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Top Chicago, IL Sales Companies With Best Work-Life Balance (95)

Artera
Healthtech • Other • Sales • Software • Analytics • Conversational AI
10 Offices
250 Employees
66 Benefits
Artera delivers a platform-level patient communications solution that integrates across a health system’s tech stack.

Artera, a SaaS leader in digital health, transforms patient experience with AI-powered virtual agents (voice and text) for every step of the patient journey. Trusted by 1,000+ provider organizations — including specialty groups, FQHCs, large IDNs and federal agencies — engaging 100 million patients annually. Artera’s virtual agents support front desk staff to improve patient access including self-scheduling, intake, forms,...

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Artera

Artera's Top Work-Life Balance & Wellbeing Strengths

Remote or Hybrid Flexibility: A distributed setup with optional hubs and a flexible work environment gives teams latitude over where and when they work. Remote options and hub-based collaboration are embedded in how work gets done.

Time Off Access: Policies feature flexible PTO, a company winter closure, paid parental leave, and a sabbatical program framed as simple and easy to use. These structures provide clear avenues to step away and reset.

Burnout Prevention: Engineering details a revamped on-call model that spreads rotations, allows schedule adjustments after off-hours work, and reserves capacity for unplanned issues. Time-zone coverage and clearer ownership are used to make reliability work more sustainable.

Perk
Artificial Intelligence • Fintech • Greentech • Sales • Software • Travel • Hospitality
12 Offices
1,800 Employees
41 Benefits Hiring Now
Perk: the intelligent platform powering real work.

Perk (formerly TravelPerk) is the intelligent platform for travel and spend management. Built to tackle the time-consuming, manual work that gets in the way of real work, our tools automate everything from travel bookings to expenses, invoice processing, and more. By eliminating this shadow work that wastes hours, erodes morale, and saps innovation, we’re on a mission to power real...

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Perk

Perk's Top Work-Life Balance & Wellbeing Strengths

Remote or Hybrid Flexibility: An IRL‑first hybrid model blends in‑office collaboration with additional location flexibility through work‑from‑anywhere allowances. This setup provides latitude on where work is done while maintaining team connection.

Time Off Access: Company materials highlight generous vacation, paid sick time, volunteer hours, and sabbaticals. These programs signal support for taking time away to recharge.

Boundary Respect: Culture is characterized as supportive, with leadership that respects personal boundaries. This tone helps sustain balance even amid a dynamic environment.

Arrive Logistics
Logistics • Sales • Software • 3PL: Third Party Logistics
Arrive Logistics is one of the fastest-growing freight brokerages in the nation.

At Arrive Logistics, our relentless pursuit of perfection fuels our ability to optimize operations, identify efficiencies, build technology, and deliver innovation that pushes businesses like yours forward. But it’s not just what we do that sets us apart from everyone else — it’s what we’re made of grit, determination, and a 24/7 commitment to our partners. The details matter. We don’t...

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Arrive Logistics

Arrive Logistics's Top Work-Life Balance & Wellbeing Strengths

Supportive Culture: Camaraderie and a high‑energy, team‑oriented sales floor are highlighted as motivating for those who enjoy brokerage‑style teamwork and competition. Feedback suggests peer support, celebrations, and a work‑hard/play‑hard vibe can make demanding days feel more sustainable.

Manager Support: Structured onboarding, mentorship, and shadowing/coaching are emphasized to help new hires ramp in a tough industry. Feedback suggests training and hands‑on guidance improve confidence and prioritization over time.

Wellbeing Programs: Wellbeing resources include an EAP, mental‑health apps like Calm, gym/ClassPass discounts, wellness days, and onsite amenities and events. Feedback suggests these programs and community activities offer relief and connection amid a fast pace.

BigTime Software, Inc.
Productivity • Professional Services • Sales • Software • Consulting
4 Offices
175 Employees
62 Benefits Hiring Now
The AI-powered Professional Services platform enabling intelligent decisions and delivering profitable growth.

Leading a successful professional service firm is an art. Running a profitable firm is a business. We understand this because our founder ran an IT Consulting firm for over 15 years. He grappled with the same challenges that professional service firm owners face today. How do I know what my employees are working on? How can I connect time and...

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BigTime Software, Inc.

BigTime Software, Inc.'s Top Work-Life Balance & Wellbeing Strengths

Remote or Hybrid Flexibility: Company materials highlight a hybrid/flexible work environment with remote options and flexible schedules that help employees manage where and how they work. This structure can ease commuting and support balance when team priorities allow.

Time Off Access: Policies include generous time off and holidays, flexible PTO, paid sick days, floating holidays, bereavement leave, and paid volunteer time. Two dedicated Refresh Days each year provide protected time away beyond standard PTO.

Wellbeing Programs: Wellness offerings include free gym memberships at the Chicago office, weekly yoga sessions, a yearly fitness stipend, and wellness programs alongside lunch & learns. These resources signal investment in physical and mental health support.

