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.

Manager, Enterprise Sales

Company: Grubhub

Location: Chicago, IL

Posted Oct 28, 2023

Grubhub is seeking a Sales Manager in Enterprise Franchisee Sales to oversee a team of Franchise Sales Reps. The role involves managing daily workflow, performance, and sales territories. The manager will report to the Sales Director, coordinate with Marketing teams, and develop strategies for brand engagement and onboarding success. They will also be responsible for hiring, training, and coaching the team, improving processes, and maintaining a positive work culture. The ideal candidate should have a Bachelor's degree, strong communication skills, and at least 5+ years of sales experience. Grubhub offers competitive pay, flexible PTO, health benefits, learning opportunities, meal perks, and a fun work environment.

Sales Exec, Enterprise

Company: Grubhub

Location: Chicago, IL

Posted Oct 28, 2023

Grubhub is a leading online food ordering platform with over 300,000 restaurants nationwide. The company values innovation, teamwork, and a fun work environment. The role involves developing strategic sales approaches, researching and selling products to enterprise brands, and exceeding sales goals. The ideal candidate has a friendly demeanor, 6+ years of sales experience in the hospitality industry, and a strong understanding of sales concepts. Grubhub offers competitive pay, flexible PTO, health benefits, learning opportunities, meal perks, and a fun work culture.

Head of Performance Marketing (Hybrid)

Company: Pangea Money Transfer

Location: Chicago, IL

Posted Oct 28, 2023

Pangea Money Transfer is seeking a seasoned digital marketing leader with 10+ years of experience in managing multi-million dollar budgets. The ideal candidate should have a proven track record in crafting impactful marketing strategies, mentoring digital marketers, and possessing strong analytical skills. The role involves managing and optimizing performance marketing channels, leading a team, and collaborating with Strategy & Operations to set budgetary and CAC goals. The company offers a flexible work schedule, comprehensive benefits, and a commitment to diversity and inclusion.

Paid Social Media Specialist

Company: Mediaocean

Location: Chicago, IL

Posted Oct 28, 2023

Mediaocean, a leading platform for omnichannel advertising, is seeking a Paid Social Media Specialist. The role involves assisting clients with paid social ad accounts, providing strategy for business outcomes, and training on the platform. The ideal candidate will have a bachelor's degree, prior agency or software experience, and 1-3 years in a customer-facing role. Responsibilities include platform activation, planning, optimization, and reporting. Mediaocean offers competitive compensation, extensive benefits, flexible time off, bonding leave, professional development, and wellness opportunities.

Sales Engineer

Company: bloXroute

Location: Chicago, IL

Posted Oct 28, 2023

bloXroute is a high-performance blockchain distribution network (BDN) that optimizes network performance for Ethereum, BSC, and Polygon. The BDN network propagates transactions and blocks at near-light speed, providing traders with speed and reliability. bloXroute is a leader in MEV services, block streaming, and DeFi performance. The company offers competitive benefits and a fast-paced, innovative work environment.

Customer Service Representative

Company: Berman Auto Group

Location: Chicago, IL

Posted Oct 28, 2023

Berman STAR Nissan is offering a Customer Service Representative position with a competitive pay of $15/hr plus bonuses. The role involves ensuring customer satisfaction, communicating with service customers, and educating guests on vehicle options. The ideal candidate should be outgoing, friendly, energetic, and professional with strong customer service and multitasking skills. Fluent in Spanish or Polish is preferred. Benefits include a competitive PTO policy, multiple low-cost medical insurance options, and a 401K. The company is an equal opportunity employer.

People & Culture Partner

Company: Curaleaf

Location: Chicago, IL

Posted Oct 28, 2023

Curaleaf Holdings, Inc. is a leading international cannabis company with a mission to enhance lives through the power of the plant. The company operates in 19 US states and Europe, offering a wide range of cannabis products and services. Curaleaf is committed to corporate social responsibility, community involvement, and fostering a diverse and inclusive work environment. The company is currently seeking an experienced HR Business Partner to support its mission and values.

Sales Executive, New Verticals

Company: Grubhub

Location: Chicago, IL

Posted Oct 28, 2023

Grubhub is seeking a seasoned sales professional with 6-8+ years of experience in the convenience, grocery, or alcohol industries. The role involves researching and qualifying prospects, conducting outreach, and selling Grubhub's suite of products. The ideal candidate should have a friendly demeanor, high integrity, and strong communication skills. Grubhub offers a dynamic work environment, competitive pay, and a range of benefits including flexible PTO, health and wellness programs, learning and career growth opportunities, meal perks, and a fun company culture. The company is committed to diversity and social impact.

Solution Consultant

Company: OpenGov

Location: Chicago, IL

Posted Oct 28, 2023

OpenGov is a high-growth, late-stage venture-backed startup that provides cloud software for state and local governments. The company is passionate about its mission to empower effective and accountable government. OpenGov is home to an exceptional team dedicated to transforming communities and improving lives through its solutions. The Solution Consultant role involves leading customer scoping sessions, mitigating risks, and ensuring mutually beneficial agreements. The company offers competitive perks, a strong board of directors, and a mission-driven culture. OpenGov has won several awards, including the 2023 Top Workplaces USA award and recognition as a Forbes America's Best Startup Employer.

Account Manager

Company: Keeper Security, Inc.

Location: Chicago, IL

Posted Oct 28, 2023

Keeper Security, a leading cybersecurity company, is hiring Account Managers for a high-producing sales division. This can be a fully remote position with the possibility of a hybrid schedule for Chicago-based candidates. The role involves growing revenue from an established client base, negotiating contracts, and advising clients on cybersecurity best practices. The ideal candidate has 3+ years of SaaS sales experience, strong technical knowledge, and a proven track record in upselling and expansion. Keeper Security offers competitive benefits and a strong team environment.

Paid Social Media Associate

Company: Mediaocean

Location: Chicago, IL

Posted Oct 28, 2023

Mediaocean is a leading platform for omnichannel advertising, managing over $200 billion in annualized media spend. The Paid Social Media Associate role involves product training, supporting pod team members, and knowledge transfer. Responsibilities include data gathering, building subject matter expertise, and assisting with media expenditures. Mediaocean offers competitive compensation, extensive benefits, and a supportive work environment with affinity-based groups and wellness opportunities.

Head of Performance Marketing (Hybrid)

Company: Pangea Money Transfer

Location: Chicago, IL

Posted Oct 28, 2023

Pangea Money Transfer is seeking a seasoned digital marketing leader with 10+ years of B2C experience to manage multi-million dollar budgets, optimize performance marketing channels, and lead a team. The role involves enhancing digital marketing channels, coordinating a seamless customer experience, and refining marketing strategies. The ideal candidate should have proficiency in paid search, social campaigns, mobile app promotions, and digital analytics platforms. Benefits include a flexible work schedule, health insurance, 401(k) matching, PTO, and a sabbatical program.

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