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.

IT Manager

Company: Avant

Location: Chicago, IL

Posted Nov 04, 2023

Avant is seeking a seasoned IT Manager with 6+ years of industry experience, preferably in Information Technology or Engineering. The role involves managing a team of systems engineers, providing technical leadership, and ensuring adherence to security standards. The ideal candidate should have ITIL Certification, experience with enterprise systems, and vendor management skills. Avant values diversity and offers a range of benefits including flexible work environment, unlimited PTO, and professional development opportunities.

Logistics Manager

Company: Grubhub

Location: Chicago, IL

Posted Nov 04, 2023

Grubhub is seeking a Logistics Manager to join their team. The role involves managing the delivery network, coordinating deliveries, and optimizing cost, speed, and quality. The ideal candidate is a data-driven, analytical, and driven individual with a passion for problem-solving and innovation. They should have a proven track record in operations, strategy, or business development, and excellent communication skills. Grubhub offers a competitive compensation package, flexible PTO, health benefits, free meals, and opportunities for social impact.

Staff Accountant

Company: Vivid Seats

Location: Chicago, IL

Posted Nov 04, 2023

Vivid Seats, founded in 2001, is a leading online ticket marketplace dedicated to connecting fans with live events, artists, and teams. The company values its employees and fosters a culture of collaboration, innovation, and continuous learning. As a Staff Accountant, you will support financial operations, ensure seamless transactions, and contribute to the production of accurate financial statements. The role offers opportunities for career growth, skill development, and a competitive compensation package. Vivid Seats is committed to diversity and flexibility, offering a hybrid working model and various workplace perks.

Senior Salesforce Consultant, CPQ

Company: West Monroe

Location: Chicago, IL

Posted Nov 01, 2023

West Monroe is seeking a Salesforce CPQ enthusiast for a Senior Consultant role in their Customer Solutions practice. The role involves collaborating with clients to establish project vision, analyze business requirements, design Salesforce solutions, manage projects, and lead Salesforce implementations. Responsibilities include leading business process review sessions, designing Salesforce CPQ solutions, managing build activities, facilitating testing and training, and managing project status, timelines, and risks. Qualifications include a college degree, 4+ years of Salesforce consulting experience, proficiency in CPQ process areas, leading requirements and design sessions, managing projects, deep understanding of the Salesforce platform, and excellent communication skills. West Monroe offers competitive total rewards, including medical, dental, vision, life insurance, 401k, employee stock ownership program, annual bonuses, unlimited flexible time off, ten paid holidays, and ten weeks of paid parental leave. West Monroe is an Equal Employment Opportunity Employer.

IT Manager

Company: Avant

Location: Chicago, IL

Posted Nov 04, 2023

Avant is seeking an experienced IT Manager with a focus on Information Technology or Engineering. The role involves managing a team of systems engineers, providing technical leadership, and driving execution on strategic initiatives. The ideal candidate should have 6+ years of industry experience, a Bachelor's degree in a STEM discipline, and 4+ years of people management experience. They should also possess ITIL Certification, experience with hybrid AD and AAD environment, and knowledge of Agile best practices. Avant offers a flexible work environment, generous paid parental leave, and a variety of benefits including choice of medical, dental, and vision insurance plans, 401(k) match, and unlimited paid time off.

Account Executive

Company: UPshow

Location: Chicago, IL

Posted Nov 04, 2023

We are always committed to equal employment opportunities regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity or Veteran status. Key customers include Buffalo Wild Wings, Dave & Busters, Smile Doctors, Crunch Fitness, ATI Physical Therapy, Burger King, and Sodexo. Its front-of-house and back-of-house solutions provide interactive digital marketing, entertainment, and communications to drive measurable outcomes. We look forward to your application. If you are the right person for the role you will be part of a fantastic journey in a dynamic, high-growth business. Founded in 2015, UPshow reaches audiences through more than 30,000 screens in businesses worldwide. UPshow is an equal opportunity workplace and an affirmative action employer. Benefits and Perks: Competitive Compensation + Commission Stock Options Medical, dental, vision, life, and short-term disability insurance Professional Development Programs Access to senior management and mentoring opportunities Unlimited PTO Parental Leave 401k Match Pre-tax Transportation Summer Fridays Employee Assistance Program Social Events including: Team Wins and Highlights from the Month, Cultural and Diversity Spotlights, and Happy Hours This is a chance for you to join a challenging and inspiring environment where you will have the possibility to make a daily impact. Together we create an innovative environment that drives UPshow forward. Responsibilities Build and maintain a pipeline of prospective customers Manage the full sales cycle including prospecting, cold-calling, presenting to clients, and ensuring a successful close Achieve performance metrics and monthly/quarterly quotas set by management Build a great first impression with our prospects and customers Lead product demos Report pipeline and sales activity to senior management for accurate forecasting Utilize Salesforce to input and track sales activity Work closely and maintain effective communication with other departments, including Implementation, Customer Success and Finance Qualifications Basic Requirements: Bachelor’s Degree in business, sales or marketing, or equivalent 3-5 years of experience selling SaaS or subscription-based services Proven track record of meeting or exceeding sales/account management quotas Excellent written and verbal communication skills Focused, confident, and self-starter with a positive attitude Energized and excited by working in a fast-paced, high-growth environment Willingness to travel as needed The ability to come into our River North office twice a week Preferred Skills + Experience: Experience selling SaaS and/or subscription-based services Experience with Salesforce or other CRM system Previous experience presenting to clients in-person Experience within hospitality, fitness or healthcare About UPshow: UPshow is the leading on-premise entertainment and performance marketing platform that develops branded digital networks for brick-and-mortar businesses.

