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.

Conversational / Voice Interaction Designer

Company: Vail Systems, Inc.

Location: Chicago, IL

Posted Nov 12, 2024

The job posting is for a conversational speech designer to work on IVR and chat applications. The company, Versay, is looking for someone with experience in VUI design, speech recognition, and Design Thinking. The job offers competitive compensation, benefits, and a hybrid work format.

Customer Success Associate

Company: BigTime Software, Inc.

Location: Chicago, IL

Posted Nov 12, 2024

BigTime Software is hiring a Customer Success Associate to join their team in Chicago. The ideal candidate has experience in a customer-facing role and is comfortable working in a fast-paced environment. The company offers competitive salary, benefits, and a hybrid work schedule.

Mid Market Account Executive

Company: Hireology

Location: Chicago, IL

Posted Nov 12, 2024

Hireology is seeking a driven sales-minded Account Executive to join their dynamic Sales team. The role involves engaging with clients, driving new business, and being part of a vibrant culture that values collaboration and innovation. The company offers an uncapped commission structure, abundant opportunities for personal and professional growth, and a fun work environment.

Explore your next adventure! Account Executive

Company: Jungle Scout

Location: Chicago, IL

Posted Nov 12, 2024

Jungle Scout is a company that provides Amazon competitive intelligence tools for sellers and brands. They are looking for an Account Executive to join their sales team and are offering a competitive compensation package, flexible time off, and a growth culture.

Senior Fraud Operations Specialist

Company: Reverb

Location: Chicago, IL

Posted Nov 12, 2024

Reverb is a company that specializes in buying and selling musical instruments. They are looking for a Senior Fraud Operations Specialist to support their mission of keeping their marketplace safe and secure. The company offers a range of benefits, including a competitive salary, paid time off, and opportunities for professional development.

Senior ServiceNow Engineer (Hybrid)

Company: Enova

Location: Chicago, IL

Posted Nov 12, 2024

The job posting is for a Senior ServiceNow Engineer position at Enova International, a leading financial technology company. The role involves designing and implementing changes to the company's ServiceNow environment, working in a team setting, and providing tier 2 support to Operations. The company offers a range of benefits and perks, including hybrid work arrangements, health insurance, and a sabbatical program.

Senior iOS Engineer

Company: Reverb

Location: Chicago, IL

Posted Nov 12, 2024

Reverb is a company that connects buyers and sellers of musical instruments, providing a platform for the global music community to connect and buy/sell gear. The company values inclusivity, diversity, and employee well-being, offering competitive compensation and benefits.

Account Manager

Company: ALIS by Medtelligent

Location: Chicago, IL

Posted Nov 12, 2024

Medtelligent is a purpose-driven healthcare technology company that provides assisted living specific software. The company is looking for an Account Manager to provide exceptional service to clients, build relationships, and learn the ALIS software.

Learning and Development Specialist

Company: iManage

Location: Chicago, IL

Posted Nov 12, 2024

iManage is a company that values learning, collaboration, and employee wellbeing. They offer flexible working hours, a supportive team, and opportunities for growth and development.

Sales Executive

Company: ALIS by Medtelligent

Location: Chicago, IL

Posted Nov 12, 2024

Medtelligent is a purpose-driven healthcare technology company looking for a highly motivated Sales Executive to join their Sales and Marketing team. The company offers a range of benefits, including a good balance of personal autonomy and team collaboration, and a diverse and collaborative work environment.

Principal Recruiter (Sales & Marketing)

Company: iManage

Location: Chicago, IL

Posted Nov 12, 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.

Marketing Manager

Company: Avant

Location: Chicago, IL

Posted Nov 12, 2024

Avant is seeking a motivated individual to develop and refine marketing strategies for Credit Card and Personal Loan products. The role involves leading a team, conducting data analysis, and collaborating with internal teams to drive growth and customer retention.

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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