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.

Regional Educator, Matrix - Chicago

Company: L'Oréal

Location: Chicago, IL

Posted Jul 08, 2024

Job Title: Regional Educator. Location: Chicago, IL. Reports to: Director of Education. Responsible for executing education initiatives, supporting sales, and growing market share in salons. Requires 5+ years industry experience, superior communication skills, and ability to adapt to different learning preferences.

Sr. Manager, Driver Marketing

Company: Grubhub

Location: Chicago, IL

Posted Jul 01, 2024

Grubhub is seeking a Senior Manager for its Driver Marketing team. The role involves leading a team to develop and execute a comprehensive marketing strategy for the entire driver lifecycle, focusing on acquisition, activation, engagement, and retention. The ideal candidate should have 8-10 years of experience in digital marketing, preferably in the B2B space, and a strong background in full-funnel digital advertising. They should also possess excellent project management, communication, and analytical skills. Grubhub offers a competitive compensation package, flexible PTO, health and wellness benefits, free meals, and opportunities for social impact.

Talent Acquisition Lead - Chicago

Company: Zen Educate

Location: Chicago, IL

Posted Jul 01, 2024

Zen Educate, a technology company, is seeking a Talent Acquisition Lead for a full-time position in Chicago. The role involves training and coaching the Operations Team, optimizing processes, and collaborating with commercial and operational teams. The company offers a competitive salary, ownership in the company, and a fun-loving, tight-knit team environment. Zen Educate is committed to diversity and inclusion, valuing unique traits, experiences, and perspectives.

Strategic Finance Senior Analyst (Chicago)

Company: Vouch Insurance

Location: Chicago, IL

Posted Jul 08, 2024

Vouch Insurance is a technology-first insurance company backed by $185M in funding, creating a new business insurance for high-growth companies. The company is looking for a Strategic Finance Senior Analyst to support financial and strategic planning, develop financial models, and provide budget vs actual variance analysis. The ideal candidate has experience in FP&A, strategic finance, investment banking, or consulting, with strong analytical and financial modeling skills.

Business Risk Management Associate, Client Services

Company: Avant

Location: Chicago, IL

Posted Jul 04, 2024

Avant is seeking an entrepreneurial and self-driven candidate to join its Business Risk Management team in Chicago. The team is responsible for developing and overseeing bank partner programs, and the successful candidate will support the management of key partner relationships, collaborate with cross-functional teams, and develop and maintain reporting processes.

Research Business Manager

Company: Aquatic Capital Management

Location: Chicago, IL

Posted Jul 01, 2024

Aquatic, a quantitative trading and investment company founded by Jon Graham, is seeking an experienced Research Business Manager. The role involves scaling the machine learning platform to improve research delivery and trading of quantitative trading models. The ideal candidate should have a background in engineering or computer science, strong analytical skills, and project management experience. The position offers a competitive salary, benefits, and a collaborative work environment.

Staff Software Engineer (Java)

Company: iManage

Location: Chicago, IL

Posted Jul 08, 2024

iManage offers a flexible working policy, supporting employee health and wellbeing. As a Staff Software Engineer, you'll work on modern technologies, collaborate with peers, and make a real impact on customers. The company values diversity, inclusivity, and employee growth, offering a competitive salary, benefits, and opportunities for learning and development.

Contracts Manager

Company: Darktrace

Location: Chicago, IL

Posted Jul 01, 2024

Darktrace, a global leader in cyber security AI founded in 2013, is seeking a Contracts Manager. The role involves managing the contracting process, drafting legal documents, and collaborating with cross-functional teams. The company offers flexible remote work, comprehensive benefits, and recognition as a top influential and innovative company. The ideal candidate has a Bachelor's degree, 3+ years of contract management experience in technology, and understanding of SaaS business models.

Customer Success Operations Manager

Company: Kalderos

Location: Chicago, IL

Posted Jul 08, 2024

Kalderos is seeking a Customer Success Operations Manager to provide expertise in data analysis, extraction, and quality control to educate and inform the Customer Success Team, Covered Entity Team, and other Commercial teams. The ideal candidate will have a strong background in data analysis, experience with Microsoft Excel, PowerQuery, and SQL, and a passion for data and its ability to drive business decisions.

Managing Director, High Tech & Software Industry (Product and Digital transformation)

Company: West Monroe

Location: Chicago, IL

Posted Jul 08, 2024

West Monroe is seeking a Managing Director with experience in the High-Tech and Software industry to lead client delivery, business development, and practice development. The ideal candidate will have 15+ years of work experience, 7+ years of management or strategy consulting, and expertise in sales strategy, business development, pricing, account management, and sales operations.

Associate Enterprise Sales Exec, Corporate

Company: Grubhub

Location: Chicago, IL

Posted Jul 01, 2024

Grubhub is a leading online food ordering platform with over 300,000 restaurant partners. The company offers an innovative technology, user-friendly platforms, and streamlined delivery capabilities. They are seeking a sales professional to accelerate corporate sales growth by selling their products and services. The ideal candidate should have 2+ years of B2B sales experience, preferably in SAAS, and excellent communication and problem-solving skills. Grubhub provides a flexible PTO, health and wellness benefits, competitive pay, learning and career growth opportunities, meal perks, a fun work environment, and a commitment to social impact.

Associate Principal, Software Engineering: DevOps

Company: OCC

Location: Chicago, IL

Posted Jul 08, 2024

The selected individual will join the Devops team to support the development efforts of the OCC Clearing Development, enabling development teams to self-service build and deployment processes through process automation, and supporting the maintenance and configuration of development environments in Kubernetes and AWS.

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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