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Top Chicago, IL Sales Companies With Best Work-Life Balance (114)

Perk
Artificial Intelligence • Fintech • Greentech • Sales • Software • Travel • Hospitality
12 Offices
1,800 Employees
81 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 rhythm plus additional work‑from‑anywhere allowances provide meaningful location flexibility while preserving team connection. This structure gives employees options in how and where work gets done.

Time Off Access: Clearly defined PTO, holiday, sick leave, volunteer time, and sabbatical policies make it straightforward to disconnect and plan recovery time. Consistent policy signals encourage employees to actually take time away.

Boundary Respect: Values emphasizing autonomy and efforts to reduce “shadow work” aim to cut after‑hours admin and protect personal boundaries. Tooling and process choices are positioned to prioritize impact over unnecessary busywork.

PatientPoint
AdTech • Digital Media • Healthtech • Marketing Tech • Sales • Analytics • Pharmaceutical
5 Offices
660 Employees
148 Benefits Hiring Now
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: Hybrid schedules and remote options are presented as common arrangements across many roles, enabling location flexibility during the week. Consistent in-office rhythms help people plan collaboration without sacrificing home-based days.

Time Off Access: Generous paid time off, holidays, and summer-hour practices are positioned to help teammates recharge. Frontloaded time away and designated volunteer time signal that rest and recovery are structurally supported.

Mental Health Support: Leadership encouragement to unplug, mental-health resources, and wellbeing initiatives are highlighted as core supports for personal wellbeing. Cultural messaging emphasizes prioritizing mental health alongside professional goals.

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: Company materials highlight a people‑first, remote‑friendly setup with hybrid choice, allowing individuals to work from home or use offices as they prefer. This structure supports day‑to‑day balance across locations.

Time Off Access: Policies include flexible or unlimited PTO, extended holidays, birthday time off, and periodic company‑wide recharge days. These practices encourage unplugging and make it easier to take time away when workloads permit.

Wellbeing Programs: Employer‑paid therapy and life coaching plus wellness and fitness stipends provide structured support for mental and physical health. These resources reinforce a culture of care beyond standard benefits.

BigTime Software, Inc.
Productivity • Professional Services • Sales • Software • Consulting
4 Offices
175 Employees
62 Benefits
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 describe a hybrid model with remote‑friendly practices and flexible scheduling, enabling control over where and when work happens.

Time Off Access: Flexible PTO, paid sick days and holidays, volunteer time, bereavement, and parental leave are offered, alongside two company “Refresh Days” that are separate from PTO.

Wellbeing Programs: Weekly yoga, free on‑site gym access in Chicago, a yearly wellness stipend, and recreational leagues indicate active investment in employee health and balance.

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

Arrive Logistics is a top 4 American truckload brokerage headquartered in Austin, Texas, with 10 locations across North America. Founded in 2014, Arrive delivers unparalleled service and custom strategic solutions to a diverse network of globally recognized brands and vetted carriers. Arrive has 2,000 employees, 5,500 customers, and 10,000 core carriers in its network. The Company has been recognized for...

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Arrive Logistics

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

Wellbeing Programs: Feedback suggests the company offers wellness resources such as mental‑health apps, gym discounts, and an Employee Assistance Program alongside wellness days. These supports aim to buffer heavy stretches of work.

Time Off Access: Feedback suggests paid time off, flexible time‑off policies, paid holidays, sick days, and wellness days are formally available. These benefits can create recovery windows during peak periods.

Remote or Hybrid Flexibility: Feedback suggests select teams advertise hybrid or remote options, and some back‑office roles report more predictable schedules. This flexibility can improve balance relative to fully in‑office sales pods.

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: Arrangements include in‑office, hybrid, and remote options, sometimes after an initial on‑site period, with cadence tailored by managers. Recent postings indicate many roles can be hybrid/remote depending on function.

Time Off Access: Generous PTO, paid holidays, sick time, and parental leave are highlighted as core benefits. These policies are positioned to support planned recovery and boundary‑setting.

Supportive Culture: Company materials emphasize a people‑first, values‑driven environment with approachable leadership. This emphasis is described as supporting reasonable day‑to‑day expectations and balance.

Toro TMS
Cloud • Enterprise Web • Sales • Software • Transportation
Chicago
80 Employees
37 Benefits Hiring Now
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: Benefits listings highlight unlimited PTO, paid holidays and sick time, company‑wide vacation, and generous parental leave that make stepping away feasible. These policies are presented as supporting everyday wellbeing and recovery.

