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.

Senior Data Science Principal (AI/ML/Generative AI)

Company: West Monroe

Location: Chicago, IL

Posted Aug 02, 2023

West Monroe is seeking an Analytics Lead for its Data Engineering and Analytics practice. The role involves practice development, client delivery, and business development. The ideal candidate should have a Master's degree or PhD in a quantitative discipline, 10+ years of technical experience in machine learning and statistics, and extensive programming experience in Python or R. The position offers a competitive total rewards package, including medical, dental, vision, and basic life insurance, a 401k plan, and unlimited flexible time off.

Analyst II, Growth - Data Analytics / Infrastructure

Company: Grubhub

Location: Chicago, IL

Posted Aug 02, 2023

The Analyst II role at Grubhub is part of the Growth team, focusing on improving customer relationship management and customer portfolio analytics infrastructure. The ideal candidate should be a self-starter with expertise in SQL and Tableau, strong attention to detail, and the ability to develop business judgment. The role involves producing reports, charts, and analytical commentary to enable business decisions.

Service Desk Specialist I

Company: Grubhub

Location: Chicago, IL

Posted Aug 03, 2023

The text is about Grubhub's Service Desk Analyst I role, which involves supporting and resolving technical problems for employees, providing onboarding, hardware, and application support, and working with senior leadership and executive team members. The role also includes setting up and supporting desktop applications, helping solve connectivity and printer issues, and working on after-hour support rotation. The candidate should have an Associates or Bachelor's Degree in Computer Information or related experience, strong communication skills, and high level of Windows & Mac hardware & OS troubleshooting experience.

Manager, End User Computing

Company: OCC

Location: Chicago, IL

Posted Aug 01, 2023

The text describes a job posting for a team lead position in a technology team specializing in Microsoft Azure, Active Directory, Azure, Microsoft O365, Microsoft Exchange, and Intune. The ideal candidate should have architect level technical expertise, exceptional leadership skills, and the ability to identify opportunities for improvement and automation. The role involves leading a team, managing cloud-based infrastructure, collaborating with cross-functional teams, and developing IT policies. The company, Options Clearing Corporation (OCC), is a clearing organization for options, futures, and securities lending transactions.

Website Manager

Company: Smartly.io

Location: Chicago, IL

Posted Jul 31, 2023

Smartly.io is hiring a Website Manager to oversee the strategy and execution of their corporate website, aiming to enhance it as a high-performing growth marketing channel. The role involves owning the website, managing projects, prototyping web pages, applying UX best practices, and leveraging tools for A/B testing. The ideal candidate should have 5+ years of B2B marketing experience in tech companies, demonstrated experience in Webflow, and knowledge of web design, development, and maintenance. Smartly.io offers a range of perks and benefits, including flexible work options, generous healthcare packages, and opportunities for professional development.

Instructional Designer I

Company: Everspring

Location: Chicago, IL

Posted Aug 01, 2023

Everspring, a leading provider of education technology and service solutions, is seeking an Instructional Designer I. The role involves translating traditional courseware into online formats, designing innovative online courses, and collaborating with university partners. The ideal candidate should have a Master's degree in instructional design, curriculum and instruction, educational technology, or human-computer interaction, and 2-4 years of experience in instructional design or academic technology. The position requires excellent communication skills, meticulous attention to detail, and the ability to work with a wide range of academic content. The role is hybrid, requiring two days in the office a week in Chicago. Everspring offers a range of benefits, including a generous PTO plan, professional development, and pet insurance. Full vaccination is required upon accepting an offer of employment.

Security Manager

Company: SpotHero

Location: Chicago, IL

Posted Aug 01, 2023

SpotHero is seeking a security manager to build a security program for their product application and infrastructure. The role requires technical expertise in SecOps, leadership skills, and experience in security operations. The company offers competitive benefits, flexible PTO, and a unique experience to work for a fast-growing startup.

Business Development Representative

Company: CancerIQ

Location: Chicago, IL

Posted Jul 31, 2023

The text describes a job posting for a Business Development Representative at CancerIQ, a company working on early cancer detection and prevention. The role involves outbound prospecting, qualifying deals, building the pipeline, and collaborating with marketing and senior sales executives. The ideal candidate should have sales experience, preferably in healthcare, and be driven to surpass goals. The company offers competitive pay, benefits, and a diverse and inclusive work environment.

