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.

Member Operations Specialist #Hybrid

Company: Alliant Credit Union

Location: Chicago, IL

Posted Apr 12, 2024

This role involves processing new membership and depository account openings for various types of accounts, ensuring compliance with service level agreements, and validating applicant eligibility. The individual will review and qualify deposit accounts, open and close accounts, and handle routine and complex membership inquiries. They will also participate in software testing, provide support for process improvement projects, and act as a member advocate. The position requires a high school diploma or equivalent, with a bachelor's degree preferred, and at least 2 years of experience in banking or customer service. Benefits include competitive medical, dental, and vision benefits, paid parental leave, a competitive compensation plan, gym membership discounts, generous PTO, 401k with immediate employer match, and tuition reimbursement.

Sr. Business Immigration Analyst (Writer)

Company: Fragomen

Location: Chicago, IL

Posted Apr 14, 2024

Fragomen is seeking a Senior Business Immigration Analyst (Writer) with a strong interest in writing and experience in translating complex immigration documents. The role involves researching, analyzing, and writing complex business immigration cases, performing tasks related to case preparation and filing of petitions, and maintaining client contact information. The ideal candidate should have a Bachelor's or Associate's degree in a writing-related field, at least two years of business immigration writing experience, and excellent writing and research skills. Fragomen offers a competitive salary range of $58,000.00 - $65,000.00, along with benefits such as 22 PTO days, medical, dental, and vision plans, and a 401K plan.

API Support Specialist

Company: NinjaTrader

Location: Chicago, IL

Posted Apr 13, 2024

NinjaTrader, a growth-stage FinTech company with an award-winning platform and over 1 million users, is hiring an API Support Specialist. The role involves working closely with API vendor partners, supporting retail API users, and driving developer requirements. Key requirements include 1-2 years of software development experience, expertise in Java, JSON, or third-party REST API, and strong technical writing skills. The company offers comprehensive benefits including PTO, holidays, 401k with company match, health coverage, and more. NinjaTrader is committed to equal employment opportunity.

Vice President of Advisory Services

Company: Choreo

Location: Chicago, IL

Posted Apr 13, 2024

Choreo, a financial planning firm with over 20 years of experience and a coast-to-coast footprint, is seeking a Vice President of Advisory Services. The role involves partnering with regional leaders and advisory teams to develop and maintain relationships with high-net-worth clients, enhancing the client experience, and achieving business goals. The VP will also help shape Choreo's future client experience strategy, roll out new service offerings, and mentor regional advisor teams. Basic qualifications include a bachelor's degree in financial planning, 8+ years of experience, Series 65 license, and CFP or similar designation. Choreo offers competitive benefits, including a holistic total reward package, emphasizing health, happiness, and financial security.

Sr Software Engineer

Company: Grubhub

Location: Chicago, IL

Posted Apr 12, 2024

Grubhub, a leading online food ordering platform, is seeking a Senior Software Engineer (Backend) in Chicago. The role involves gaining expertise in building highly scalable and reliable applications, delivering, deploying, and maintaining applications, evaluating tools and technologies, writing performant code, and ensuring security and scalability. The ideal candidate should have a Bachelor's degree in a related field, 5+ years of experience in building consumer-facing applications, proficiency in Java or other object-oriented languages, AWS experience, automated testing experience, strong fundamentals in data structures and algorithms, and experience with distributed systems. Grubhub offers a competitive compensation package, flexible PTO, health and wellness benefits, free meals, and opportunities for social impact.

Senior Business Development Representative

Company: Upwork

Location: Chicago, IL

Posted Apr 12, 2024

Upwork, a global work marketplace, is seeking a Business Development Representative with 1+ years of experience in a professional services or SaaS environment. The role involves prospecting for new business, qualifying leads, and booking sales meetings. The ideal candidate should have a hunter's mentality, excellent communication skills, and a proven track record in achieving sales revenues. Upwork offers a remote-first culture, competitive benefits, and a commitment to diversity and inclusion.

Client Services Representative - Bilingual - English/Russian

Company: NinjaTrader

Location: Chicago, IL

Posted Apr 12, 2024

NinjaTrader, a growth-stage FinTech company with an award-winning platform and over 1 million users, is seeking a customer service representative. The role involves resolving client support inquiries, educating customers on the NinjaTrader product line, and collaborating with internal teams. The ideal candidate should have empathy, excellent communication skills, and tech savviness. Key benefits include 15 days PTO, 7 paid holidays, 401k with company match, and comprehensive health coverage.

IT Solutions Engineer

Company: PEAK6

Location: Chicago, IL

Posted Apr 13, 2024

PEAK6, a leading investment firm, is seeking an IT Solutions Engineer for its Shared Technology team. The role involves managing and implementing SaaS platforms, assisting with integrations, performing technical audits, and developing documentation. The ideal candidate should have 3+ years of experience in SaaS product support, proficiency in Powershell, Python, and cloud platforms like AWS, GCP, and Azure, and experience with productivity services like Microsoft 365 and Google Workspace. PEAK6 offers a robust benefits package, including healthcare, competitive PTO, 401k match, and remote work options.

Associate Product Manager

Company: LogicGate

Location: Chicago, IL

Posted Apr 13, 2024

LogicGate is a company that aims to build a modern risk management platform to help customers grow by transforming business risks into opportunities. They have a strong culture of inclusivity, diversity, and employee well-being, and offer competitive total rewards packages. They are seeking an Associate Product Manager to define and ship software products that help customers improve their risk and compliance programs.

Payroll Manager

Company: Tegus

Location: Chicago, IL

Posted Apr 13, 2024

Tegus, a leading market intelligence platform, is seeking a detail-oriented and experienced Payroll Manager. The role involves overseeing payroll processing, ensuring accuracy, compliance, and timeliness. The Payroll Manager will also develop and maintain comprehensive payroll reports, analyze data, and collaborate with HR and Finance teams. The ideal candidate should have a Bachelor's degree, 5+ years of experience, proficiency in UKG, and in-depth knowledge of payroll laws. Benefits include comprehensive medical plans, 401K, paid parental leave, flexible work hours, and a thriving company culture.

Manager Engineering, Android- Diner Experience

Company: Grubhub

Location: Chicago, IL

Posted Apr 12, 2024

Grubhub is seeking an Engineering Manager to lead and build key features of the Grubhub and Seamless Android apps. The role involves managing a team of engineers, crafting a vision, and delivering performant, flexible, and scalable features. The ideal candidate should have a Bachelor's degree in a related field, 7+ years of software engineering experience, and 2+ years of management experience. Strong proficiency in Kotlin & Java, RxJava & Retrofit, and understanding of MVVM and Android architecture are required. The candidate will also be responsible for building a diverse team, fostering an inclusive environment, and contributing to the adoption of strong software architecture and development best practices.

Junior Associate, Data & Analytics - CHI

Company: AdTheorent

Location: Chicago, IL

Posted Apr 14, 2024

The AdTheorent Data and Analytics team is seeking a candidate with a strong understanding of the digital landscape, excellent project management skills, and proficiency in Excel and PowerPoint. The ideal candidate will self-manage reporting responsibilities, provide analytics support to other departments, and deliver campaign performance results. The role offers full health coverage, generous PTO, and an award-winning office culture. AdTheorent is an Equal Opportunity Employer.

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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