Flexible Schedules Jobs in Chicago, IL

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Looking for Flexible Schedules jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Flexible Schedules position in the Chicago, IL area.

Senior Product Manager

Company: Supernova Technology

Location: Chicago, IL

Posted Dec 31, 2024

Supernova is a company that offers the first and only cloud-based, fully customizable end-to-end software solution for securities-based lending. They aim to democratize access to securities-based lending and better the entire financial ecosystem. The company is looking for a Senior Product Manager to lead the ideation, technical development, and launch of innovative product features. The role requires a blend of strategic vision, innovation skills, and technical acumen. The company values collaboration, continuous learning, and growth.

Software Engineer, Test - Flexible Hybrid in Chicago, IL

Company: Cboe Global Markets

Location: Chicago, IL

Posted Dec 31, 2024

The Software Engineer Test position at Cboe involves working alongside engineering and product teams to ensure new features and functionality work as expected. The role requires advanced skills in various languages and technologies, as well as experience in full life cycle software development and QA automation. The company offers a fair and competitive salary, generous benefits, and a flexible hybrid work environment.

Manager, Accounts Team

Company: OpenTable

Location: Chicago, IL

Posted Dec 31, 2024

The text describes a leadership role in the hospitality industry, focusing on team management, customer retention, revenue growth, strategic planning, process improvement, and team development. The ideal candidate should have experience in customer-facing roles, particularly in the restaurant industry, and be passionate about team development and customer success.

Director of Sales Enablement

Company: SWORD Health

Location: Chicago, IL

Posted Dec 31, 2024

Sword Health is a mission-driven company aiming to free two billion people from pain by becoming the world's first and only end-to-end platform for predicting, preventing, and treating pain. With impressive results, including 67% of members achieving a pain-free life and a 70% reduction in surgery intent, Sword Health is using technology to save millions for its enterprise clients across three continents. The company holds the majority of industry patents, wins 70% of competitive evaluations, and has raised over $300 million from top venture firms. Recognized as a Forbes Best Startup Employer in 2024, Sword Health is looking for individuals committed to its core values, particularly to 'do it for the patients every day and to always deliver more than expected.' The Director of Sales Enablement will lead sales enablement programs, design and implement advanced training programs, and collaborate with commercial leadership to create and manage sales enablement projects.

Higher Education, Recruitment Marketing Manager- S&O Recruitment Analytics (Flexible location)

Company: Huron

Location: Chicago, IL

Posted Dec 31, 2024

The text describes the role of a Recruitment Marketing Manager at Huron, a company that helps education organizations drive growth, enhance performance, and sustain leadership. The position requires strategic marketing expertise, a deep understanding of college recruitment dynamics, and proficiency in using the Slate CRM platform. The ideal candidate should have 5+ years of experience in recruitment marketing, preferably within higher education, and be proficient in email, print, and digital marketing strategies.

Accountant

Company: Cushman & Wakefield

Location: Chicago, IL

Posted Dec 31, 2024

The job description for the Accountant position at Cushman & Wakefield outlines the responsibilities and required skills for the role. The position involves overseeing monthly deliverables, ensuring client requirements are met, and supporting the Regional Finance Manager with client reporting. Key responsibilities include producing month-end reporting, creating annual budgets and forecasts, and managing bank reconciliations. The successful candidate will be required to have newly qualified or part-qualified accountant experience, knowledge of accounts payable and accounts receivable processes, and proficiency in Microsoft Excel. The company offers a comprehensive benefits package, competitive pay, and equal employment opportunities.

Manager, Compliance Advisory

Company: Avant

Location: Chicago, IL

Posted Dec 31, 2024

The text describes a job opening for a Compliance Manager at Avant, a FinTech company. The role involves supporting all products across key areas, ensuring regulatory compliance, and promoting a culture of corporate compliance. The candidate should have experience in financial services regulatory compliance, strong knowledge of consumer lending rules and regulations, and the ability to handle complex projects in a fast-paced environment. The company offers a flexible work environment, competitive benefits, and a supportive culture.

