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.

Portfolio Coordinator - Hybrid

Company: Alliant Credit Union

Location: Chicago, IL

Posted May 26, 2024

This role involves managing a diverse range of duties in Commercial Real Estate Lending, including monitoring, oversight, and maintenance of the lending book. The responsibilities include annual asset and borrower reviews, portfolio surveillance, and early risk detection. The role also involves analyzing the database, managing insurance coverage, and ensuring compliance with regulatory requirements. The position offers competitive benefits and opportunities for professional growth.

Senior Accountant

Company: Grubhub

Location: Chicago, IL

Posted May 26, 2024

Grubhub is a company that values innovation, teamwork, and fun. They offer a range of benefits and perks to their employees, including flexible PTO, health and wellness programs, and a generous compensation package. The company is looking for a Senior Accountant to join their team, who will be responsible for financial reporting, technical accounting, and internal controls.

Director of Product Management (Hybrid)

Company: Enova

Location: Chicago, IL

Posted May 26, 2024

The job posting is for a Product Leader position at Enova International, a leading financial technology company. The role involves driving the future experience and capabilities of Pangea mobile apps, leading a team of product managers, and defining the product roadmap. The ideal candidate should have a Bachelors or Masters degree, 12+ years of Product Management experience, and a track record of building and scaling consumer products. Enova offers a range of benefits including hybrid roles, health insurance, 401(k) matching, PTO, and DEI groups.

Director of Corporate Accounting

Company: Elevate K-12

Location: Chicago, IL

Posted May 26, 2024

Elevate K-12 is a high-growth EdTech company offering a revolutionary virtual classroom instruction model, aiming to provide high-quality education to students across the U.S. They are seeking a Director of Corporate Accounting to lead accounting and financial responsibilities, develop new processes, and ensure compliance with GAAP. The role requires a candidate with extensive experience in accounting, US GAAP, and ERP systems, as well as the ability to adapt to a fast-paced, high-growth environment.

Associate - Baird Venture Capital

Company: Baird

Location: Chicago, IL

Posted May 27, 2024

Baird Capital, the private investment group of Robert W. Baird & Co., is seeking an Associate for its US Venture Capital - Technology & Services team. The role involves financial modeling, due diligence, portfolio management, and marketing. The ideal candidate will have a strong academic background, relevant work experience, and excellent analytical skills. The position offers a competitive salary, bonuses, and comprehensive benefits. Baird Capital is known for its collaborative environment, strong team culture, and commitment to ethical dealings.

Senior Claims Adjuster-New York Labor Law

Company: Argo Group

Location: Chicago, IL

Posted May 26, 2024

Argo Group is a leading specialty insurance company with a vibrant culture that values respect, equality, wellness, and opportunity. They are seeking a highly skilled and experienced individual to adjudicate complex New York Labor Law claims. The role involves working on-site, solving difficult problems, reporting to senior management, analyzing claims, managing litigation, negotiating settlements, and demonstrating strong communication and negotiation skills. The ideal candidate will have a Bachelor's degree, specialized knowledge in New York Labor Law claims, good business acumen, excellent communication skills, and a passion for strong claim management. Argo Group offers a competitive compensation package, flexible workplace policies, comprehensive health and wellness options, and opportunities for professional development.

Sr Machine Learning Engineer

Company: Grainger

Location: Chicago, IL

Posted May 27, 2024

Grainger is a leading industrial distributor looking for a Senior Machine Learning Engineer to join their team. The company offers a welcoming workplace, competitive benefits, and opportunities for growth and development.

Sales Development Manager

Company: CDK Global, Inc.

Location: Chicago, IL

Posted May 26, 2024

The Sales Development Manager role involves leading a team of Sales Development Representatives to generate quality leads and opportunities for both Inside and Outside Sales reps. The manager will focus on outbound outreach, targeted campaigns, emails, and calls to create interest, qualify prospects, and create opportunities. The ideal candidate should be customer-focused, results-driven, and have excellent communication and organizational skills. The role offers a competitive salary, benefits, and opportunities for advancement within the sales organization.

Manager, Partnerships

Company: Grubhub

Location: Chicago, IL

Posted May 26, 2024

Grubhub is seeking a Manager, Enterprise Accounts to lead a team of relationship managers working with mid to large sized Enterprise clients. The role involves managing Account Advisors and Specialists, developing successful partnerships, and maximizing profitability of large group accounts. The ideal candidate should have a positive attitude, 4 years of Account Management experience, strong communication and presentation skills, and a demonstrated track record of exceeding goals. Grubhub offers a generous compensation package, flexible PTO, health and wellness benefits, free meals, and opportunities for social impact.

Global Program Manager, PMO

Company: GTreasury

Location: Chicago, IL

Posted May 26, 2024

GTreasury, a leading SaaS treasury management company, is seeking a Global Program Manager, PMO. The role involves managing large, complex projects, building high-performing teams, and driving program success. The ideal candidate should have excellent communication skills, 3-5 years of project management experience in a SaaS environment, and expertise in project & program management processes. GTreasury offers a high-impact role with competitive benefits, including remote work options, and is committed to diversity and inclusion.

Associate Principal, Software Engineering: Software Development Test (SDET)

Company: OCC

Location: Chicago, IL

Posted May 26, 2024

The Associate Principal, SDET, will be responsible for creating, maintaining, and executing automation test plans, writing code against software platforms, estimating testing efforts, analyzing and communicating test results, defect tracking, and participating in day-to-day acceptance test activities. They will also contribute to the company's performance and scalability testing efforts. The role involves providing leadership to other SDETs within the team and organization, collaborating on complex projects, and continuously improving oneself and others. The ideal candidate should have a BS degree in Computer Science or a similar technical field, 4+ years of technical experience building automated solutions within regulated industries, and 1+ years of leadership or senior role experience on cross-functional engineering teams. Proficiency in automated testing types, experience with leading industry standards tools and frameworks, and deep analytical skills are required. The OCC offers a highly collaborative and supportive environment with a hybrid work environment, tuition reimbursement, student loan repayment assistance, technology stipend, generous PTO, and competitive health benefits.

Partner Sales Enablement

Company: Coro

Location: Chicago, IL

Posted May 26, 2024

Coro, a rapidly growing cybersecurity company, is seeking a sales-driven individual for a Partner Sales Enablement role. The role involves training and enabling partners to sell Coro solutions, monitoring sales performance, building strong relationships with partner organizations, and collaborating with internal teams. The ideal candidate should have a strong understanding of sales processes, excellent communication skills, and in-depth knowledge of Coro's product offerings. Coro offers a robust benefits package, unlimited vacation days, and a commitment to diversity and inclusion.

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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