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 Manager of Growth Marketing and ABM

Company: Smartly.io

Location: Chicago, IL

Posted Sep 09, 2023

Smartly.io is seeking a Senior Manager of Growth Marketing and ABM with 8+ years of B2B marketing experience in tech companies, preferably SaaS products. The role involves leading ABM efforts, designing and implementing marketing programs, managing a team, and collaborating with various departments. The company offers a competitive benefits package, flexible hybrid work options, and a global, inclusive culture.

Escalations Engineer - Security & SD/WAN

Company: Cisco Meraki

Location: Chicago, IL

Posted Sep 09, 2023

Cisco Meraki's Escalations Team is seeking qualified individuals with a passion for technology and problem-solving. The team handles complex network issues, striving for high technical expertise and creative problem-solving. They value professional development, encouraging employees to dedicate up to 20% of their time to learning and growth. Desired skills include experience with security technologies, routing protocols, and familiarity with Meraki MX devices. Cisco Meraki offers a competitive salary range, comprehensive benefits, and a culture that values diversity, inclusion, and collaboration.

Sr. Software Engineer (Snowflake & ELT/ET))

Company: Neuron team at CDK Global

Location: Chicago, IL

Posted Sep 08, 2023

CDK Global is seeking an experienced Senior Snowflake Developer for their corporate applications data & integration transformation team. The ideal candidate will have 5+ years of Data Warehousing / DBMS developer experience, at least 2+ years of experience as a Snowflake senior developer, and strong SQL skills. The role involves designing and building Snowflake data warehouses, working on the full lifecycle of data development projects, and collaborating with cross-functional teams. Key responsibilities include contributing to projects involving application and/or data integration, data warehousing, analytics, governance, and reporting solutions, and participating in modernization projects moving to Snowflake. The position offers a competitive salary range of $85,500 - $110,000, along with benefits such as Medical, dental, and vision benefits, Paid Time Off (PTO), 401K Matching Program, and Tuition Reimbursement.

Associate, Logistics

Company: Grubhub

Location: Chicago, IL

Posted Sep 08, 2023

Grubhub is seeking a data-driven Associate to join their Logistics team. The role involves managing the delivery network, coordinating deliveries, and optimizing cost, speed, and quality. The Associate will analyze data to gain insights across various work streams, monitor KPIs, and prepare reports for the Executive and Senior Teams. The ideal candidate should have a Bachelor's degree, preferably a Master's, and 2 years of professional experience in an analytical role. They should be tech-savvy, with experience in SQL and Tableau, and possess strong analytical skills, communication abilities, and a passion for problem-solving. Grubhub offers flexible PTO, health benefits, competitive compensation, free meals, and opportunities for social impact.

Manager, Data Engineering

Company: Kalderos

Location: Chicago, IL

Posted Sep 08, 2023

We encourage you to apply if you think you may be a fit and give us both a chance to find out!Kalderos is proud to be an equal opportunity workplace.  We are committed to equal opportunity regardless of race, color, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, or veteran status.We are a remote-first team with offices in Chicago and Milwaukee. Our team members have the option of being fully remote, fully on-site, or a hybrid combination that works best for each individual and their role.Kalderos participates in E-Verify. Our Slack channel is filled throughout the day with insightful articles, discussions around our industry, healthcare, and our book club is always bursting with questions.To learn more: https://www.kalderos.com/company/cultureWe know that job postings can be intimidating, and research shows that while men apply to jobs when they meet an average of 60% of the criteria, women and other marginalized folks tend to only apply when they check every box. The following is a guideline of general experience we’re looking for in this role:Bachelor’s degree in computer science or similar field4+ years experience as a Software Engineer in a professional full-time role2+ years experience leading an engineering teamExperience leading recruiting initiatives, as well as growing and organizing engineering teams.Understand and design for non-functional concerns such as performance, cost optimization, and maintainabilityGreat analytical and problem-solving skills with an eye for requirements analysis, debugging, and risk assessmentStrong command of SQLSet Yourself ApartHands on experience with dbt, Snowflake, Python, Azure, or Azure Data FactoryExperience leading teams at startups or other fast growing organizationsExperience in the healthcare or pharmaceutical industries Salary Range: $170,000 - $200,000____________________________________________________________________________________________Highlighted Company Perks and BenefitsMedical, Dental, and Vision benefits401k with company matchFlexible work schedule and locationUnlimited PTO with a 10 day minimum24 company holidays, including closures for 1 week in the summer and 1 week in the winterOpportunity for growthAnnual continuing education stipendDonation matching for charitable contributionsBi-annual celebration stipend to spend on celebrating personal or professional winsTravel reimbursement for healthcare services not available near your homeDoordash DashPass subscription with some company-provided lunchesWhat It’s Like Working HereWe thrive on collaboration because we believe that all voices matter and we can only put our best work into the world when we work together to solve problems.We empower each other: from our DEI Council to affinity groups for underrepresented populations we believe in ensuring all voices are heard.We know the importance of feedback in individual and organizational growth and development, which is why we've embedded it into our practice and culture. We’re curious and go deep. Across all roles, we look for future team members who will live our values of Collaboration, Inspired, Steadfast, Courageous, and Excellence. Work closely across engineering and product to enable the team to deliver high impact functionality and hit dates committed to on the roadmapCoach and work closely with engineers to empower them to be the best versions of themselves. You will need to find the right balance between creating the space for them to do their best work, and coaching and developing new skills.Recruit and onboard new engineersImprove our delivery processes to increase accuracy of estimation, reliability of delivery, and velocity of executionHelp manage and create vendor relationships that enable the engineering team to deliver quality software quicklyLearn and apply knowledge about the drug discount space, and become a subject matter expert for internal teams to draw uponGeneral Experience GuidelinesWe know your experience extends beyond what you have on paper. Our team is passionate about what they do and we are looking for people to join our company and our mission.That’s where you come in! Who We’re Looking ForFor the position, we’re looking for a collaborative organizational builder to lead a team of software engineers. We have many customers and utilize a modern technology stack (Snowflake, DBT, Azure, React)Our company’s success is driven by Kalderos’ greatest asset, our people. Our team thrives on the problems that we solve, is driven to innovate, and welcomes on the feedback of their peers. About Our OrganizationAt Kalderos, we are building unifying technologies that bring transparency, trust, and equity to the entire healthcare community with a focus on pharmaceutical pricing.  Our success is measured when we can empower all of healthcare to focus more on improving the health of people. To learn more: https://www.kalderos.com/company/about Kalderos is a fast growing, venture-backed, remote first company which provides data analytics and software to our customers.

