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.

Sales Development Representative (German speaking)

Company: Atlas

Location: Chicago, IL

Posted Apr 03, 2024

Atlas is a 100% Direct Employer of Record (EOR) that enables companies to employ people globally, partnering with clients to expedite market entry, reduce costs, and mitigate risks. The company's cloud-based platform provides HR infrastructure for international growth, and it invests in Environment, Social, and Governance (ESG) initiatives. Atlas is seeking a Sales Development Representative with 1+ years of experience, strong communication skills, and a passion for customer success. The role involves identifying sales opportunities, nurturing leads, and collaborating with cross-functional teams to drive revenue. Atlas offers a diverse and inclusive work environment, flexible PTO, generous parental leave, growth opportunities, and the chance to make a positive impact.

Senior Data Scientist

Company: Bridge Legal

Location: Chicago, IL

Posted Apr 03, 2024

The job posting is looking for a detail-oriented Data Scientist to join their team. The role involves leading and innovating in data science, developing advanced data science strategies, and collaborating with cross-functional teams. The company offers competitive compensation, unlimited PTO, and a friendly work environment.

Scheduler

Company: Ardmore Roderick

Location: Chicago, IL

Posted Apr 03, 2024

Ardmore Roderick, a fast-growing civil engineering firm, is seeking a Scheduler with 5-10 years of Oracle P6 experience for a Program Controls role in Memphis, Tennessee. The Scheduler will develop detailed integrated schedules, monitor project performance, and maintain schedule controls. The ideal candidate will have strong communication skills, proficiency in Microsoft applications, and experience with construction cost tracking and cost control. Ardmore Roderick offers competitive benefits and a dynamic team environment.

Mid-Market Account Executive (Remote)

Company: Aprimo

Location: Chicago, IL

Posted Apr 03, 2024

Aprimo, a pioneer in marketing operations, is seeking a Mid-Market Account Executive for a remote, full-time position. The role involves nurturing relationships with existing customers, driving upsell and cross-sell opportunities, managing contracts, and assisting with account planning and expansion execution. The ideal candidate should have a Bachelor's degree, 2+ years of account management experience, and a proven track record in sales. Aprimo offers a flexible work environment, competitive benefits, and opportunities for career advancement.

Architect, Cloud

Company: Sertifi

Location: Chicago, IL

Posted Apr 03, 2024

Sertifi, a leading technology company in the Hospitality and Travel industry, is seeking a Cloud Architect with extensive experience in AWS, Terraform, and Spacelift. The ideal candidate will design scalable, resilient, and efficient cloud infrastructure, provide operations and observability expertise, and mentor a team of engineers. Sertifi offers a collaborative environment, competitive salary, and comprehensive benefits.

Account Sales Representative (May Onboarding)

Company: Loadsmart

Location: Chicago, IL

Posted Apr 03, 2024

Loadsmart, a hyper-growth logistics tech company valued at over $1 billion, is seeking an Account Sales Representative for its Chicago office. The role involves prospecting new business opportunities, managing existing clients, and guiding customers through integration projects. The ideal candidate should have 1-5 years of logistics experience, strong client relationship skills, and excellent communication abilities. Loadsmart offers competitive salaries, equity, unlimited PTO, comprehensive benefits, and a collaborative culture.

Software Engineer (Trading Operations)

Company: Aquatic Capital Management

Location: Chicago, IL

Posted Apr 03, 2024

Aquatic, a quantitative trading and investment company founded by Jon Graham, is actively recruiting for a Software Engineer. The ideal candidate should have at least 5+ years of full-time professional software development experience, with a focus on performant event processing. They should be proficient in Python, familiar with C++, and have experience with messaging architectures such as Kafka, Aeron, and reliable multicast. The role involves developing across multiple layers, from UI to back-end, and working actively with others to produce easy-to-maintain and robust code. The base salary is between $150,000 and $300,000, with potential for additional compensation and benefits. Aquatic offers a collaborative team environment, competitive benefits, and a focus on delivering results aligned with Trading and Operations goals.

Senior Data Scientist

Company: High Definition Vehicle Insurance (HDVI)

Location: Chicago, IL

Posted Apr 03, 2024

HDVI is a modern insurance company for trucking fleets, offering dynamic and transparent pricing, lower premiums, and risk mitigation through real-time telematics data. The company is co-founded by a former Esurance co-founder and has a values-driven, data-driven team. HDVI is well-funded and aims to revolutionize commercial trucking insurance. The Senior Data Scientist role involves developing and implementing data analytics applications, designing predictive models, and building data pipelines. The company offers competitive benefits, including stock options, unlimited PTO, and a remote-friendly environment.

Data Technology Owner (Peoria, IL or Remote)

Company: RLI Insurance Company

Location: Peoria, IL

Posted Apr 03, 2024

RLI is a Glassdoor Best Places to Work company with a strong financial track record. They are seeking a Data Technology Owner (Product Owner) to oversee product team development activities, ensuring valuable solutions are delivered accurately and efficiently to internal customers. The role involves BI product ownership, translating product vision into user stories, managing the implementation backlog, and ensuring solutions are desired by customers. The ideal candidate should have a bachelor's degree, 6+ years of experience in a technical environment, and 2+ years as a product owner or lead business analyst. RLI encourages professional development and offers a range of benefits including an ESOP, 401(k), paid time off, and comprehensive health benefits.

Staff Accountant

Company: NinjaTrader

Location: Chicago, IL

Posted Apr 03, 2024

NinjaTrader, a growth-stage FinTech company based in Chicago, is hiring a Staff Accountant for a hybrid role in their downtown office. The ideal candidate will have 1-4 years of accounting experience, a Bachelor's degree in accounting or Business, and proficiency in Microsoft Excel and GAAP. Key responsibilities include managing accounts payable, processing credit card and banking entries, applying financial policies, analyzing results, and assisting with month-end close. The company offers competitive benefits, including 15 days PTO, 7 paid holidays, 401k with company match, and health, vision, dental, life, and disability insurance. NinjaTrader is committed to equal employment opportunity.

Brand Manager

Company: HARIBO of America

Location: Chicago, IL

Posted Apr 03, 2024

HARIBO of America is seeking a Marketing Brand Manager to develop strategies for assigned product lines, oversee advertising and promotion, and deliver profit, volume, and market share objectives. The role involves working cross-functionally with internal and external stakeholders, utilizing data to provide insights, and leading execution of marketing plans. The company offers comprehensive benefits, career growth opportunities, and a family-oriented culture. Qualifications include 5+ years of progressive work experience in brand marketing, a Bachelor's Degree, and experience with syndicated data.

Mid-Market Sales Executive (Remote)

Company: Aprimo

Location: Chicago, IL

Posted Apr 03, 2024

Aprimo, a leading provider of marketing resource and digital asset management solutions, is seeking a Mid-Market Sales Executive. The role involves selling Aprimo's SaaS software to various industries, managing a book of business, and developing strategies to grow accounts. The ideal candidate should have a Bachelor's degree, 4+ years of sales experience, and a proven track record in new business prospecting and account development. Aprimo offers a flexible work-from-home policy, competitive benefits, and a collaborative, employee-first culture.

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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