Unlimited Pto Jobs in Chicago, IL

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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.

NetCredit Collections Representative (Remote)

Company: Enova

Location: Chicago, IL

Posted Mar 18, 2024

Enova, a leading financial technology company, is seeking a Collections Representative for a remote role. The role involves managing calls to address customers with overdue loan payments, negotiating payment plans, and maintaining accurate records. Enova offers a comprehensive 4-week training program, competitive benefits, and a values-driven work environment. The company is committed to equal employment opportunity and fostering an inclusive culture.

Senior Cloud Network Engineer

Company: RLI Insurance Company

Location: Peoria, IL

Posted Mar 17, 2024

RLI is a Glassdoor Best Places to Work company with a strong financial track record. They are seeking a Senior Cloud Engineer to design and build network infrastructure for their products and teams. The role requires 7+ years of technical experience in network design, development, and automation, with proficiency in Microsoft Azure, Amazon AWS, and other cloud platforms. The ideal candidate should have hands-on experience with network device technologies, success in deploying Infrastructure as Code (IaC), and excellent problem-solving skills. RLI offers professional growth opportunities, diversity and inclusion initiatives, and a comprehensive Total Rewards program.

Senior Data Engineer (Hybrid)

Company: Homeward Health

Location: Chicago, IL

Posted Mar 17, 2024

Homeward is a technology-enabled healthcare provider aiming to deliver quality, affordable, and comprehensive care to rural Americans who lack access to it. The company is addressing the crisis of healthcare access in rural communities by leveraging advancements in diagnostics, remote monitoring, and other domains. Homeward is committed to improving clinical outcomes and reducing health disparities, with a vision of enabling everyone to achieve their best health. The company is backed by a $70 million series B funding and is seeking a Sr. Data Engineer to support data-driven decision-making and build technical data infrastructure.

Senior Enterprise Account Executive

Company: Upwork

Location: Chicago, IL

Posted Mar 17, 2024

Upwork is a global work marketplace that connects businesses and skilled professionals, enabling them to work together in innovative ways. The company offers a powerful, trust-driven platform for companies and talent to unlock their potential. Upwork's Sales team is seeking a Senior Enterprise Account Executive to manage the sales process, including prospecting, lead management, qualification, customer evaluation, and closing new business. The role is quota-carrying and offers a high level of professional and financial upside. The ideal candidate should have 5+ years of progressive quota-carrying enterprise sales experience, a proven track record of meeting and exceeding quota, and the ability to prospect and build relationships with C-level executives in midsize and large organizations.

Sales Development Representative (Chicago)

Company: iDeals

Location: Chicago, IL

Posted Mar 18, 2024

iDeals is a global B2B SaaS company offering secure business collaboration solutions, including iDeals Virtual Data Room and iDeals Board. They are seeking a results-driven Sales Development Representative for their US expansion, offering a competitive compensation package and a supportive work environment. The role involves B2B mapping, cold calling, and outreach, with a focus on achieving sales metrics and building rapport with prospects.

Senior Director of Product

Company: BigTime Software, Inc.

