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.

Video and Animation Designer

Company: Keeper Security, Inc.

Location: Chicago, IL

Posted May 18, 2024

Keeper Security is hiring a Video and Animation Designer to create innovative content. The job requires 3+ years of experience and expertise in Adobe Creative Suite. The company offers a range of benefits and is an equal opportunity employer.

Manager, Business Development

Company: Tegus

Location: Chicago, IL

Posted May 18, 2024

Tegus, a leading market intelligence platform, seeks a Manager of Business Development. The role involves hiring, training, and leading a team of BDRs to generate leads and drive sales. The ideal candidate should have 5+ years of sales experience, including BDR, closing, and leadership roles. They must possess strong mentorship skills, passion for training, and mastery of sales tools. The company offers comprehensive benefits, a flexible work environment, and a commitment to diversity and inclusion.

Support Engineer

Company: Snapsheet

Location: Chicago, IL

Posted May 18, 2024

Snapsheet is seeking a Support Engineer with 3+ years of experience in support-related roles. The engineer will be the primary point of contact for external customers, handle support tickets, install and troubleshoot vendor software, provide local and remote helpdesk support, document procedures, order and set up desktop equipment, and commute to the office 1-2 days a week. The ideal candidate will have strong analytical skills, experience with Bash, PHP, Python, Ruby, or Powershell, API troubleshooting experience, and excellent communication skills. Snapsheet offers competitive benefits including medical, dental, vision insurance, unlimited PTO, 401k match, monthly internet stipend, and more. The company is committed to diversity and inclusion, and encourages applicants who may not meet every requirement to apply.

Enterprise Sales Development Representative

Company: Smartly

Location: Chicago, IL

Posted May 18, 2024

Smartly.io, a high-growth SaaS company specializing in AI-powered advertising technology, is seeking an ambitious Enterprise SDR to join their Global Sales Development team in New York. The role involves partnering with Account Executives, targeting strategic accounts, and leveraging data to improve outbound sales efforts. The ideal candidate should be an excellent communicator, eager to learn, and have experience with Salesforce and/or Hubspot. Benefits include five weeks paid time off, generous healthcare packages, and equity grants.

Sr. IAM Engineer (#Hybrid at Chicago HQ near O'Hare Airport)

Company: Alliant Credit Union

Location: Chicago, IL

Posted May 19, 2024

The Sr. IAM Engineer will be responsible for planning, evaluating, architecting, and supporting Identity Access Management (IAM) solutions, including OKTA and CyberArk. They will collaborate with various departments to create secure IAM operations and design new business applications. The role involves developing an enterprise-wide IAM strategy, establishing privileged access monitoring controls, and creating relevant documentation. The engineer will also work on improving provisioning and de-provisioning processes, updating user security policies, and ensuring compliance with regulations. Benefits include competitive medical, dental, and vision benefits, paid parental leave, and tuition reimbursement.

Group Product Manager - Websites

Company: Ziff Davis

Location: Chicago, IL

Posted May 19, 2024

Spiceworks Ziff Davis is seeking a seasoned Group Product Manager to oversee the growth, retention, and enhancement of audience experiences across multiple properties. The ideal candidate will have extensive product management experience, a strong understanding of user behavior, and the ability to lead an Agile team. Key responsibilities include understanding the industry landscape, leading a team of Product Managers, achieving ambitious product goals, and using data to drive decision making. The role offers a competitive benefits package, including unlimited flexible time off, volunteer paid time off, and a remote-first work experience.

Associate, S&O (Hybrid)

Company: Enova

Location: Chicago, IL

Posted May 19, 2024

Enova is seeking a Strategy & Operations Associate with a Bachelor's degree in Engineering, Business, or Finance and 4-7 years of experience in process improvement, management consulting, or data analytics. The role involves managing projects, improving processes, and enhancing customer experience. The successful candidate will work on both short-term and long-term initiatives, collaborate with cross-functional teams, and negotiate with external partners. Enova offers a hybrid work model, comprehensive benefits, and a values-driven culture.

Senior Analyst, S&O (Hybrid)

Company: Enova

Location: Chicago, IL

Posted May 19, 2024

Enova International is seeking a Strategy & Operations Analyst to support one of its core P&L's. The role involves managing projects for operational efficiency, driving process improvements, and enhancing customer experience. The ideal candidate should have a Bachelor's degree in Engineering, Business, or Finance, and 2-4 years of experience in process improvement, management consulting, or data analytics. The position offers a hybrid work model, comprehensive benefits, and opportunities for professional growth. Enova is a values-driven organization committed to creating accessible credit for millions, with a focus on inclusion and employee development.

Account Manager, Mid Market (Chicago)

Company: Vouch Insurance

Location: Chicago, IL

Posted May 18, 2024

Vouch is a technology-first insurance company for high-growth startups, offering fast, responsive, and relevant insurance solutions. The company is backed with $185M in funding and is looking for an experienced Account Manager with 3+ years in commercial insurance, preferably with exposure to tech companies. The role involves managing accounts, selling products, advising on risk solutions, and ensuring clients utilize the Vouch platform. Vouch offers competitive compensation, benefits, and a supportive work environment with flexible vacation time, wellness allowance, and professional development opportunities. The company values diversity and inclusion, with various employee groups and wellbeing perks.

Copywriter Intern

Company: Credit Union 1

Location: Chicago, IL

Posted May 19, 2024

Credit Union 1 has been recognized as a Top Workplace by the Chicago Tribune and Las Vegas Review Journal for the third consecutive year. The organization is known for its empowering work culture, which values employee learning and development, and promotes from within. The Intern Copywriter position involves creating engaging content for various marketing materials, collaborating with the creative team, and staying updated on industry trends. The ideal candidate is a current college or university student with a major in English, communications, marketing, or related coursework, and previous copywriting experience is a plus.

Marketing Program Manager

Company: ALIS by Medtelligent

Location: Chicago, IL

Posted May 18, 2024

Medtelligent, a leading provider of assisted living software, is seeking a Marketing Program Manager. The role involves developing and executing marketing strategies, conducting market research, managing brand identity, creating content, driving digital marketing initiatives, and collaborating with internal and external teams. The ideal candidate should have 5+ years of marketing experience, strong digital marketing knowledge, excellent communication skills, an analytical mindset, and creative thinking abilities. Benefits include a diverse team, good work-life balance, competitive salary, generous PTO, health insurance, 401k, and equity rights. The application process involves a phone screen, in-person or video interview, and potential third round interview.

Staff Accountant

Company: West Monroe

Location: Chicago, IL

Posted May 17, 2024

West Monroe Partners is seeking a Staff Accountant with strong financial acumen and critical thinking skills. The role involves executing journal entries, managing accounting processes, conducting month-end reconciliations, generating financial reports, and contributing to process improvement initiatives. The ideal candidate should have 2-3 years of relevant experience, a degree in finance or accounting, and proficiency in Microsoft Office applications. West Monroe offers competitive compensation, benefits, and opportunities for growth.

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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