OpenX Technologies
AdTech • Enterprise Web • Information Technology • Machine Learning • Marketing Tech • Sales
4 Offices
420 Employees
55 Benefits Hiring Now
OpenX is an ad tech company that drives optimal value for advertisers through high-scale marketplaces across all screens

OpenX is The Intelligent SSP™ (supply-side platform), simplifying advertising for marketers, advertisers, and publishers worldwide. As one of the largest SSPs globally, OpenX combines the industry’s only fully cloud-based infrastructure with leading AI capabilities to make digital advertising easier and more effective across every format, including CTV. Built to responsibly deliver quality, performance, and adaptability, OpenX makes digital advertising safer,...

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OpenX Technologies

OpenX Technologies's Top Work-Life Balance & Wellbeing Strengths

Remote or Hybrid Flexibility: Employer materials highlight a remote‑first or hybrid setup with work‑from‑home support and virtual all‑hands options that aid day‑to‑day balance. Location flexibility is presented as integral to how teams operate.

Time Off Access: Benefits highlight unlimited or flexible PTO, periodic recharge days, extended holidays, paid holidays, bereavement leave, and birthday time off to support unplugging. Messaging emphasizes taking time away when workloads allow.

Mental Health Support: Programs include employer‑paid therapy and life coaching alongside wellness or fitness stipends. These resources are positioned to proactively support wellbeing.

Toro TMS
Cloud • Enterprise Web • Sales • Software • Transportation
Chicago
80 Employees
37 Benefits
Easy-to-use TMS built for Bulk Haulers

At Toro TMS, we are on a mission to deliver technology that drives lasting improvements for the trucking industry. Our dedicated team has built an easy-to-use, modern end-to-end TMS specifically designed for bulk haulers. From load management and dispatch, to accounting and driver payroll, we provide a single software solution to help our customers move more loads.

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Toro TMS

Toro TMS's Top Work-Life Balance & Wellbeing Strengths

Time Off Access: Paid time off and leave policies are described as unlimited PTO, paid holidays and sick days, with generous parental leave, which feedback suggests makes stepping away more accessible. These benefits are positioned to provide accessible time away when needed.

Supportive Culture: Colleagues are often seen as collaborative and mission‑driven, with value‑based recognition and informal bonding that support day‑to‑day wellbeing. Feedback suggests leaders openly reinforce cultural pillars and maintain cross‑functional rituals to reduce bottlenecks.

Remote or Hybrid Flexibility: Work arrangements include remote and hybrid options with teammates across U.S. time zones and fully remote setups for some engineering roles. Feedback suggests this distribution offers scheduling autonomy and location flexibility for certain functions.

PatientPoint
AdTech • Digital Media • Healthtech • Marketing Tech • Sales • Analytics • Pharmaceutical
5 Offices
660 Employees
82 Benefits
The Point of Change Company

At PatientPoint, we're transforming every doctor-patient interaction with cutting-edge, technology-driven solutions designed to improve health outcomes and quality of life. By delivering impactful, digital, in-office patient education at no cost to physicians across the country, we empower healthcare professionals to connect more meaningfully with their patients. Through partnerships with trusted healthcare brands like Pfizer, P&G, Sanofi, Merck, NatureMade, and Bristol...

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PatientPoint

PatientPoint's Top Work-Life Balance & Wellbeing Strengths

Remote or Hybrid Flexibility: Feedback suggests hybrid/remote options, flexible schedules, summer hours, and Friday afternoon no‑meeting windows help protect personal time. Role-dependent flexibility is highlighted as a norm that supports balance across many teams.

Time Off Access: Feedback suggests front‑loaded flexible time off, extra “Yay! Days,” wellness days, volunteer time, and paid holidays create meaningful recharge opportunities. No‑meeting Fridays and summer hours further indicate mechanisms that make stepping away easier.

Mental Health Support: Feedback suggests leadership invested in mental‑health resources for employees and families with quick access to care to curb burnout. Wellness initiatives and encouragement to unplug signal attention to wellbeing beyond core benefits.

ALIS
Healthtech • Sales • Software
Chicago
79 Employees
30 Benefits Hiring Now
ALIS is the industry leading provider of assisted living specific software.

We are a purpose driven healthcare technology company passionate about innovation and using technology to help people by solving real world problems. The ALIS team designs, builds, delivers, and supports our flagship product ALIS (pronounced “Alice” and stands for Assisted Living Integrated Solution).

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ALIS

ALIS's Top Work-Life Balance & Wellbeing Strengths

Remote or Hybrid Flexibility: Job postings indicate that after an initial in‑office period, many roles can shift to hybrid or fully remote, and listings explicitly mention flexible work arrangements. Feedback suggests this structure lets employees align location and cadence with team needs while maintaining balance.

Time Off Access: Benefits outline PTO, paid holidays, floating holidays, paid sick time, and generous parental leave. Feedback suggests these policies enable planned recovery time and support healthier boundaries.

