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.

Technology Risk Intern

Company: Avant

Location: Chicago, IL

Posted Feb 18, 2023

Avant is seeking an intern for its Technology Risk Team, offering a chance to work with various departments, develop oversight routines, and contribute to risk management programs. The ideal candidate is a self-starter with a passion for GRC, currently pursuing a related degree. Avant values diversity, collaboration, and problem-solving, providing a flexible work environment, competitive benefits, and opportunities for professional growth.

Digital Servicing Intern

Company: Avant

Location: Chicago, IL

Posted Feb 17, 2023

The Avant Product team is seeking a Summer 2022 Intern to join a high-functioning team of passionate product professionals. The role involves market research, product analytics, project management, and documentation. The team values authenticity, collaboration, problem-solving, customer focus, and initiative. Avant offers great perks, benefits, and a flexible work environment.

Associate Principal, Kafka Administration

Company: OCC

Location: Chicago, IL

Posted Feb 16, 2023

The Kafka Administration (Software Engineering) role involves providing subject matter expertise for implementing and supporting Kafka Administration in production and non-production environments. The role requires managing day-to-day activities, providing senior level technical expertise, and resolving complex support issues. The candidate should have excellent problem-solving skills, be able to work independently, and have 7-10 years of related experience. The role is based in a distributed multi-platform environment and requires working with multiple operating system platforms and 3rd party software components.

Associate Principal, Software Engineering: Java

Company: OCC

Location: Chicago, IL

Posted Feb 17, 2023

The Associate Principal, Software Engineering role involves developing and delivering test automation applications for cloud-native event-driven clearing, risk management, and data platform applications. The candidate must have extensive experience in Java development, cloud technologies, and high-speed distributed computing frameworks. They will be responsible for requirement collection, analysis, and reviews, designing highly performing, scalable, secure, reliable, and cost-optimized solutions. The role requires a 'get stuff done' mindset, intellectual curiosity, and eagerness to learn. The Options Clearing Corporation (OCC) offers a collaborative and supportive environment with benefits such as a hybrid work environment, tuition reimbursement, student loan repayment assistance, technology stipend, generous PTO, and competitive health benefits.

Marketing Senior Analyst / Associate (Hybrid)

Company: Enova

Location: Chicago, IL

Posted Feb 17, 2023

The role of a Marketing Sr. Analyst / Associate at Enova involves supporting and integrating the brand strategy, tone, and messaging across all marketing mediums. The position requires managing direct response to media marketing campaigns, partnering with internal departments, and managing external vendor relationships. The individual will also have the opportunity to drive key initiatives, propose process improvements, and test new marketing channels and/or vendors. The role is a hybrid work schedule with benefits such as health, dental, and vision insurance, PTO, and paid holidays.

Product Designer Intern (UX)

Company: Avant

Location: Chicago, IL

Posted Feb 17, 2023

Avant is growing its Product Design team and offering a paid internship from June-August 2023. The intern will contribute to user experience design, work with cross-functional teams, and participate in call-listening sessions, agent shadowing, and UI audits. The role requires critical thinking, problem-solving, and a strong portfolio. Avant values authenticity, collaboration, and problem-solving.

Strategic Account Manager (logistics experience required)

Company: MoLo Solutions

Location: Chicago, IL

Posted Feb 18, 2023

The Account Manager role at MoLo is a growth and performance opportunity for high volume, mostly fortune 500 customer accounts. The role involves building strong relationships, collaborating with internal stakeholders, and driving customer account growth. The position is located in Chicago, IL, Nashville, TN, or remotely. Requirements include 2 years of third-party logistics experience, pricing truckload experience, and a proven ability to drive customer account growth. MoLo offers a casual and fun culture, transparent leadership, industry training, career development, competitive salary with monthly commission, and comprehensive benefits.

Digital Marketing Senior Analyst/Associate (Hybrid)

Company: Enova

Location: Chicago, IL

Posted Feb 17, 2023

The role of a Marketing Associate at Enova is to manage direct response media marketing campaigns and support brand strategy across all marketing mediums. The ideal candidate should have 2+ years of professional experience in a marketing or business function, media planning and development experience, strong analytical skills, and the ability to work across multiple functional organizations. The company offers a hybrid work schedule, benefits and perks, and a commitment to diversity and inclusion.

Technology Risk Intern

Company: Avant

Location: Chicago, IL

Posted Feb 18, 2023

Avant is seeking an intern to join their Technology Risk Team to assist with identifying, managing, and overseeing technology risk. The role involves working cross-functionally with key stakeholders and performing various job tasks such as consulting, independent oversight, and building oversight routines. The ideal candidate should have the ability to work independently and as part of a team, be a self-starter, and be interested in learning about Governance, Risk & Compliance (GRC) through a technology lens. Avant offers terrific perks and benefits, a flexible growth environment, and a swag.

PPC Marketing Manager

Company: NinjaTrader

Location: Chicago, IL

Posted Feb 18, 2023

The text describes a role for a PPC Marketing Manager in a fast-paced, growing company. The manager will be responsible for managing and optimizing Google Ads, Bing, and other search engine platforms, working with business teams, and keeping up with industry trends. The role requires 4+ years of experience in SEM and PPC, proficiency in MS Excel, and a BS/BA degree. The company offers benefits such as health insurance, 401k matching, and generous PTO.

Compliance Intern

Company: Avant

Location: Chicago, IL

Posted Feb 17, 2023

Avant is looking for a Summer Intern to join the Compliance Assurance Services team. The intern will support the Compliance Department through assurance activities and help develop a risks and controls framework in their GRC software. The position requires a Bachelor's in accounting, business, economics, finance, or legal studies, interest in consumer protection laws, and experience with Microsoft Office products. Avant offers great benefits, a flexible work environment, and a mission to reshape the face of digital banking.

Regional Vice President

Company: Halo Investing

Location: Chicago, IL

Posted Feb 18, 2023

Halo Investing is a leading FinTech company that has raised over $100 million in Series C funding. They offer structured notes, buffered ETFs, and annuities to financial advisors, wealth managers, and RIAs. The company is based in Chicago with offices in Zurich and Abu Dhabi and values collaboration, communication, and passion. The Regional Vice President role involves business development, relationship management, and presenting Halo's platform to clients in a specific territory.

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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