Microsoft 365 Architect (Consulting)

Company: West Monroe

Location: Chicago, IL

Posted Sep 08, 2023

West Monroe is hiring a Microsoft 365 Architect for their growing Enterprise Technology consulting practice. The architect will lead cross-functional teams in designing, building, and implementing M365 and public cloud solutions for clients across various industries. This is a rewarding opportunity for a deep technologist with strong business acumen to join a high-growth company and employee-centric culture. Responsibilities include leading teams in designing and implementing M365 solutions, acting as engagement lead and client POC, overseeing development of migration plans, and contributing to practice development.

Strategy and Operations

Company: Beyond Finance

Location: Chicago, IL

Posted Sep 08, 2023

Beyond Finance is a company that helps people escape debt and achieve financial freedom. They are looking for collaborators to join their team and help them grow. The company offers a supportive work environment, competitive benefits, and opportunities for career development.

Managing Director, Product Experience & Engineering Lab- Go-to-market

Company: West Monroe

Location: Chicago, IL

Posted Sep 09, 2023

West Monroe is seeking a Managing Director/Partner for their Product Experience and Engineering Lab. The role involves driving business development, leading client engagements, and mentoring future leaders. The ideal candidate should have extensive experience in digital product management, user experience design, and engineering services. They must be able to influence decision-makers, develop followership, and have a proven track record in selling and delivering services to executive-level clients. The role requires strong communication skills, the ability to work independently and as part of a team, and a history of developing and leading go-to-market strategies. West Monroe offers a competitive total rewards package, including medical, dental, vision, and basic life insurance, a 401k plan, and unlimited flexible time off.

Software Engineer Internship Summer 2024

Company: Enova

Location: Chicago, IL

Posted Sep 09, 2023

Enova offers a Software Engineering Internship for 10 weeks, where interns will work on real projects, receive training in Ruby, Rails, GoLang, and other technologies, and participate in team outings and events. The company values continuous learning, collaboration, and diversity. Benefits include flexible work schedule, health insurance, 401(k) matching, PTO, and DEI groups.

Manager, Data Engineering

Company: Kalderos

Location: Chicago, IL

Posted Sep 08, 2023

Kalderos is a fast-growing, remote-first company that provides data analytics and software to its customers. The company focuses on pharmaceutical pricing transparency and aims to empower the healthcare community. Kalderos values collaboration, innovation, and excellence. They are seeking a collaborative organizational builder to lead a team of software engineers. The ideal candidate should have a Bachelor's degree in computer science, 4+ years of experience as a Software Engineer, and 2+ years leading an engineering team. The company offers competitive benefits, including medical, dental, vision, 401k with company match, flexible work schedule, unlimited PTO, and a bi-annual celebration stipend.

Senior Associate, Member Services

Company: OCC

Location: Chicago, IL

Posted Sep 08, 2023

The role involves supporting a team dedicated to maintaining high client satisfaction by enhancing the Clearing Member's experience with existing and new products. The individual must have a basic understanding of OCC's products, systems, and processes, and a broad understanding of the industry. The role includes providing daily support to members, researching and analyzing trade and position data, contributing to documentation and training, and ensuring compliance with policies and procedures. The ideal candidate should have a background in options/financial industry, excellent communication skills, strong analytical abilities, and proficiency in Microsoft Office. OCC offers a collaborative environment, hybrid work options, tuition reimbursement, and competitive benefits.

Head of Systems Controls

Company: Enova

Location: Chicago, IL

Posted Sep 09, 2023

The role involves leading the development and implementation of internal controls, policies, and practices to ensure compliance with regulatory requirements. This includes building tools and processes for compliance, enhancing preventive controls, and overseeing proactive testing of systems and processes. The individual will also develop best practices for regulatory change management, centralize reporting of ongoing monitoring, and enhance alerting for out-of-compliance events. They will assist in resolving production incidents and draft departmental policies. The role requires a Bachelor's degree, knowledge of US consumer financial regulatory requirements, excellent communication skills, and proficiency in data reporting and visualization tools.

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