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.

Customer Support Associate

Company: Drive Sally

Location: Chicago, IL

Posted Nov 17, 2023

*Offer amounts within our ranges are based on skills, experience, relevant education or training, and other job-related factors. In this role, you will handle service requests for our customers, lead our on-site operations, analyze trends in customer management, and develop processes. At Sally, we believe in making thoughtful decisions around compensation to ensure the growth and development of our employees. What you’ll do Collaborate with onsite partners to guarantee operational success Own the customer experience for all in-person, phone, and email interactions with professional drivers Complete driver onboarding (pricing, contract execution, vehicle matching) Provide a seamless vehicle rental process (prep vehicles, process returns, and physical recoveries) Manage driver accounts Schedule vehicle service, bodywork, and inspections Utilize knowledge of the rideshare industry to provide the best possible customer support What we look for 1-3 years of customer service and operational experience Impeccable communication and time management skills Passion for delivering a superb customer experience and working with diverse groups of people Keen attention to detail and strong desire to learn Spanish proficiency is a plus Availability to work Monday-Friday as well as rotating weekends & holidays Valid driver’s license Benefits 20 PTO days Health and dental contribution plan Team lunches Compensation range: $50,000-$70,000 Please note that this position is not eligible for Visa sponsorship. We are growing quickly, so there may be other projects and tasks you’ll be able to help with! We want you to grow with us as our company grows! We operate a large fleet of vehicles that we provide to rideshare, last mile, and taxi drivers on a flexible basis. We're looking for an outstanding Customer Support Associate to join our onsite Chicago office! We invest heavily in our technology and our people to deliver best-in-class service to our customers. Sally’s mission is to be the most trusted vehicle and service provider for professional drivers.

Software Engineer (Reference Data)

Company: Aquatic Capital Management

Location: Chicago, IL

Posted Nov 17, 2023

We do not discriminate based upon race, religion, color, national origin, sex, sexual orientation, gender identity/expression, age, status as a protected veteran, status as an individual with a disability, or any other applicable legally protected characteristics. The firm’s culture will be shaped by collaboration, meritocracy, ambition, and calm determination. Aquatic develops systematic investment strategies, enabled by a leading-edge research and development platform. Benefits: Benefits: Fully paid medical, dental, and vision for employees and dependents, competitive 401k plan, employer-paid life & disability insurance Perks: Wellness programs, casual dress, snacks, lunch, game room, team and company events Development: Open environment to maximize learning and knowledge sharing Time: Generous PTO, paid holidays, competitive paid caregiver leaves Aquatic Capital Aquatic is a quantitative trading and investment company recently launched by Jon Graham. At Citadel, Jon held numerous senior positions over the years, including head of Statistical Arbitrage and Equity High Frequency, culminating in leading the highly successful Global Quantitative Strategies business. Aquatic is a proud equal opportunity workplace. The vision is simple: to build a world class, quantitative trading company with a collaborative team of highly capable researchers and engineers. Prior to founding Aquatic, Jon was a Partner and Senior Managing Director at Citadel, where he worked for more than 13 years. Actual compensation for successful candidates will be carefully determined based on a number of factors, including their unique skills, qualifications and relevant experience. This position may also be eligible for additional forms of compensation, such as a discretionary bonus, and benefits.

Spanish/English Customer Support Specialist (Contract)

Company: Tango

Location: Chicago, IL

Posted Nov 17, 2023

All applicants will be recruited and considered for employment regardless of their social identities, including but not limited to race, gender, color, religion, belief, national origin, age, sexual orientation, disability, and other protected classes. There are a handful of states that we are not currently able to hire in: Hawaii, Massachusetts, New Jersey, New York, Pennsylvania. Remote Work Eligibility Tango has a flexible work policy, allowing most employees to work from home, in our Seattle office, or in a hybrid format. This posting is open for applications through (November, 22nd). If you suspect a role or job ad is fraudulent, or that you are being contacted by a scammer pretending to be a representative of Tango, please contact us. If you believe you are the victim of fraud resulting from a job listing, please contact your local authorities. What You'll Get From Us Competitive compensation package (money isn’t everything, but it helps) Medical, dental, and vision benefits (100% employer paid premium) Flex PTO and a generous holiday schedule 401(k) matching up to 6% and equity opportunities Choice-First Plan allows employees to choose to work from home, at our Seattle HQ, or hybrid A work-from-home monthly stipend for all employees Award-winning culture that fosters autonomy, creativity, inclusion, transparency, and ownership Dog-friendly Seattle office! We at Tango take the protection of your personal information very seriously. Emails from us will come only from an official @tangocard.com email address. After this date, we'll take down the posting while we review the applicant pool.

Supply Chain Manager

Company: Chowbus

Location: Chicago, IL

Posted Nov 17, 2023

The job posting seeks an experienced Supply Chain Manager to oversee and optimize end-to-end supply chain operations. The role involves managing purchasing, warehouse/inventory management, logistics, supplier relationships, and planning. Key responsibilities include negotiating terms, implementing inventory control policies, optimizing transportation processes, fostering supplier relationships, and collaborating with cross-functional teams. The ideal candidate should have warehouse management experience, proficiency in inventory management software, strong leadership skills, and the ability to prioritize tasks in a fast-paced environment.

