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.

VP, Growth Marketing

Company: Smartly.io

Location: Chicago, IL

Posted Apr 06, 2023

Smartly.io is seeking an experienced VP, Growth Marketing to develop and evolve ideas that bring together customer engagement, strategic goals, and sales objectives. The role involves leading scalable, predictable, and repeatable processes to achieve revenue goals, implementing and optimizing multi-channel programs, and reporting to the Chief Revenue Officer.

Software Engineer Team Lead (Hybrid)

Company: Enova

Location: Chicago, IL

Posted Apr 06, 2023

The text is a job posting for a Team Lead position at Enova International. The role involves managing a team of engineers, collaborating with other teams, and delivering business value. The ideal candidate should have 5+ years of full stack development experience and be passionate about coaching and mentoring. The company offers benefits such as flexible work hours, health insurance, and paid time off. Enova International is a values-driven organization that values inclusion, culture, and equal employment opportunity.

Field Service Engineer

Company: Evolv Technology

Location: Chicago, IL

Posted Apr 05, 2023

The Field Service Engineer role at Evolv Technology involves delivering exceptional customer service, troubleshooting technical issues, and providing effective solutions. The role requires supporting product demos, installations, maintenance, upgrades, and repairs. Success in the first 6-12 months includes completing technical training, supporting top tier opportunities, building relationships with customers, and performing basic field service tasks. Within 3 months, the engineer will take initiative, develop strong interpersonal relationships, understand technical requirements, and resolve break fixes independently. By the end of the first year, the engineer will demonstrate a thorough understanding of the Express system, lead special event support activities, perform repairs independently, and assist in training new personnel. The role involves timely completion of work orders, troubleshooting hardware and software issues, conducting hardware testing, performing software maintenance, and training customers. The team culture is based on trust, collaboration, and ongoing development. The role is located in the Chicago/Mid-West region with potential for up to 80% travel. Benefits include equity, flexible work environment, medical and dental insurance, 401(k) plan, unlimited vacation policy, perks, tuition reimbursement, and more.

Financial Analyst (Hybrid)

Company: Enova

Location: Chicago, IL

Posted Apr 05, 2023

Enova is seeking a skilled Analyst to join their Financial Planning & Analysis (FP&A) team. The role involves developing and examining company and business unit forecasts, budgets, and unit economics. The Analyst will work with various teams to provide logical and financial recommendations, and develop deep market insights. The position requires a Bachelor's Degree, prioritization skills, communication abilities, and working knowledge of financial modeling software.

Senior Salesforce Consultant, CPQ

Company: West Monroe

Location: Chicago, IL

Posted Apr 06, 2023

West Monroe is seeking a Salesforce CPQ enthusiast for a Senior Consultant role in their Customer Solutions practice. The role involves collaborating with clients to establish project vision, analyze business requirements, design Salesforce solutions, manage projects, and lead Salesforce implementations. Responsibilities include leading business process review sessions, designing Salesforce CPQ solutions, managing build activities, facilitating testing and training, and managing project status, timelines, and risks. Qualifications include a college degree, 3-5+ years of Salesforce consulting experience, proficiency in CPQ process areas, leading requirements and design sessions, managing projects, deep understanding of the Salesforce platform, and excellent communication skills. West Monroe offers competitive total rewards, including medical, dental, vision, life insurance, 401k, employee stock ownership program, annual bonuses, unlimited flexible time off, ten paid holidays, and ten weeks of paid parental leave. West Monroe is an Equal Employment Opportunity Employer.

Financial Analyst (Hybrid)

Company: Enova

Location: Chicago, IL

Posted Apr 05, 2023

Enova is seeking a skilled Analyst to join their Financial Planning & Analysis (FP&A) team. The role involves developing and examining company and business unit forecasts, budgets, and unit economics. The Analyst will work with various teams to provide logical and financial recommendations, and develop deep market insights. The position offers benefits and perks such as flexible work schedule, health insurance, 401(k) matching, PTO, and more.

Senior Data Engineer

Company: SpotHero

Location: Chicago, IL

Posted Apr 06, 2023

SpotHero is seeking a Senior Data Engineer to join their Data Engineering squad. This squad interacts with data consumers such as Data Science, Marketing, Engineering, and Business Analysts to provide data platform solutions that meet their day-to-day needs and long term vision. The Senior Data Engineer will focus on backend application development with a focus on building re-usable infrastructure services for their stakeholders to enable them to model, store, access, process, and analyze SpotHero's data. They will also design, instantiate, observe, and maintain infrastructure services, both AWS-managed and open source solutions. The Senior Data Engineer will influence the technology choices and patterns established for data-heavy workloads at SpotHero. The role requires experience with Python, SQL, Airflow, Luigi, Terraform, Docker, Kubernetes, and Kafka. The team values communication and collaboration with other stakeholders.

Senior Media Strategist

Company: Accelerated Digital Media

Location: Chicago, IL

Posted Apr 06, 2023

The text describes a job position for a Senior Media Strategist at Accelerated Digital Media, a Performance Marketing agency. The role involves providing paid social, paid search & programmatic services to clients, forming client strategy, managing client communications, and collaborating with internal and external teams. The ideal candidate should have 3+ years of agency or client-side experience in digital strategy, a deep understanding of Google Ads, Meta & Programmatic, and excellent communication skills.

Senior Java Engineer (Remote)

Company: Enova

Location: Chicago, IL

Posted Apr 06, 2023

Enova is seeking qualified candidates in the US for remote positions in various states. The role involves listening to customers, operating as owners, and working in an Agile environment. Requirements include experience with Java or React, database concepts, and microservice architecture. Benefits include flexible work schedule, health insurance, and employee recognition programs.

Java Engineer (Hybrid)

Company: Enova

Location: Chicago, IL

Posted Apr 06, 2023

The text is a job description for a Senior Software Engineer position at Enova International. The role involves designing and implementing technical solutions, collaborating with other engineers, and mentoring junior developers. The company values diversity, inclusion, and equal employment opportunity.

Software M&A Tech Advisor

Company: West Monroe

Location: Chicago, IL

Posted Apr 06, 2023

The text describes a job opportunity for a Software M&A Tech Advisor at West Monroe, a digital services firm. The role involves working with client stakeholders and leadership across various industries, providing technology M&A due diligence projects. The advisor will collaborate with other architects, assess software/technology landscapes, and formulate strategic investment summaries. The position requires 7-15+ years of experience in enterprise software architecture and modern software design concepts. The salary range varies based on location and other factors.

Business Development Representative - Inbound

Company: Upwork

Location: Chicago, IL

Posted Apr 06, 2023

Upwork is a global work marketplace that connects businesses and talent. They offer a platform for companies and professionals to work together, with a focus on flexibility and innovation. The Sales team brings their flexible workforce solutions to mid-market and large enterprises. The role of Business Development Representative involves prospecting, qualifying leads, and booking sales meetings. The company values a growth mindset, attention to detail, and collaboration. They offer remote work opportunities and a vibrant culture with shared values and a mission to create economic opportunities.

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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