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.

Staff Accountant

Company: Keeper Security, Inc.

Location: Chicago, IL

Posted Oct 26, 2023

Keeper Security is seeking a Staff Accountant for a remote position, offering an opportunity for hybrid work in Chicago. The role involves supporting accounting processes, maintaining financial records, and preparing account reconciliations. The ideal candidate should have strong Excel skills, knowledge of basic accounting procedures, and excellent organizational abilities. Preferred qualifications include a degree in accounting or finance, 1-2 years of experience, and NetSuite proficiency. Benefits include medical, dental, vision insurance, life insurance, 401k, and a generous PTO plan.

Logistics Manager- Driver Engagement

Company: Grubhub

Location: Chicago, IL

Posted Oct 26, 2023

Grubhub is seeking a Logistics Manager to join their team. The role involves managing the Grubhub delivery network, optimizing cost, speed, and quality, and developing programs to retain top-tier drivers. The ideal candidate will have experience in operations, strategy, business development, and P&L responsibilities, with a proven track record in cross-functional collaboration and problem-solving. Grubhub offers a competitive compensation package, flexible PTO, health and wellness benefits, free meals, and opportunities for social impact.

Support Engineer

Company: Pricefx

Location: Chicago, IL

Posted Oct 26, 2023

Pricefx, a leading SaaS Pricing and CPQ vendor, is seeking a skilled professional for a full-time position. The role involves providing customer and colleague support, problem-solving, testing, and verifying technical issues. The ideal candidate should have experience in Java/Java EE, Groovy, DB, GWT/JavaScript, HTML, Linux/Unix, and SaaS support. Pricefx offers a global team environment, flexible work opportunities, and a comprehensive benefits package including device allowance, 401K matching, paid time off, healthcare, and maternity leave.

Advertising Operations Associate

Company: Home Chef

Location: Chicago, IL

Posted Oct 26, 2023

Home Chef, founded in 2013, is a leading meal solutions company with a retail and online presence. They are committed to inspiring and enabling people to cook simple, delicious meals. The company is looking for an Ad Operations Associate with 1+ years of experience in ad operations, marketing, or a related field. The ideal candidate will have experience in Meta, TikTok, and Google ad platforms, and proficiency in Microsoft Excel. The role involves launching, optimizing, and reporting on paid media campaigns, working closely with various teams, and staying updated on industry trends. Home Chef offers comprehensive benefits, a flexible work environment, and a commitment to diversity and inclusion.

Senior Pricing Analyst

Company: Cargomatic

Location: Chicago, IL

Posted Oct 26, 2023

Cargomatic is seeking a highly experienced Sr. Pricing Analyst to join their team. The ideal candidate will possess strong analytical skills and a deep understanding of market trends to ensure competitive and profitable rates.

Account Sales Representative (November Onboarding)

Company: Loadsmart

Location: Chicago, IL

Posted Oct 25, 2023

Loadsmart, a high-growth logistics tech company valued at over $1 billion, is seeking an Account Sales Representative for their Chicago office. The role involves prospecting new business, managing existing clients, and guiding customers through integration projects. The ideal candidate should have 3-6 years of logistics experience, strong client relationship skills, and excellent communication abilities. Loadsmart offers competitive salaries, an extensive equity package, and comprehensive benefits. The company is committed to diversity and equal opportunity employment.

Senior Solution Strategist

Company: Pricefx

Location: Chicago, IL

Posted Oct 25, 2023

Pricefx, a leading SaaS Pricing and CPQ vendor, is seeking a pricing domain expert with executive presence for a full-time position. The role involves working with enterprise and mid-market companies to understand their pricing challenges and craft compelling solutions. The successful candidate will demonstrate complex workflows in Pricefx software, differentiate the company's offer, create industry-specific content, and contribute to marketing programs. The company values flexibility, offers home office opportunities, and provides a supportive work environment with growth opportunities and competitive benefits.

Associate Account Manager, Partnerships

Company: Grubhub

Location: Chicago, IL

Posted Oct 25, 2023

Grubhub is seeking an Associate Account Manager to develop successful client partnerships with franchise group accounts. The role involves overseeing experiences, building the value of Grubhub, and generating revenue. Key duties include serving as the point of contact for franchisees, upselling rate increases and new tools, managing account information, and executing marketing campaigns. The ideal candidate has a bachelor's degree, 1-3 years of account management experience, excellent communication skills, and a positive attitude. Grubhub offers a generous compensation package, health benefits, free meals, and opportunities for social impact.

Associate Principal, Cyber Defense

Company: OCC

Location: Chicago, IL

Posted Oct 25, 2023

The Associate Principal, Cyber Defense will lead security professionals in analyzing threats and vulnerabilities, overseeing security initiatives, and remediating identified security threats. The role involves managing security monitoring, documenting compliance, and reporting to senior management. The ideal candidate should have team leadership experience, proficiency in security tools, and knowledge of security regulations. OCC offers a collaborative environment with benefits like hybrid work, tuition reimbursement, and generous PTO.

Associate Strategy & Operations

Company: Beyond Finance

Location: Chicago, IL

Posted Oct 25, 2023

Beyond Finance is a next-generation financial services company aiming to provide transparent and customized financial products for clients. They are seeking an Associate of Strategy & Operations to join their Strategy & Operations group, which functions as an internal consulting group. The role involves managing initiatives for new projects and process optimization, analyzing business plans, developing project roadmaps, performing financial forecasting, and leading enhancements for continuity and new capabilities. The ideal candidate should have a Bachelor's degree, 2+ years of experience in consulting or high-growth startups, strong business knowledge, problem-solving skills, and advanced Excel skills. Beyond Finance offers competitive benefits, merit advancement opportunities, and a fun work environment.

Technical Solutions Specialist, Commercial (West Mid and Select)

Company: Cisco Meraki

Location: Chicago, IL

Posted Oct 25, 2023

Cisco Meraki is seeking a highly motivated, technically savvy individual to join their Cloud Networking Group as a Technical Solutions Architect. The role involves working with a Product Sales Specialist, performing technical pre-sales activities, and providing on-site deployment assistance. The ideal candidate should have extensive knowledge of wireless networks, REST APIs, and Python scripting, along with a strong understanding of wired networks and wireless security methodologies. Cisco Meraki offers a flexible work model, competitive compensation, and a supportive work environment.

Global Head of Brand Marketing

Company: Smartly.io

Location: Chicago, IL

Posted Oct 25, 2023

Smartly.io is seeking a Global Head of Brand Marketing to develop and maintain a unified brand story across all channels. The role involves leading marketing strategy, partnering with the SVP, Marketing & Communications, and overseeing brand strategy and creative vision. The ideal candidate should have 15+ years of B2B brand marketing experience, be an innovative thinker, and have strong leadership and communication skills. Smartly.io offers a competitive benefits package, including flexible work options and opportunities for professional growth.

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