Payroll Specialist

Company: Grubhub

Location: Chicago, IL

Posted Nov 04, 2023

Grubhub is seeking a Payroll Specialist to join their team. The role involves in-house payroll processing, reporting, analysis, and general payroll administration. The specialist will work alongside business leaders, provide high-level service to team members, and ensure compliance with relevant laws and internal policies. The ideal candidate should have one or more years of experience in payroll processing within a large company, strong interpersonal skills, and proficiency in Workday and/or ADP. Grubhub offers a generous compensation package, health benefits, free meals, and opportunities for social impact.

Director, AI GTM & Solutions

Company: SADA

Location: Chicago, IL

Posted Nov 04, 2023

SADA is seeking a Director, AI GTM & Solutions to lead the company's AI solutions strategy, align partner ecosystems with customer needs, and drive business growth. The ideal candidate should have experience in building and growing high-impact partner ecosystems, shaping customer solutions, and understanding the ISV/technology partner landscape within AI. The role involves developing and executing GTM strategies, representing SADA as an ambassador to Google and partner ecosystem, and leading diverse and remote teams. The candidate should possess strong leadership, communication, and problem-solving skills, with a bachelor's degree as a minimum requirement. SADA values inclusion, fairness, and doing the right thing, offering competitive benefits and a fast-growing, award-winning work environment.

Accounting Sr Analyst

Company: Avant

Location: Chicago, IL

Posted Nov 04, 2023

Avant is seeking a tech-savvy accountant with a degree in accounting or finance, preferably with start-up, FinTech, or banking experience. The role involves compiling and analyzing financial information, preparing general ledger entries, and ensuring financial statements comply with U.S. GAAP. The candidate should have strong Excel skills, analytical abilities, and excellent communication skills. Avant values diversity and offers competitive benefits, including medical insurance, 401(k) match, unlimited PTO, and flexible work environment. The position may require full COVID-19 vaccination.

Senior Tax Analyst

Company: PEAK6

Location: Chicago, IL

Posted Nov 02, 2023

PEAK6, a leading investment firm based in Chicago, is seeking a Senior Tax Analyst. The role involves preparing and reviewing tax returns, calculating tax provisions, managing tax controllership, forecasting taxable income, ensuring tax compliance, and assisting with tax research for new business initiatives and acquisitions. The ideal candidate should have 3+ years of relevant tax experience, a Bachelor's degree in Accounting, CPA certification, 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.

Product Manager, NetCredit (Hybrid)

Company: Enova

Location: Chicago, IL

Posted Nov 04, 2023

Enova International is seeking a Product Manager for its core P&L, offering a hybrid work schedule, comprehensive benefits, and opportunities for professional growth. The role involves developing a feature roadmap, collaborating with stakeholders, and driving initiatives to enhance Enova's platform. Requirements include experience in full lifecycle product management, A/B testing, and Agile principles.

Implementation Analyst (Permitting & Licensing)

Company: OpenGov

Location: Chicago, IL

Posted Nov 04, 2023

OpenGov is a high-growth startup that provides cloud software for government entities, aiming to make them more effective and accountable. The Implementation Analyst role involves driving successful customer implementations, providing technical support, and understanding customer pain points to improve workflows. The company is backed by top-tier investors, has a mission-driven CEO, and offers competitive perks and benefits. The job requires 2+ years of experience in software implementation, strong data analysis skills, and excellent interpersonal skills.

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.

Related Pages