finance

Location: Chicago, IL

Posted Jun 07, 2024

Beyond Finance is a company that helps people escape debt and achieve financial freedom. They are looking for an Information Security Officer to join their team and help them grow.

Senior Product Lead

Company: Fetch

Location: Chicago, IL

Posted Jun 06, 2024

Fetch is a top-ranked shopping platform that offers a fun and rewarding experience for users. The company is seeking experienced Senior Product Leaders to set the vision and strategy for product development. The ideal candidate should have a track record of designing innovative products, be data-driven, and have strong communication skills. Fetch provides a comprehensive benefits package, including equity, 401k match, pet benefits, education reimbursement, and flexible work arrangements.

Senior Implementation Engineer

Company: Snapsheet

Location: Chicago, IL

Posted Jun 06, 2024

Snapsheet is seeking a Senior Implementation Engineer for a US-based, remote, full-time position. The role involves implementing and supporting Snapsheet's software products, working with APIs for seamless client system integration, and providing technical support and training. The ideal candidate should have 5+ years of customer-facing software implementation experience, extensive experience with APIs and web applications, and strong communication and problem-solving skills. Snapsheet offers comprehensive benefits including medical, dental, vision insurance, flexible PTO, 401k match, and more. The company is committed to diversity and inclusion, and encourages applicants who may not meet every requirement to apply.

Principal Mulesoft Engineer - API (#Hybrid at Chicago HQ near O'Hare Airport)

Company: Alliant Credit Union

Location: Chicago, IL

Posted Jun 08, 2024

This role involves developing, editing, and analyzing digital platforms, Mulesoft software applications, and cloud services to support corporate business objectives. The responsibilities include designing and developing APIs, proposing software solutions, delivering new technologies, and ensuring compliance with business transactions and laws. The ideal candidate should have a Bachelor's or Graduate degree in Computer Science or related field, with 10+ years of experience in cloud technologies and 4+ years in Mulesoft. Benefits include competitive medical, dental, vision benefits, paid parental leave, gym discounts, generous PTO, tuition reimbursement, and a 401k plan with immediate employer match.

Manager, Technical Support

Company: BigTime Software, Inc.

Location: Chicago, IL

Posted Jun 05, 2024

BigTime Software, a PE-backed company and Inc. 500 Fastest Growing Companies in America for 4 years, is seeking a Manager, Technical Customer Support for its Chicago office. The ideal candidate will lead a team, oversee daily operations, handle complex customer complaints, and conduct coaching sessions. Requirements include a Bachelor's degree, 3-5 years in a SaaS Support Center leadership role, technical expertise, strong leadership skills, and proficiency in relevant software. BigTime offers a competitive salary, benefits, 401k, hybrid work schedule, and more.

Software Engineering Manager

Company: Avant

Location: Chicago, IL

Posted Jun 08, 2024

Avant is seeking a Software Engineering Manager with full-stack experience to join their dynamic FinTech company. The role involves leading a team, managing project priorities, and driving innovation in consumer lending. Avant offers competitive compensation, career advancement opportunities, and a collaborative culture. The ideal candidate should have a degree in computer science, proven experience in Agile environments, and expertise in cloud platforms and front-end/back-end technologies.

Cloud Platform Engineer

Company: iManage

Location: Chicago, IL

Posted Jun 07, 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. As a Cloud Platform Engineer, one can build and manage data centers, work on complex problems, and contribute to a 24x7x365 team. Responsibilities include participating in Agile Sprints, driving innovation, adhering to security best practices, and managing Windows and Linux environments. iManage encourages diversity and inclusion, and provides a supportive culture, flexible work hours, and opportunities for career growth.

Account Manager, ESC

Company: Vouch Insurance

Location: Chicago, IL

Posted Jun 08, 2024

Vouch is a technology-first insurance company for high-growth startups, offering fast, responsive, and tailored insurance solutions. The company is backed with $185M in funding and aims to revolutionize the insurance industry. The role is based in the Chicago office, requiring at least two days of in-office presence. The success team member will ensure customers have a great experience, guiding them through insurance questions, day-to-day servicing, renewals, and risk evaluations. The ideal candidate has 2+ years of sales, brokerage, or customer service experience, strong communication skills, and a competitive drive. Vouch offers competitive compensation, benefits, and a supportive work environment.

Returns Specialist, Chicago

Company: Cisco Meraki

Location: Chicago, IL

Posted Jun 05, 2024

Cisco Meraki is seeking a Returns Specialist for their Operations team in Chicago. The role involves processing return transactions, authorizing return requests, communicating with customers and partners, and coordinating with various teams to ensure a great customer experience. The ideal candidate should have 2 years of transactional operations or clerical experience, excellent organizational skills, and familiarity with ERP systems. A Bachelor's degree is preferred. Cisco Meraki offers a competitive salary range of $47,100—$64,600 USD, along with comprehensive benefits and opportunities for growth in a diverse and inclusive environment.

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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