Business Development Representative

Company: CancerIQ

Location: Chicago, IL

Posted Jul 31, 2023

We welcome people of diverse backgrounds, experiences, abilities and perspectives. We are an equal opportunity employer and strive to cultivate a fast-paced, collaborative, laid back, rewarding space to work.Note: At CancerIQ, the safety and wellness of our employees is our top priority. In addition to these qualities, we are looking for the following: 1-3 years of sales experience, with formal sales training in a business development role in a B2B software company and the interest in advancing to the next level in your sales career Interest in or experience in healthcare, preferably in a clinical specialty that we sell and market to - oncology, genetic counseling, women’s health, breast imaging, or primary care / population health. Our long-term goal is for CancerIQ employees to return to our Chicago office likely with a hybrid on site/remote model, however working remotely full-time will be an option until everyone is comfortable, and it is 100% safe for all to return. Demonstrated interest in sales as a profession, proactive about participating in sales training courses and continued learning and development Requirements 1+ years of sales or customer-facing roles B.A./B.S from accredited College Proficient with Microsoft Office suite, particularly MS Word and PowerPoint Comfortable learning software and conducting software demos Excellent written and oral communication skills Coachability Positive Personality A "can-do" attitude that is not intimidated by a series of "No's" Willingness to learn and grow with the company Strong ability to problem solve and find new ways to create value Benefits Competitive pay and benefits (Health, Vision, Dental, HSA/FSA, EAP, 401-K) Travel & gym membership subsidies & commuter benefits Unlimited PTO Generous company paid holidays Passionate, high-energy culture with a team of people that are excited to get stuff done and make an impact Building things that save lives Base Salary Range: $50,000 - $75,000 annually CancerIQ is building a diverse and inclusive work environment. To provide our employees with the support they may need to maintain their personal health and wellness, our office is open and available for those employees who are interested in using it. Prior experience selling in the healthcare space is strongly preferred, as well as someone who is driven to surpass goals while delivering a great experience to prospects, clients and coworkers. To maximize your personal earnings, you will need to be a highly motivated, career-oriented individual with a competitive drive and desire to work in technology or healthcare sales.The Role and ResponsibilitiesLead Generation: Identifying qualified leads by doing research on companies in the cancer center, breast centers, women’s health, and genetic counseling program segments Gathering additional information on leads by converting warm leads provided by marketing, doing desktop research, making cold calls, and leveraging other online tools Attending conferences and proactively identifying opportunities to engage with clinical users Gathering Discovery Information: Making 75+ calls a week to target companies in an assigned territory Engaging with clinical staff and potential CancerIQ users, and convincing them to begin the CancerIQ evaluation process Quickly gathering discovery information about the prospect so the initial demo meeting can be tailored towards the prospect’s needs Lead Nurturing: Using CancerIQ email templates and marketing content to nurture leads and get them sales-ready over time Understanding key clinical user objections, and sending the right type of follow-up content at the right time Deal Management & Execution: Collaborating with our Regional Directors to develop Mutual Decision Plans for clinical users and engage appropriate decision makers Preparing to follow-up after clinical demo meetings, and getting the account to the next stage of the buyer's journey Supporting Regional Directors in preparing for meetings with executive leadership decision makers and getting clinical user support beforehand The Ideal CandidateWe are looking for someone who knows what it takes to execute a sales process, who treats the “job” as his or her own business, and thrives on learning about new innovations in the healthcare, genetics and genomics space. As a Business Development Representative, you will be responsible for managing relationships with clinical users, and partnering with our Regional Directors of Health System Partnerships - who are responsible for relationships with senior healthcare administrators.The BDR role focuses heavily on outbound prospecting and qualifying deals, and building the pipeline in conjunction with the Regional Directors. You will collaborate closely with marketing to engage with warm leads in order to qualify them, conduct clinical user-focused demos, and determine which accounts should be the focus of the team of Regional Directors.The Regional Directors of Health System Partnerships (our Senior Sales Executives) at CancerIQ will serve as mentors to the BDR role.

Engineering Manager, Operator Panel

Company: SpotHero

Location: Chicago, IL

Posted Aug 02, 2023

SpotHero is seeking an Engineering Manager for Operator Panel Squad. The role involves managing a squad that is part of the Operator League, which consists of Integrations, Operator Panel, and Heroes Tools squads. The ideal candidate is a human who is both an Engineer and a Manager, with experience in engineering management, engineering best practices, and leading teams. The role offers unlimited potential for growth, excellent benefits, flexible PTO policy, and a casual yet highly productive atmosphere.

Pricing Scientist

Company: Pricefx

Location: Chicago, IL

Posted Aug 01, 2023

Pricefx is a young and unconventional software company that offers a pureplay, native Cloud and SaaS provider in the SaaS Pricing (Price Optimization & Management) and CPQ (Configure-Price-Quote) vendor industry. They are an agile company committed to market-driven innovation, with a flexible structure and diverse customer base. The company is growing globally and is looking for a Pricing Scientist to join their fast-growing team.

Software Engineer (Hybrid)

Company: Enova

Location: Chicago, IL

Posted Jul 31, 2023

Enova International is seeking a Software Engineer with 3+ years of full stack development experience. The role involves taking ownership of system and application development, collaborating with stakeholders, and mentoring team members. The company offers a competitive benefits package and a collaborative environment. Enova is a values-driven organization committed to diversity and inclusion.

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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