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.

Compliance Testing Associate

Company: Avant

Location: Chicago, IL

Posted Jun 27, 2024

Avant, a FinTech company, is seeking a compliance professional with 4+ years of experience in financial services regulatory compliance, preferably in banking. The role involves conducting second line regulatory compliance monitoring and testing, supporting risk assessments, and compliance training. The candidate should have in-depth knowledge of consumer protection regulations such as TILA, ECOA, UDAAP, FCRA, FDCPA, SCRA, MLA, GLBA, EFTA, TCPA, E-SIGN, and BSA. Avant offers a flexible work environment, competitive benefits, and opportunities for professional development. The company values authenticity, collaboration, problem-solving, customer focus, and initiative.

Security Operations Center Analyst

Company: iManage

Location: Chicago, IL

Posted Jun 26, 2024

iManage is seeking a Security Operations Analyst for a remote position. The role involves monitoring and responding to security events, handling day-to-day monitoring of security infrastructure, preparing standard operating procedures, interfacing with other teams, and developing technical solutions. The ideal candidate has 3+ years of IT experience, Information Security experience, exposure to automation tools, understanding of Azure or similar cloud services, and strong communication skills. iManage offers a supportive team, flexible work hours, modern workspace, opportunities for career growth, and comprehensive benefits.

Accounting Specialist (Multiple Experience Levels Considered)

Company: RLI Insurance Company

Location: Peoria, IL

Posted Jun 25, 2024

RLI is an insurance company that values its employee owners and offers a unique culture and approach to delivering exceptional results. The company is looking for a Tax Department Support Specialist to provide support for various tax department functions, including preparation of municipal tax returns, personal property tax and sales tax return filings, and assisting with annual 1099 reporting process.

Associate Treasury Analyst (Peoria, IL)

Company: RLI Insurance Company

Location: Peoria, IL

Posted Jun 25, 2024

RLI is an insurance company that values its employee owners and offers a unique culture and approach to delivering exceptional results. The company is looking for an Associate Treasury Analyst to support the administration of various investment and treasury functions.

IT Systems Engineer

Company: Beyond Finance

Location: Chicago, IL

Posted Jun 26, 2024

Beyond Finance is a Chicago-based company that aims to help individuals escape debt and achieve financial stability. They are seeking an IT Systems Engineer with experience in SaaS, IDP, Endpoint, and Google Workspace administration. The role involves project-based work, supporting business priorities, and handling ticket escalations. The ideal candidate should be agile, a quick learner, and capable of context-switching. Beyond Finance offers a collaborative work environment, competitive benefits, and opportunities for career development.

Customer Success Manager

Company: YCharts

Location: Chicago, IL

Posted Jun 22, 2024

YCharts, a fast-growing fintech company, is seeking Customer Success Managers to help clients utilize their software effectively. The role involves partnering with new clients, collaborating with sales partners, demonstrating product knowledge, building relationships, and advocating for clients. Requirements include a finance or business degree, 3+ years of experience in financial services, and knowledge of financial statements and investment vehicles. The company offers a competitive base salary, commissions, and a range of benefits including flexible remote options, health insurance, 401(k) match, and generous PTO. YCharts is committed to diversity and inclusion, and has received numerous awards for its work environment and innovation.

Business Development Representative

Company: Hireology

Location: Chicago, IL

Posted Jun 26, 2024

Hireology, a market-leading organization with over 165 team members, is seeking a Business Development Representative. The role involves proactive outbound appointment setting, building prospecting lists, and partnering with Senior and Strategic Account Executives. The ideal candidate is driven, has great communication skills, and is metrics-driven. Hireology offers unlimited paid time off, health benefits, a 401(k) with company match, and award-winning culture.

FP&A Analyst

Company: Cleo

Location: Chicago, IL

Posted Jun 21, 2024

Cleo is a rapidly growing cloud integration technology company with 4,000+ clients and a 99% retention rate. The company focuses on business outcomes, delivering solutions that make it easy to discover and create value through the integration of enterprise applications. The role involves preparing weekly reports, assisting in budgeting and forecasting, serving as a finance business partner, and performing ongoing analyses. The company offers competitive benefits, a supportive culture, and accelerated growth potential.

Technical Product Analyst - CMDB & Asset Management (Hybrid @Chicago HQ near O'Hare Airport)

Company: Alliant Credit Union

Location: Chicago, IL

Posted Jun 23, 2024

The role involves managing the ServiceNow Configuration Management Database (CMDB) and asset management modules, collaborating with various IT teams, and ensuring data integrity. Responsibilities include maintaining CMDB accuracy, supporting change management, generating reports, and participating in CMDB tool enhancements. The position also requires involvement in ITSM and Disaster Recovery initiatives. The role offers competitive benefits, including health insurance, parental leave, tuition reimbursement, and a 401k plan with immediate employer match. The employee must adhere to Bank Secrecy Act policies and maintain integrity in all actions.

VP, Product Management

Company: SpotHero

Location: Chicago, IL

Posted Jun 24, 2024

SpotHero, a leading tech company in Chicago, is seeking a Vice President of Product Management. The role involves leading a team of product managers, driving strategic growth, and managing a suite of consumer and operator products. The ideal candidate will have a strong background in e-commerce or marketplace technologies, experience managing large-scale projects, and the ability to interact with diverse groups. SpotHero offers excellent benefits, a flexible PTO policy, and a supportive work environment. The company is committed to diversity and inclusion.

Strategic Solutions Manager

Company: Arrive Logistics

Location: Chicago, IL

Posted Jun 26, 2024

Arrive Logistics, a leading transportation and technology company in North America, is seeking a Strategic Solutions Manager to help transition from a thriving start-up to a major player in the 3PL space. The role involves leveraging industry knowledge to improve carrier relationships, strategically grow capacity, and increase dedicated loads per day. The company offers excellent benefits, a matching 401K program, unlimited PTO, a balanced hybrid work environment, and a casual dress code. Arrive Logistics has an award-winning culture, recognized as a top workplace by Inc., Fast Company, Fortune, and earned Top Workplaces and Great Place to Work.

Sr. Compliance Analyst (Hybrid at our Chicago HQ near O'Hare Airport)

Company: Alliant Credit Union

Location: Chicago, IL

Posted Jun 27, 2024

The Sr. Compliance Analyst will lead the development and execution of a comprehensive compliance monitoring program, ensuring adherence to regulatory requirements and internal policies. They will collaborate with various business units and support functions to identify and address compliance gaps, and communicate these to leadership. The role requires a Bachelor's degree in a relevant field, with 5 years of compliance or risk management experience. Preferred qualifications include a graduate degree and professional certifications. The position offers competitive benefits, including health insurance, parental leave, and tuition reimbursement.

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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