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.

Digital Marketing Specialist (ONSITE)

Company: Aqueity Inc.

Location: Chicago, IL

Posted Aug 13, 2024

Aqueity is looking for a Digital Marketing Specialist to join their growing team. The role involves leading marketing efforts, conducting market research, and developing creative marketing campaigns. The company offers a competitive salary, benefits, and a fun work culture.

Senior Financial Analyst - Chicago

Company: MedTrainer

Location: Chicago, IL

Posted Aug 12, 2024

MedTrainer is a healthtech company that provides a unified digital platform for healthcare professionals to streamline education, credentialing, and documentation. The company is backed by Telescope Partners and Vista Equity Partners. The Senior Financial Analyst role is available, requiring a strong background in financial analysis and business acumen.

Digital Media Senior Analyst

Company: Kepler

Location: Chicago, IL

Posted Aug 13, 2024

Kepler is a company that prides itself on being a great place to work, with a focus on transparency, growth opportunities, and a fun work environment. The company is looking for a Digital Media Senior Analyst to join its Optimization and Innovation team, with a strong emphasis on leveraging digital media channels for maximum impact.

Lead, S&O (Hybrid)

Company: Enova

Location: Chicago, IL

Posted Aug 12, 2024

The job posting is for a Strategy and Operations Lead position at Enova International, a financial technology company. The role involves managing initiatives, building relationships, and driving business outcomes. The company offers a hybrid work arrangement, benefits, and a values-driven culture.

Customer Success Operations Specialist

Company: iManage

Location: Chicago, IL

Posted Aug 13, 2024

iManage is a company that values its employees' health and wellbeing, offers flexible working policies, and provides opportunities for growth and development. The company is committed to building a diverse and inclusive environment and encourages employees to bring their authentic selves to work.

Account Executive

Company: Curaleaf

Location: Chicago, IL

Posted Aug 13, 2024

Curaleaf is a leading global cannabis provider with a commitment to quality, expertise, and innovation. The company offers top-tier products and services in both medical and adult-use markets, and is committed to corporate social responsibility through its Rooted in Good initiative.

Client Onboarding Specialist

Company: ALIS by Medtelligent

Location: Chicago, IL

Posted Aug 13, 2024

Medtelligent is a company that provides innovative senior living software solutions. They are looking for a Client Onboarding Specialist to join their team, who will be responsible for learning the ALIS software and creating individualized project plans for clients. The company values diversity, promotes equal opportunities, and offers a range of benefits.

Senior Growth Manager (Chicago)

Company: SpotHero

Location: Chicago, IL

Posted Aug 13, 2024

SpotHero is a fast-growing tech company that aims to bring the parking industry into the future through technology. They are looking for a Senior Growth Manager to join their team, who will be responsible for obtaining new parking supply, collaborating with other Revenue Team functions, and optimizing performance at existing locations.

Head of Actuarial

Company: Vouch Insurance

Location: Chicago, IL

Posted Aug 13, 2024

Vouch is a new technology-first insurance company that is creating a new business insurance for high-growth companies. They are looking for a commercial P&C actuary to join their team and help shape their insurance strategy.

Solutions Consultant

Company: G2

Location: Chicago, IL

Posted Aug 13, 2024

G2 is a company that values its employees and provides a positive work environment. They offer generous benefits, flexible work arrangements, and opportunities for growth and development. The company is committed to inclusivity and diversity, and is looking for a Solutions Consultant to join its growing team.

Manager, Strategic Insights

Company: Pangea Money Transfer

Location: Chicago, IL

Posted Aug 12, 2024

Pangea is a financial technology company that offers a smarter way for people to move money around the world. The company is looking for a Manager Strategic Insights to shape its future direction and drive new expansion opportunities.

FP&A Analyst

Company: Cleo Ai

Location: Chicago, IL

Posted Aug 12, 2024

Cleo is a cloud integration technology company that helps customers realize their potential by delivering solutions that connect and integrate enterprise applications. The company is a rapidly growing category leader in ecosystem integration software and offers a range of benefits to its employees.

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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