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: Intelligent Medical Objects

Location: Chicago, IL

Posted May 25, 2024

IMO is seeking a Data Engineer to join their team of clinicians, software developers, and data scientists. The ideal candidate will be responsible for expanding and optimizing data pipeline architecture, supporting cross-functional teams, and ensuring optimal data delivery architecture. The role involves creating and maintaining data pipelines, assembling complex data sets, and building analytics tools. The candidate should have a degree in Computer Science or a related field, advanced SQL knowledge, and experience with big data technologies. The company offers a collaborative environment, training, excellent benefits, and the opportunity to work on innovative healthcare solutions.

Operations Enablement Specialist (Hybrid - Chicago)

Company: Vouch Insurance

Location: Chicago, IL

Posted May 25, 2024

Vouch is a technology-first insurance company for high-growth startups, offering fast, responsive, and relevant insurance solutions. The company is backed with $185M in funding and is the preferred insurance provider to customers of Y Combinator, Brex, Carta, and WeWork. Vouch is looking for an Operations Enablement Specialist to lead initiatives within the Client Operations team, focusing on process improvement, project support, data analysis, change management, and quality assurance. The ideal candidate should have 3-5 years of experience in operations, process improvement, or project management, preferably within the insurance industry or high-growth startups. Vouch offers competitive compensation, benefits, and a supportive work environment with a focus on diversity and employee wellbeing.

Associate Principal, Cloud Engineering

Company: OCC

Location: Chicago, IL

Posted May 25, 2024

The Options Clearing Corporation (OCC) is a leading clearing organization that provides services for options, futures, and securities lending transactions. The company offers a collaborative work environment, competitive benefits, and opportunities for professional growth. The job posting is for a Cloud Engineering Associate Principal position, requiring experience with cloud infrastructure, automation, and scripting languages.

Creative Director

Company: Keeper Security, Inc.

Location: Chicago, IL

Posted May 25, 2024

Keeper Security, a fast-growing cybersecurity company, is seeking a Creative Director to lead and execute its brand vision. The role involves developing creative visions, managing a design team, and overseeing creative campaigns. The ideal candidate should have 10+ years of experience, strong leadership skills, and a diverse portfolio. Benefits include comprehensive health insurance, a generous PTO plan, and above-market annual bonuses.

Bulk Admin

Company: Beyond Finance

Location: Chicago, IL

Posted May 25, 2024

Beyond Finance is a growing organization dedicated to helping individuals overcome debt. They are seeking a Negotiations Support Administrator to manage client accounts, communications, and tasks. The role involves working closely with negotiators and management, coordinating tasks, and maintaining attention to detail. The ideal candidate should have a high school diploma, experience in administrative or customer service, and strong interpersonal skills. Beyond Finance offers a collaborative work environment, competitive benefits, and opportunities for career development.

Bulk Negotiations Specialist

Company: Beyond Finance

Location: Chicago, IL

Posted May 25, 2024

Beyond Finance is a mission-driven organization that helps Americans overcome debt and achieve financial stability. They are seeking an Account Manager to negotiate delinquent accounts, manage client finances, and build relationships with external partners. The ideal candidate will have strong communication skills, a passion for helping people, and proficiency in technology. Beyond Finance offers a collaborative work environment, competitive benefits, and opportunities for career growth.

Senior Data Analyst

Company: Tegus

Location: Chicago, IL

Posted May 25, 2024

Tegus is a leading market intelligence platform that empowers key decision-makers with comprehensive databases and analytical solutions. As a Senior Data Analyst, you will collaborate with cross-functional teams to design and implement analytical solutions, create insightful dashboards, and deliver data-driven insights. The role requires a bachelor's degree in a quantitative field, 2+ years of experience in business intelligence or data analysis, proficiency in SQL, and strong experience with enterprise business intelligence systems like Tableau, Power BI, or Looker. Benefits include comprehensive medical plans, 401K with employer match, unlimited paid vacation, and a thriving company culture.

Business Analyst

Company: Intelligent Medical Objects

Location: Chicago, IL

Posted May 25, 2024

The Business Analyst/Product Owner will lead an agile team, prioritize work, and collaborate with engineering to build features. They will work closely with stakeholders, assess value, and prioritize stories. The role requires understanding of technology and business, strong organizational skills, and the ability to interact professionally with diverse personalities. The ideal candidate should have at least 3 years of Business Analyst experience, AGILE/Scrum certification, and proficiency in Microsoft Office applications. The company offers innovative work environment, training, and excellent benefits.

Customer Support Manager

Company: Nexamp

Location: Chicago, IL

Posted May 25, 2024

Nexamp is seeking a Customer Support Manager to lead its Customer Loyalty & Account Management teams. The role involves managing capacity planning, technological advancements, and business process improvements. The ideal candidate will have 3+ years of managerial experience, preferably in a contact center environment, and a strong background in Account Management or Customer Success. They should be adaptable to a high-energy, fast-paced environment and committed to Nexamp's mission of building a clean energy future. The role offers a competitive compensation package, health benefits, flexible PTO, and a hybrid work environment.

Senior Accountant

Company: SpotHero

Location: Chicago, IL

Posted May 26, 2024

SpotHero is hiring a Senior Accountant for a fast-growing tech company in Chicago, IL. The role involves managing month-end processes, journal entries, and financial reporting. The ideal candidate should have 5+ years of accounting experience, proficiency in Excel, and preferably NetSuite experience. The company offers excellent benefits, a flexible PTO policy, and a supportive work environment. The position is not eligible for visa sponsorship.

Bilingual Customer Service Representative

Company: Beyond Finance

Location: Chicago, IL

Posted May 25, 2024

Beyond Finance is a company dedicated to helping Americans overcome debt and achieve financial stability. They offer individualized care, ethical practices, and user-friendly technology. The company is expanding and seeks Customer Service Representatives with 1 year of call center experience, bilingual in Spanish, and technical proficiency in CRM systems. The role involves providing excellent customer service, problem-solving, and time management skills. Benefits include health, dental, vision programs, generous PTO, 401(k) matching, and career development opportunities.

Alvaria Administrator (#Hybrid at Chicago HQ near O'Hare Airport))

Company: Alliant Credit Union

Location: Chicago, IL

Posted May 25, 2024

This role involves designing, installing, maintaining, and supporting Alvaria's enterprise contact center functionality. The responsibilities include enhancing software functionality, collaborating with business partners for application optimization, managing testing and releases, troubleshooting issues, and recommending improvements for customer experience. The position requires a Bachelor's degree or equivalent experience in contact center operations, with a focus on consistency and ease of navigation. Benefits include competitive medical and dental benefits, paid parental leave, gym discounts, generous PTO, tuition reimbursement, and a 401k plan with immediate employer match. The role also emphasizes compliance with business transactions, laws, and ethical standards.

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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