Supportive Culture: Company and third‑party materials describe an inclusive, people‑first environment with approachable, values‑driven leadership. Feedback suggests this culture helps sustain reasonable day‑to‑day workloads and boundary respect.

Legacy Consulting Agencies
Agency • Insurance • Sales • Consulting • Financial Services
Oak Brook
5 Employees
21 Benefits
Culture focused people helpers for brokers and businesses.

We are a culture focused start-up helping many people in many ways. For the health brokers, P&C brokers and Financial Advisors, we provide a service to strategize and enroll their Voluntary Benefits as a new revenue stream and as a way to bring more value to their clients. We can typically add 25% to their bottom line without having to open...

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Legacy Consulting Agencies
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CPS, inc.
Agency • Other • Professional Services • Sales
Chicago
100 Employees

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CPS, inc.
Growth Panda
Agency • Cloud • Marketing Tech • Sales
Chicago
6 Employees
6 Benefits

We’re a team of entrepreneurs, sales execs, designers, developers, marketers, and doers who are addicted to hard problems. We work with companies across industries to help them leverage modern sales, marketing, service, and operational technologies to take their business to the next level.

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Growth Panda
Autotask
Sales • Software
Schaumburg
500 Employees
9 Benefits

Founded in 2001, Autotask Corporation provides the world’s leading web-based IT Business Management software built specifically to automate, streamline and optimize business processes for technology solution providers. The software integrates a broad range of critical business systems, including customer relationship management (CRM), service desk,

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Autotask
Onyx Company
Food • Other • Sales • Transportation
Chicago
20 Employees
12 Benefits

At Onyx, we’re more than a supply company. We’re the forward-thinking partner that unpacks more for our customer's business. Through our global and local manufacturing partners, a broad range of products, flexible distribution models, and custom solutions, we keep businesses of all sizes moving forward.

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Onyx Company
Edge Logistics
Logistics • Sales • Transportation
Chicago
120 Employees
26 Benefits
We deliver superior transportation management solutions to our customers through efficiency, technology and innovation.

Our Mission is Simple! Edge delivers superior transportation management solutions to our customers through efficiency, technology, and innovation. Edge has an unmatched history of data and analytics through its CAPACITY platform that utilizes proprietary algorithms to improve data research. Our employees understand the value and importance of leveraging these strengths in a competitive transportation market and promote a strong working...

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Edge Logistics
Waltz Health
Healthtech • Sales • Software • Pharmaceutical
Chicago
30 Employees
16 Benefits Hiring Now
Waltz is a Chicago-based technology startup, leading a new way forward for prescription care.

Waltz Health is a Chicago-based technology startup that is leading a new way forward for prescription care. We're rethinking the pharmaceutical supply chain, introducing AI-driven marketplaces that drive down costs, and new consumer tools that guide decisions on care. Led by a team of industry experts, Waltz is fixing the high costs and broken experiences that define our pharmaceutical supply...

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Waltz Health
Fresh Tech Maid
Artificial Intelligence • Other • Sales • Analytics
Chicago
16 Employees
Fresh Tech Maid is taking on the housekeeping industry with fair wages, great management, and chemical free cleaning.

Fresh Tech Maid is taking on the $61 billion dollar housekeeping industry with fair wages, great management, and chemical free cleaning. With locations in Chicago and Arlington Heights, we service much of Chicagoland and its suburbs. We are looking to grow and expand our business, which is where you come in. If you want to be part of the change...

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Fresh Tech Maid
Shoe Drop
Sales
Chicago

Shoe Drop is a tech-enabled company that is revitalizing the cobbler industry. We've partnered with dry cleaners, office buildings, and high-rise residential buildings to make shoe care and repair efficient and accessible.

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Shoe Drop
Workforce.com
HR Tech • Information Technology • Mobile • Sales • Software
Chicago
140 Employees
24 Benefits
Workforce.com is the World's #1 Workforce Platform.

Workforce.com is the market leading workforce management platform. We empower businesses that employ hourly workers to run more profitably so they can create more jobs - an essential service in today's world. Founded in Brisbane, Australia in 2012, we moved our headquarters to Chicago in 2019.

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Workforce.com
The Bradford Exchange
Retail • Sales
Niles
262 Employees

We are a world leader in direct marketing and provider of limited-edition gifts, collectibles, home décor, and jewelry. Founded in 1973, we have an unyielding commitment to product quality and exceptional customer service which has helped us become one of the premier direct marketing companies in today’s international economy. Our company’s vision is to bring joy and happiness to customers...

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The Bradford Exchange
The CARA Group, Inc.
Oakbrook Terrace
129 Employees

The CARA Group is focused on change management, learning, and communications solutions to enable your talent to embrace the future of work. Whether it’s a change management strategy for a major digital transformation, a blended learning program to upskill a sales team, or even a curated collection of microlearning topics, CARA will manage your project from inception to implementation while...

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The CARA Group, Inc.

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