Location: Chicago, IL

Posted Mar 18, 2024

<p>BigTime Software is seeking a Senior Director of Product to design build and execute on the vision of our bestinclass PSA As a veteran product leader you will take our fastpaced amp dynamic team to the next chapter of our growth This is an exciting opportunity to lead a team of talented individuals who guide some of our most vital product areas focusing on seamless roadmap execution and delighting our customers The right candidate will not only be an innovative leader they must also be passionate about rolling up their sleeves to deliver on the product strategy and roadmap execution and deliver results <br ><strong>Who is BigTime<strong> <br >Weve proudly been featured on Incs 500 Fastest Growing Companies in America for 4 years in a row BigTime Software is the engine behind the greatest consulting firms on the planet delivering backoffice timebudgeting and invoicing to over 2500 firms worldwide and tracking over $4 billion in billable time each year Our flagship product is a SaaSbased system that is custombuilt for the professional services industry <br >BigTime is a PEbacked company headquartered out of Chicago with offices in Chicago Boston Phoenix and most recently expanding internationally Weve proudly be named on Crains Best Places to Work 2 years in a row if youre motivated to join a hyper growth organization were eager to talk to you <br ><strong>What Youll Be Accountable For<strong> <br ><p><ul><li> Lead the product managers responsible for the consultant experience time expense projects reporting amp analytics integrations and BigTime AI <li> <li> Develop and lead the longterm product vision strategy and roadmap for the portfolio of products <li> <li> Deliver innovate and grow the product portfolio with usercentric experiences in close collaboration with UX designers product managers and engineers <li> <li> Champion the Voice of the Customer from discovery all the way to execution reviewing usage trends engagement pathing and more <li> <li> Key partner with GTM leadership on market trends and competition contributing to our thought leadership strategy <li> <li> Oversee internal relationships with Marketing Sales Implementation Success and Support to ensure customer satisfaction a healthy feedback loop delivering on constant innovation <li> <li> Complete ownership of release schedule amp ongoing prioritization <li> <ul><p><br ><strong>Who You Are<strong> <br ><p><ul><li> 10+ years experience in product management within a SaaS organization <li> <li> 5+ years experience leading teams and developing product managers <li> <li> Customercentric approach to understanding insights and championing their voice <li> <li> Experience leading amp implementing an AgileScrum environment <li> <li> Experience with a wide variety of product linesofferings preferably in enterprise SaaS <li> <li> Ability to prioritize features and create roadmaps backed by datadriven business cases <li> <li> Natural ability to prioritize features and create roadmaps <li> <li> Proven track record of delivering datadriven and automated solutions from concept to successful launch Experience in growth product management is a plus <li> <li> Experience with business intelligence solutions concepts and methodologies with visualization tools like Power BI Tableau Looker Sisense Domo or similar <li> <li> Understanding of AI concepts and how they can be applied to solve business or customer problems <li> <ul><p><br ><strong>What We Offer<strong><br ><p><ul><li>Competitive salary and a quarterly bonus<li> <li>Company pays 100 of benefits including medical dental vision disability and life insurance<li> <li>401k with generous company match<li> <li>Paid Parental Leave amp Access to Parently platform<li> <li>Hybrid work schedule In office 23 times a week<li> <li>Generous time off and paid company holidays<li> <li>Weekly Lunch Credit via GrubHub and company paid GrubHub+ free unlimited delivery<li> <li>Fresh fruit snacks cold brew coffeetea soda and sparkling water<li> <li>Company provided latest technology amp software tools<li> <li>Chicago amp Boston office offer onsite gym<li> <ul><p><br ><strong>As a Leader you have significant experience with these foundational competencies<strong> <br ><strong>Strategic Decision Making <strong> The ability to develop a longterm vision and plan for the organization and to make decisions that align with that vision The ability to make tough decisions often with limited information and in complex situations and to consider the potential impact of those decisions on the organization Staying focused on goals <br ><strong>Innovation amp Change Management <strong> The ability to anticipate and navigate change within the organization and to lead others through transitions Strong understanding of need for change in highgrowth environment The ability to think creatively and to foster a culture of innovation within the organization Willingness to think outside of the box and try new strategies <br ><strong>Communication<strong> The ability to communicate effectively with all stakeholders both verbally and in writing Ability to adapt communication style to different audiences Ability to deliver compelling executivelevel presentations including board level presentations story telling through the utilization of business and data insights <br ><strong>Emotional Intelligence <strong> The ability to understand and manage ones own emotions and those of others Ability to use that understanding to build strong relationships and influence others The ability to empathetically give feedback and execute Radical Candor as needed <br ><strong>Team Building amp Leadership <strong> The ability to build and lead highperforming teams Ability to develop and coach team members to reach their full potential The ability to create an environment of collaboration and support on the team and foster a sense of safety Service leadership skills Sharing power putting the needs of others first and helping people develop and perform as highly as possible <br ><strong>Operational Acumen<strong> Making datadriven decisions The ability to establish KPIs effectively Tying operations to numbers Objectively evaluate team performance using healthy metrics The ability to understand and manage financial resources effectively and to make sound financial decisions for the organization<p>

