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.

Global Export Manager, Chicago

Company: Cisco Meraki

Location: Chicago, IL

Posted Oct 28, 2023

Cisco Meraki is seeking a Compliance Manager to join their Global Fulfillment Operations team. The role involves leading a global team, ensuring compliance with global trade regulations, and consulting with external partners and internal teams on compliance requirements. The ideal candidate should have 6+ years of experience managing international transactions, a degree in a relevant field, and experience with dashboard, CRM, WMS, and ERP systems. Cisco Meraki values diversity, inclusion, and collaboration, offering competitive benefits and compensation.

Research Engineer

Company: Aquatic Capital Management

Location: Chicago, IL

Posted Oct 27, 2023

Aquatic Capital, a quantitative trading and investment company founded by Jon Graham, is currently recruiting for a Research Engineer. The role involves collaborating with the Quantitative Research team to define priorities and deliver custom software solutions. The successful candidate will work on novel research ideas, build scientific libraries, and develop software for researchers. The base salary is between $150,000 and $300,000, with potential for additional compensation. Benefits include full medical, dental, and vision coverage, a competitive 401k plan, and generous PTO.

Head of Acquisition Marketing, Small Business (Hybrid)

Company: Enova

Location: Chicago, IL

Posted Oct 28, 2023

Enova International is seeking a Head of SMB Acquisition Marketing with extensive experience in multi-channel strategies. The role involves managing lead-generation initiatives, developing a holistic brand strategy, and collaborating with various teams. The ideal candidate should have proficiency in digital advertising tools, strong analytical skills, and a proven track record in driving revenue growth. Enova offers a flexible work schedule, comprehensive benefits, and a values-driven culture.

Director, Data & Location Intelligence GTM & Solutions

Company: SADA

Location: Chicago, IL

Posted Oct 27, 2023

SADA is seeking a Director, Data & Location Intelligence GTM & Solutions to lead the company's solutions go-to-market strategy for the Data & Location Intelligence pillar. The ideal candidate will have a proven track record in building and growing high-impact partner ecosystems, shaping customer solutions, and driving indirect revenue growth strategies globally. They will work closely with senior leadership, technical experts, and partner companies to create partner models and drive business growth. The role involves developing and executing the strategy around the pivot to solutions, packaging and launching solutions, representing SADA as an ambassador to Google and the partner ecosystem, and leading and motivating diverse and remote teams. The candidate should have 10+ years of experience in sales and/or partnerships, with at least 5 years of leadership experience managing partner teams and indirect sales channels. They should also have experience working closely with C-level executives, building partnerships, measuring and growing partner revenue contribution, and developing partner solutions. SADA values inclusion, fairness, and doing the right thing, and offers competitive benefits and a dynamic work environment.

Senior Software Engineer

Company: Pangea Money Transfer

Location: Chicago, IL

Posted Oct 26, 2023

Pangea is seeking a Senior Software Engineer to design new architecture, resolve operational issues, and perform feature development. The ideal candidate will have experience in C#/.NET, object-oriented programming, and CI/CD pipelines.

Software Engineer (Python)

Company: Aquatic Capital Management

Location: Chicago, IL

Posted Oct 27, 2023

Aquatic, a quantitative trading and investment company founded by Jon Graham, is actively recruiting for a Software Engineer with experience in developing, managing, and maintaining Machine Learning systems in production. The role involves partnering with the Quantitative Research team to build production trading systems and automated infrastructure for new models. The ideal candidate should have at least 3+ years of professional software development experience, expertise in Python and/or C++, and a strong bias for action. The base salary is between $150,000 and $300,000, with potential for additional compensation and benefits. This role offers a unique opportunity to join a world-class operation from scratch, with a culture shaped by collaboration, meritocracy, ambition, and calm determination.

Head of Brand Strategy - Pangea

Company: Enova

Location: Chicago, IL

Posted Oct 28, 2023

The role involves leading the Marketing team in revising and launching the Pangea brand, defining its positioning, voice, and managing creative assets. The ideal candidate should have extensive brand development experience, excellent communication skills, and an analytical mindset. They should be able to manage cross-cultural branding, lead a team of designers and copywriters, and evangelize brand standards. The position offers a flexible work schedule, comprehensive benefits, and a values-driven work environment.

Senior Software Engineer

Company: Pangea Money Transfer

Location: Chicago, IL

Posted Oct 26, 2023

Pangea, a subsidiary of Enova International, is seeking a Senior Software Engineer with 5+ years of C#/.NET experience. The role involves designing and maintaining APIs, delivering quality software, collaborating with various business units, and mentoring junior developers. The ideal candidate should have a strong understanding of software principles, experience in CI/CD pipelines, and a willingness to participate in on-call rotations. Pangea offers a flexible work schedule, comprehensive benefits, and a commitment to diversity and kindness.

Head of Performance Marketing, Pangea Money Transfer (Hybrid)

Company: Enova

Location: Chicago, IL

Posted Oct 28, 2023

Enova International is seeking a seasoned digital marketing professional to join their team as a leader in consumer acquisition. The role involves managing multi-million dollar budgets, optimizing digital marketing channels, and collaborating with Strategy & Operations to set budgetary and CAC goals. The ideal candidate should have 10+ years of B2C digital marketing experience, proficiency in paid search, social campaigns, and digital analytics platforms, and a strong analytical ability. Enova offers a flexible work schedule, comprehensive benefits, and a values-driven culture.

Software Engineer, IVR - Versay

Company: Vail Systems, Inc.

Location: Chicago, IL

Posted Oct 28, 2023

Versay is seeking a Software Engineer to develop next-generation Interactive Voice Response (IVR) applications using advanced call processing, speech, and network technologies. The ideal candidate will have a Bachelor's degree in Computer Science, Engineering, or a related field, and up to 2 years of experience as a software developer. They should possess strong technical capabilities, excellent analytical and problem-solving skills, and a proven track record of developing high-quality software. Knowledge of Object-Oriented software development techniques, VXML, ASR, Call Center Telephony, and IVR development platforms, such as Cisco CVP or Genesys, is required. The role involves designing, developing, and deploying application solutions for the company's expanding list of clients, applying advanced knowledge of Object-Oriented principles, and performing design and code reviews. The candidate will also learn and implement a wide range of technologies that integrate solutions with customers, transition solutions to internal and external platform teams, and prioritize and juggle between multiple projects based on customer needs. Versay offers competitive compensation, affordable benefits, and a flexible work environment.

Sales Representative-Bolingbrook, IL

Company: Grimco, Inc.

Location: Chicago, IL

Posted Oct 28, 2023

Grimco is a national wholesale sign supply manufacturer and distributor seeking dedicated individuals to join their team. The company offers a range of benefits, including a base salary and commission, employee recognition prizes, and opportunities for growth and development.

Senior Software Engineer

Company: Pangea Money Transfer

Location: Chicago, IL

Posted Oct 26, 2023

Pangea is seeking a Senior Software Engineer with 5+ years of experience in C#/.NET, object oriented programming, and CI/CD pipelines. The role involves designing, building, and maintaining APIs and services, delivering quality software changes, and working with various business facets. The ideal candidate should have experience troubleshooting production issues, writing software for consumer-facing applications, and a zeal for continuous learning. The position is hybrid, requiring monthly visits to the Chicago office. Pangea offers a smarter way for people to move money internationally, with a mission to revolutionize the remittance industry. The company values introspection, accountability, empowerment, excellence, and kindness, and is committed to equal employment opportunity.

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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