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.

Customer Communications Manager - Operations Strategy

Company: Avant

Location: Chicago, IL

Posted Mar 25, 2023

The job description outlines a Customer Communications Manager role with a focus on developing and deploying customer communications strategy across all channels. The role requires cross-functional collaboration, leading a team, and optimizing communication delivery. The position is not remote-eligible and is based in the Chicago market.

Director, Benefits

Company: Cresco Labs

Location: Chicago, IL

Posted Mar 28, 2023

Cresco Labs is a leading cannabis company with a focus on regulatory compliance, product consistency, and customer satisfaction. They offer a range of benefits to their employees, including major medical, dental and vision insurance, a 401(K)-match program, and more.

POS Customer Care Associate

Company: Chowbus

Location: Chicago, IL

Posted Mar 25, 2023

Chowbus is a fast-growing food startup that aims to help diners discover new dishes and support traditional restaurants. The POS Customer Care Associate role provides support to restaurant customers, helping them resolve issues and answer questions.

Government Relations Lead (Hybrid)

Company: Enova

Location: Chicago, IL

Posted Mar 24, 2023

The role of Government Relations Lead at Enova International involves developing and managing federal and state public policy strategies for the small business lending industry. The role requires building a network of industry partners, non-profit groups, and others to support policies that create/maintain access to credit over the Internet for small businesses in America. The role also involves monitoring, analyzing, and notifying of events, political trends, media coverage, etc. to identify opportunities and threats. The role requires a Bachelor's Degree, Master's Degree in Public Policy, and at least five years of experience in government relations and/or regulatory affairs. The role offers a flexible work schedule, health insurance, 401(k) matching, PTO, and other benefits.

Project Manager, Marketing

Company: Baird & Warner

Location: Chicago, IL

Posted Mar 27, 2023

Baird & Warner Real Estate is a top Chicago-based real estate company with a strong culture of support, growth, and positivity. They are looking for a detail-oriented project manager to join their team and manage marketing projects, delegate tasks, and ensure projects are completed on time and within budget.

Data Scientist (Hybrid)

Company: Enova

Location: Chicago, IL

Posted Mar 24, 2023

Enova is seeking a Data Scientist to develop, enhance, and test models for lending criteria and verification procedures. The role requires advanced programming skills, experience with relational databases, and knowledge of statistical/econometric modeling. Enova is a values-driven organization that values data-driven analysis, inclusion, and culture.

Principal, Software Engineering: Java

Company: OCC

Location: Chicago, IL

Posted Mar 28, 2023

The Principal is expected to work with various teams to lead requirement analysis, design, development, and testing of scalable, secure, and reliable solutions. They will also be responsible for mentoring developers, leading production support, and communicating time delays or defects. The role requires 8-10 years of experience in building large-scale, compute and event-driven solutions, with expertise in Java 8+, Object-Oriented Designs, and high-speed distributed computing frameworks.

Client Services Representative (Second Shift)

Company: NinjaTrader

Location: Chicago, IL

Posted Mar 23, 2023

NinjaTrader is a FinTech company offering award-winning software and brokerage services to active traders. They are looking for a Client Services Representative to provide superior customer service and support to their expanding clientele. The role involves resolving client support inquiries, educating customers about the NinjaTrader product line, and collaborating with other internal teams.

Staff Accountant

Company: Enova

Location: Chicago, IL

Posted Mar 25, 2023

Enova is seeking a qualified Staff Accountant to join their team. The role involves problem-solving, self-direction, and bold thinking. Enova offers a dynamic work environment, mentoring, and opportunities for professional growth. The role requires strong operational focus and the ability to improve processes. Benefits include flexible work hours, health insurance, and paid time off.

Security Operations Manager

Company: SpotHero

Location: Chicago, IL

Posted Mar 28, 2023

SpotHero is seeking a security operations manager to build out a security program for their production applications, corporate cloud-based IT, and corporate assets. The role requires a technically senior individual with experience in security operations, strong communication skills, and a player/coach approach.

Operations Strategy Analyst

Company: Avant

Location: Chicago, IL

Posted Mar 24, 2023

The Operations Strategy Analyst role at Avant involves managing initiatives for process optimization, implementing strategies and systems improvements, and ensuring compliance with regulatory policies. The position requires strong problem-solving skills, experience with data analysis tools, and the ability to work in a fast-paced environment. Avant offers a positive work culture, competitive benefits, and opportunities for professional development.

Senior Python Engineer (Remote)

Company: Enova

Location: Chicago, IL

Posted Mar 26, 2023

Enova is seeking qualified candidates in the United States for remote positions in various states, with hybrid options available. The role involves applying software experience to solve data problems, using Python, Go, Postgres, Kafka, and AWS. The company offers flexible work schedules, benefits, and a supportive work 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.

Related Pages