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.

Backend Engineer

Company: Halo Investing

Location: Chicago, IL

Posted May 09, 2024

Halo Investing, an award-winning technology platform, is seeking a Backend Engineer for its FinTech Platform. The role involves designing, architecting, and engineering the platform, with a focus on Python, Flask, PostgreSQL, RabbitMQ, Apache, and Bash. The company values collaboration, communication, and passion, and offers a competitive compensation package, comprehensive benefits, and a dynamic work environment. The ideal candidate should have a Bachelor's degree in computer science or related field, 3+ years of experience with Python, and technical skills in Flask, SQLAlchemy, Jinja2, Docker, Git, AWS, SQL and NoSQL databases, and servers.

Escalation Supervisor (Hybrid)

Company: Enova

Location: Chicago, IL

Posted May 09, 2024

Enova International is seeking an Escalation Supervisor with 3 years of leadership experience in a contact center environment. The role involves supervising the daily performance of the escalations team, minimizing processing errors, and improving customer experience. The company offers a range of benefits including hybrid roles, health insurance, 401(k) matching, PTO, parental leave, and DEI groups. Enova is a values-driven organization committed to making it an awesome place to work.

Senior Software Engineer

Company: BigTime Software, Inc.

Location: Chicago, IL

Posted May 10, 2024

BigTime Software, a PE-backed company and Inc's 500 Fastest Growing Companies in America for 4 years, is seeking a Senior Developer for their Chicago office. The role involves designing, building, and testing functionality in their award-winning, cloud-based system. The ideal candidate should have a Bachelor's degree in Computer Science or related field, minimum 8 years of software development experience, and expertise in React, C# .NET, and Microsoft SQL Server. They should also have experience in building and maintaining integrations, strong analytical skills, and the ability to manage multiple projects. BigTime offers a competitive salary, comprehensive benefits, a hybrid work schedule, and a positive work environment.

Regional Executive, Great Lakes Region

Company: The Hanover Insurance Group

Location: Chicago, IL

Posted May 09, 2024

The Hanover Insurance Group is seeking a Field Zone Executive for a Full-time, Exempt Hybrid position. The role involves leading a large geographic spread, managing top and bottom line performance, and providing strategic guidance. The ideal candidate should have 20+ years of insurance experience, a Bachelor's degree (advanced management degree preferred), and demonstrated leadership experience. The company offers comprehensive benefits, career development opportunities, and a commitment to diversity and inclusion.

Staff Accountant (Hybrid)

Company: Enova

Location: Chicago, IL

Posted May 09, 2024

Enova is seeking a Staff Accountant with 0-2 years of experience for a dynamic role. The position involves accounting functions, month-end close tasks, and financial statement analysis. The ideal candidate should have strong knowledge of U.S. GAAP, internal controls, and Excel skills. Enova offers a hybrid work model, comprehensive benefits, and opportunities for professional growth.

Treasury Analyst (Hybrid)

Company: Enova

Location: Chicago, IL

Posted May 09, 2024

Enova is seeking a Treasury Analyst for its Treasury team. The role involves treasury operations, risk management, and collaboration with business and tech teams. Responsibilities include preparing reports, managing payments, overseeing investments, analyzing bank fees, and administering corporate cards. The ideal candidate should have an undergraduate degree in Finance, Accounting, or Economics, 2+ years of corporate treasury experience, and proficiency in Kyriba. Bilingual English/Spanish is a plus. Enova offers a hybrid work model, comprehensive benefits, and a values-driven culture.

Operations Intern

Company: Home Chef

Location: Chicago, IL

Posted May 09, 2024

Home Chef is a meal solutions company that is committed to inspiring and enabling people to cook simple, delicious meals. They are recruiting Operations interns for the summer of 2023 and are looking for humble team players and pragmatic next-level thinkers.

Technical Program Manager

Company: NinjaTrader

Location: Chicago, IL

Posted May 08, 2024

NinjaTrader, a growth-stage FinTech company with an award-winning platform and over 1 million users, is seeking a Technical Program Manager. The role involves driving the development of high-quality, scalable technology and diverse products, overseeing the product development lifecycle, and collaborating with engineering and product development teams. The ideal candidate should have a Bachelor's degree in computer science or related field, 3-5 years of technical program management experience within an Agile environment, and proficiency in cloud platforms like Google Cloud Platform. Key responsibilities include driving cross-functional alignment, implementing and supporting standardized agile processes, and delivering comprehensive status reports on development progress. The company offers a range of benefits including 15 days PTO, 7 paid holidays, 401k with company match, and health, vision, dental coverage.

Program Associate, Bank Partnerships (Hybrid)

Company: Enova

Location: Chicago, IL

Posted May 08, 2024

Enova International is seeking a Program Associate to support strategic partnerships, manage day-to-day operations, and ensure compliance. The role requires a Bachelor's degree, 3-5 years of experience in product management or banking/finance, and strong communication skills. Enova offers a competitive benefits package, including health insurance, 401(k) matching, and paid parental leave. The company values diversity and inclusion, and is committed to providing equal employment opportunities.

Group Tax Manager

Company: Pricefx

Location: Chicago, IL

Posted May 08, 2024

Pricefx, a leading SaaS Pricing and CPQ vendor, is seeking a tax compliance expert with at least 5 years of experience in a multi-jurisdictional environment. The role involves leading and improving global tax compliance in several countries, managing external relationships, and coordinating tax audits. The company offers a flexible work environment, competitive benefits, and opportunities for growth and development. The ideal candidate should have excellent communication skills, strong knowledge of tax codes and procedures, and advanced Excel skills.

Executive Assistant

Company: NinjaTrader

Location: Chicago, IL

Posted May 10, 2024

NinjaTrader, a growth-stage FinTech company with an award-winning platform and over 1 million users, is seeking an experienced Executive Assistant. The role involves scheduling meetings, organizing travel, managing email correspondence, and providing general administrative support. The ideal candidate should have at least 3 years of experience as an Executive Assistant, proficiency in Microsoft Office, and strong problem-solving skills. Benefits include 15 days PTO, 7 paid holidays, 401k with company match, health, vision, dental coverage, and life and disability insurance. NinjaTrader is committed to equal employment opportunity.

Sales Director

Company: Mantle

Location: Chicago, IL

Posted May 09, 2024

Mantle, a growth-stage 3D printing company, is seeking a Sales Director with manufacturing industry experience to focus on the Chicago and Grand Rapids (IL/WI) territories. The role involves identifying prospective customers, managing sales processes, establishing relationships with stakeholders, closing transactions, and managing customer relationships. The ideal candidate should have 7+ years of experience in manufacturing technology sales, technical and business acumen, strategic thinking, and strong interpersonal skills. Mantle offers competitive compensation, benefits, and a positive 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.

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