Client Services Representative (Spanish)

Company: NinjaTrader

Location: Chicago, IL

Posted Dec 30, 2024

NinjaTrader is a leading trading platform and futures broker offering cutting-edge products and services to empower traders. With a focus on innovation, they aim to become the world's top retail-focused trading platform. The company has experienced significant growth in the last 5 years, with over 2 million users and is committed to providing a world-class customer experience.

Vice President of Marketing

Company: BigTime Software, Inc.

Location: Chicago, IL

Posted Dec 31, 2024

BigTime Software is a PE-backed company seeking a VP of Marketing to lead and scale marketing initiatives, focusing on demand generation, brand positioning, and customer acquisition. The role involves strategic leadership, product marketing, digital marketing, and pipeline generation. The VP will collaborate with cross-functional teams, lead go-to-market strategies for new product launches, and develop competitive market intelligence. They will also manage budgets for digital marketing and demand initiatives, enhance digital experiences for prospects and customers, and drive customer retention through customer marketing strategies.

Senior Account Manager | Marketing Creative Team

Company: DEPTÂ

Location: Chicago, IL

Posted Dec 31, 2024

DEPT® is seeking a Senior Account Manager to lead and oversee the development and delivery of day-to-day work for specific clients. The role requires strong client management skills, the ability to work in partnership with clients, and the capacity to manage multiple projects simultaneously. The ideal candidate should have experience managing teams and complex social work streams for brands and be calm and controlled in high-pressure situations. The role also involves developing and presenting solutions for clients, ensuring the client's best interests are central to all decision-making, and driving active engagement on client calls.

Project Manager, Reable Project Management

Company: Invenergy

Location: Chicago, IL

Posted Dec 31, 2024

The text describes a job position for a Project Manager in Renewable Project Management at Invenergy. The role involves providing technical guidance to business development efforts, managing EPC contracts, construction permitting activities, and ensuring adherence to construction protocols. The candidate should have a Bachelor's Degree in Engineering, 5+ years of progressive experience, and strong leadership skills. The base pay range is $1,150,000 - $1,550,000 USD Annual.

Continuous Improvement Assistant Ops. Manager

Company: Deckers Brands

Location: Chicago, IL

Posted Dec 31, 2024

The job description for the Assistant Operations Manager Continuous Improvement position at Deckers Brands highlights the importance of leading and developing a team of Continuous Improvement Analysts, Operations Leads, and hourly full-time employees. The role requires experience in a distribution fulfillment or production environment, as well as a proven track record in a big box setting. The successful candidate will be responsible for creating and maintaining processes and standard work procedures, leading process improvement initiatives, and supporting all safety and OSHA compliance efforts. The position also includes extended work schedules, contacting after hours, and working with large-scale operations.

Frequently Asked Questions

What are typical salary ranges for flexible‑schedule tech roles by seniority?
Junior developers in flexible settings earn $60k–$90k, mid‑level engineers $90k–$140k, senior engineers $140k–$200k, and tech leads or product managers $160k–$250k, with variations based on location, stack, and remote cost adjustments.
Which skills and certifications are most valuable for flexible‑schedule positions?
Proficiency in Git, CI/CD pipelines, and cloud platforms (AWS, Azure, GCP) is essential. Remote collaboration tools like Slack, Zoom, and Jira are standard. Certifications such as AWS Certified Solutions Architect, Certified Scrum Master, or Google Cloud Professional Data Engineer boost credibility.
How common is remote work availability in flexible‑schedule roles?
Over 80% of the 1501 listings allow full remote work, with 15% offering hybrid models that require 1–2 on‑site days per month. Companies set core hours (e.g., 10 am–3 pm UTC+2) to synchronize cross‑time‑zone teams.
What career progression paths exist within flexible‑schedule tech teams?
Typical paths move from Junior Engineer to Senior Engineer, then to Technical Lead or Engineering Manager, and ultimately to VP of Engineering or CTO. Roles such as Product Owner, UX Lead, or Data Engineering Lead also offer vertical growth while maintaining schedule flexibility.
What industry trends are shaping the future of flexible schedules?
The industry is moving toward AI‑driven scheduling tools that auto‑align meetings with optimal personal productivity windows. Companies are adopting outcome‑based performance metrics instead of fixed hours, and the demand for mental‑health‑friendly work hours is rising across all tech sectors.

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