Software Engineer (Trading Operations)

Company: Aquatic Capital Management

Location: Chicago, IL

Posted Nov 17, 2023

We do not discriminate based upon race, religion, color, national origin, sex, sexual orientation, gender identity/expression, age, status as a protected veteran, status as an individual with a disability, or any other applicable legally protected characteristics. The firm’s culture will be shaped by collaboration, meritocracy, ambition, and calm determination. Benefits: Benefits: Fully paid medical, dental, and vision for employees and dependents, competitive 401k plan, employer-paid life & disability insurance Perks: Wellness programs, casual dress, snacks, lunch, game room, team and company events Development: Open environment to maximize learning and knowledge sharing Time: Generous PTO, paid holidays, competitive paid caregiver leaves Aquatic Capital Aquatic is a quantitative trading and investment company recently launched by Jon Graham. Aquatic develops systematic investment strategies, enabled by a leading-edge research and development platform. At Citadel, Jon held numerous senior positions over the years, including head of Statistical Arbitrage and Equity High Frequency, culminating in leading the highly successful Global Quantitative Strategies business. Aquatic is a proud equal opportunity workplace. Prior to founding Aquatic, Jon was a Partner and Senior Managing Director at Citadel, where he worked for more than 13 years. This position may also be eligible for additional forms of compensation, such as a discretionary bonus, and benefits. The vision is simple: to build a world class, quantitative trading company with a collaborative team of highly capable researchers and engineers. Actual compensation for successful candidates will be carefully determined based on a number of factors, including their unique skills, qualifications and relevant experience.

Aggregator & Affiliate Marketing Manager

Company: Kin Insurance

Location: Chicago, IL

Posted Nov 17, 2023

Kin, a high-growth Insurtech company, is seeking an Aggregator & Affiliate Marketing Manager to optimize partnerships and scale marketing efforts. The role involves managing paid inbound calls, warm transfer programs, and new partnerships. The ideal candidate should have 5+ years of marketing experience, a strong understanding of aggregator and affiliate marketing, and proficiency in tools like Ringba. Bonus points for experience with insurance-specific aggregators and auction-based lead generation platforms.

Media Strategist

Company: Accelerated Digital Media

Location: Chicago, IL

Posted Nov 17, 2023

Accelerated Digital Media is a performance marketing agency seeking a results-driven SEM Account Manager. The role involves managing client campaigns across Google Ads, Meta, and programmatic advertising, formulating client strategies, and fostering strategic partnerships. The company offers competitive compensation, professional development opportunities, and a supportive culture. They are an equal opportunity employer.

Senior Tax Accountant

Company: PEAK6

Location: Chicago, IL

Posted Nov 16, 2023

PEAK6, a leading investment firm, is seeking a Senior Tax Accountant to join their dynamic team. The role involves preparing and reviewing tax returns, calculating tax provisions, maintaining tax controllership, forecasting taxable income, ensuring compliance with tax laws, and assisting with tax research for new initiatives and acquisitions. The ideal candidate should have 3+ years of relevant experience, a Bachelor's degree in Accounting, and proficiency in Microsoft Office, particularly Excel. PEAK6 offers a comprehensive benefits package, including healthcare, competitive PTO, 401k match, parental leave, and tuition reimbursement. The company is committed to diversity and equal opportunity employment.

Senior Business Analyst

Company: SpotHero

Location: Chicago, IL

Posted Nov 17, 2023

SpotHero, a rapidly growing parking industry technology company, is seeking a Senior Business Analyst. The ideal candidate will be an expert in SQL, data modeling, and the modern data stack. They will lead the development of the reporting data warehouse, collaborate with engineers and product managers, and transform complex analytical results into simple stories. The role offers unlimited growth potential, excellent benefits, flexible PTO, a learning budget, and an annual parking stipend. SpotHero values diversity and inclusivity, and is committed to providing an inclusive interview experience.

Partnerships Development Manager

Company: Kin Insurance

Location: Chicago, IL

Posted Nov 17, 2023

Kin, a high-growth Insurtech company, is seeking a Partnership Development Manager to shape its growth strategy. The role involves sourcing and onboarding new vendor and affiliate partnerships, optimizing lead monetization, and collaborating with internal teams. Kin, recognized as a great place to work, offers comprehensive benefits and a dynamic work environment. The ideal candidate should have 2-6 years of business development experience, technical proficiency, and expertise in lead monetization strategies.

Head of Debt Recovery – Consumer Debt Recovery Group

Company: Enova

Location: Chicago, IL

Posted Nov 17, 2023

Enova International is seeking a Head of Debt Recovery - Consumer Debt Recovery Group with over 10 years of experience leading a consumer debt collections agency. The role involves building an internal debt recovery group, developing late stage recovery strategies, and implementing best-in-class debt management solutions. The candidate must possess advanced knowledge of consumer debt recovery, strong analytical skills, and excellent communication abilities. Enova offers a range of benefits including flexible work schedule, health insurance, 401(k) matching, and a sabbatical program.

Regional Sales Manager - Chicago

Company: BigID

Location: Chicago, IL

Posted Nov 17, 2023

Prior experience selling data security. Actual salaries will vary and are based on a candidate’s qualifications, skills, and competencies. Our Values: We look for people who embody our values - Care, Do,Try & Shine. Learn more about us here. BigBenefits: 💻 Work from home with a global remote-first community Global Culture Corner Flexible PTO and Quarterly Volunteer Days 💸 Equity Participation 100% employer-covered medical, dental, and vision options available to you 🐶 Additional insurance benefits like pet insurance and legal assistance 📚 Learning & Development Opportunities Fidelity Employer Sponsored 401K Robust DEI Program with several vibrant ERG communities Paid Parental Leave LI-AB1 LI-Remote BigDiversity: We’re committed to creating a culture of inclusion, diversity, and equality – across race, gender, sexuality, disability, and neurodiversity – where innovation and growth thrive, every voice is heard, and everybody belongs. Salary is just one component of our Compensation Philosophy. Establish, access, and create positive business relationships with key executives and senior-level decision-makers. Variable/Bonus Compensation & Equity Incentives align with individual and company performance. CPRA Employee Privacy Notice: CA You have a measurable track record in new business development and overachieving sales targets.

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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