Collections Representative #Hybrid

Company: Alliant Credit Union

Location: Chicago, IL

Posted Mar 18, 2024

<p><b> Start a Rewarding Career with Alliant <b><br >As a Collections Representative you will service early stages of delinquency for member loan and depository products including but not limited to credit cards mortgages auto student and personal loans This position will report to the Supervisor of Collections This role will make and receive calls to members in order to facilitate onetime payments performing transfer transactions between Alliant accounts updating member contact information and establishing automatic payments or thirdparty authorizations<br ><b> Responsibilities <b><br ><p><ul><li> Completes a high volume of outbound calls on delinquent member accounts to arrange payment commitments <li> <li> Responds to inbound member calls and emails to facilitate payments or otherwise provide account information at member request <li> <li> Performs basic analyses to determine if risk factors create the need to escalate an account for advanced collections efforts <li> <li> Uses skip tracing resources to locate debtors <li> <li> Audits accounts to ensure required communications are sent to members per state andor regulatory guidelines <li> <li> Follows up with members to ensure timely receipt of accurate complete documentation <li> <li> Assists internal business partners by providing accurate uptodate information <li> <li> Meets operational service level agreements including individual and departmental delinquency loss and productivity targets <li> <li> Escalates member issues and concerns to internal business partners <li> <li> Maintains foundational knowledge of loan and depository products <li> <li> Assists management in identifying opportunities for continuous improvement <li> <ul><p><br ><b> Qualifications <b><br ><strong>Education<strong> <br ><p><ul><li> High School Diploma or Equivalent <li> <ul><p><br ><strong>Experience<strong> <br ><p><ul><li> 2+ Years Experience in Banking Customer Service or Related <li> <ul><p><br ><strong> Youll benefit from <strong><br ><p><ul><li> Competitive medical dental and free vision benefits <li> <li> Paid parental leave <li> <li> Competitive compensation plan <li> <li> Gym memberships discounts <li> <li> Generous PTO and banking holidays off <li> <li> Tuition reimbursement <li> <li> 401k with immediate employer match and vesting <li> <ul><p><br >Adhere to and ensure compliance of all business transactions with policy and process of the Bank Secrecy Act Ensures compliance with all applicable state and federal laws company procedures and policies Maintains integrity and ethics in all actions and conversations with or regarding credit union members and their accounts complies with Privacy Act directives<br >The responsibilities listed do not contain a comprehensive listing of activities duties or responsibilities that are required of the employee for this position Duties responsibilities and activities may change at any time with or without notice<p>

Senior Technical Claims Specialist- General Liability

Company: Argo Group

Location: Chicago, IL

Posted Mar 17, 2024

Argo Group is a leading specialty insurance company that values respect, equality, wellness, and opportunity. They offer a flexible workplace with a vibrant culture, encouraging employees to bring their whole selves to work. The company is seeking a highly experienced General Liability Bodily Injury Claims Adjuster to work on-site in one of their offices. The role involves adjudicating complex claims, conducting detailed investigations, reporting to senior management, and negotiating settlements. The ideal candidate should have a Bachelor's degree, deep knowledge of claims adjudication, excellent communication skills, and strong business acumen. They must also possess excellent evaluation and strategic skills, strong claim negotiation skills, and a customer-focused mindset. Argo Group offers a comprehensive Total Rewards package, including competitive compensation, merit-driven profit sharing, flexible workplace policies, and extensive health, wellness, and financial planning options.

Sr Data Analyst - Finance

Company: Home Chef

Location: Chicago, IL

Posted Mar 18, 2024

Home Chef, a leading meal solutions company founded in 2013, is seeking a Senior Financial Data Analyst to support its strategic initiatives. The role involves detailed financial analysis, planning, and reporting, working closely with finance and data leaders. The analyst will support the development of the annual company budget, long-term strategic plan, and monthly forecasts. They will also perform regular business reviews, ad hoc analysis, and detailed financial analysis on marketing and product initiatives. The ideal candidate should have a four-year degree in a related field, 3+ years of progressive experience, and advanced analytics skills. Home Chef offers comprehensive benefits, a flexible work environment, and a commitment to diversity and inclusion.

Account Executive (USA - Chicago)

Company: iDeals

Location: Chicago, IL

Posted Mar 18, 2024

iDeals is a global B2B SaaS product company, recognized for its customer-centric approach in secure business collaboration. The company offers two main products: iDeals Virtual Data Room and iDeals Board. iDeals is seeking an Account Executive/Business Development Manager based in the Chicago metropolitan area to support the rapid expansion of the iDeals VDR line of business in the US. The role involves prospecting outbound opportunities, acquiring new customers, and closing deals. The company offers a competitive compensation package, a hybrid work model, and a supportive work environment.

Database Administrator

Company: iManage

Location: Chicago, IL

Posted Mar 18, 2024

iManage offers a flexible work policy that supports employee well-being, with a focus on collaboration and work-life balance. The Database Administrator role involves managing SQL Server systems, designing SQL architecture, and ensuring high performance and security. iManage values diverse candidates and provides a supportive, inclusive culture with competitive benefits and opportunities for growth.

Senior Commercial Claims Triage Specialist (Nonclinical)

Company: Argo Group

Location: Chicago, IL

Posted Mar 17, 2024

Argo Group is seeking a Senior Triage Specialist to join their team, working on-site or hybrid with at least three days per week on-site. The role involves adjudicating fast track claims handling and providing robust clerical triage support. The ideal candidate should have a working knowledge of the claims business environment, preferably in a commercial claims department, and a Bachelor's degree from an accredited university. They should possess strong communication skills, intellectual curiosity, client focus, interpersonal skills, and analytical abilities. The company offers a competitive compensation package, merit-driven profit sharing, flexible workplace policies, comprehensive health and wellness options, and continuous learning opportunities.

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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