Remote or Hybrid Flexibility: Public profiles describe remote or hybrid options for some roles, including fully remote in certain engineering positions, enabling control over schedule and location. Defined in‑office expectations add clarity to how flexibility works in practice.

Supportive Culture: Content highlights collaborative, mission‑driven teams with approachable leadership that fosters a respectful, low‑ego environment. Regular 1:1s and visible recognition are described as reducing ambiguity and reinforcing support.

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
iFLY
Sales • Manufacturing
35 Offices
503 Employees
23 Benefits

iFLY is the world leader in design, manufacturing, sales and operations of wind tunnel systems for indoor skydiving. The company has flown more than 8,000,000 people in a dozen countries and at sea since launching the modern vertical wind tunnel industry in 1998. iFLY has more than 72 facilities operating worldwide with 32 wholly-owned in the US and has significant...

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iFLY
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Moneyball for Sales
Cloud • Sales • Software
Chicago
1 Employees

MoneyBall is a cloud based Sales Analytics & Sales Coaching tool. MoneyBall measures sales skills in a fast an easy way then automatically generates a development plan for improving the skills that are most important. Moneyball is a strategic alliance between CareerBuilder and Indiana University’s Kelley School of Business to address the ever increasing sales skill gap that was developing. The research...

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Moneyball for Sales
BluePallet
eCommerce • Fintech • Logistics • Payments • Sales
Fully Remote
30 Employees
5 Benefits
BluePallet is an end to end industrial commerce platform with solutions for search, logistics, transactions, and more.

BluePallet is the Platform for Chemical Commerce. BluePallet has spent years purposefully building a suite of products that help producers, distributors, and end-users buy and sell chemicals. We utilize a market network model that enables all members to engage with one another and our marketplace independently. We care deeply about creating technology that facilitates the exchange of value so that...

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BluePallet
Mud City
Agency • Sales
Chicago
25 Employees
12 Benefits

Mud City is a holistic sales and operations agency helping companies scale their revenue organizations strategically and responsibly.

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Mud City
AptAmigo
Agency • Real Estate • Sales • Social Media • Software
6 Offices
250 Employees
13 Benefits
AptAmigo is the best place to start & build a career in real estate.

AptAmigo has a simple goal: to make finding an apartment easy and maybe even a little fun. With concierge-level care and an expert understanding of the local rental market, AptAmigo gives renters an easy alternative to a difficult process. On the backend, our proprietary technology and team-based approach have made us one of the fastest-growing real-estate technology companies out there.

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AptAmigo
Max Spencer Company
Sales • Financial Services
Chicago
7 Employees
Hiring Now
Helping your sales teams succeed!

Max Spencer Co. - Pioneering Independent Sales Excellence At Max Spencer Co., we're redefining the art of the deal. Our core is independent sales, but our reach is limitless. We are a sanctuary for the driven, the ambitious, the pioneers of persuasion. Our Mission: To empower sales virtuosos to reach their peak potential. Max Spencer Co. is more than a company—it's a...

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Max Spencer Company
LeadsIQ
AdTech • Consumer Web • Marketing Tech • Sales • Analytics
Chicago
30 Employees
15 Benefits

We are a team of industry experts with a combined 70+ years’ experience in complex online marketplaces, performance marketing and client partnerships. Our team has built and sold $1B revenue digital marketplaces, managed $250MM annual ad spend and developed strategic partnerships with Fortune 100 clients across numerous industries. We have a passion for delivering high quality volume to our valued...

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LeadsIQ
Cater2.me
Food • Sales
11 Offices
93 Employees
24 Benefits

Since 2010, we’ve been helping companies build community and culture within their teams. We’re dedicated to getting the best local food delivered directly to your team, whether they’re in the office or working from home. Meals not really your thing? We provide many other perks that are perfect for helping you engage your team and boost morale. What sets us apart?...

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Cater2.me
Mavrek Development
Other • Real Estate • Sales
Chicago
7 Employees

Since 2010, Mavrek has been committed to building more than luxury properties — we’re building new standards in development. Whether you’re looking to renovate or build from scratch, our honest, hardworking builders are at your service.

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Mavrek Development
Transaction Advisors Institute
Edtech • Events • Other • Sales
Chicago
8 Employees
11 Benefits
The Transaction Advisors Institute provides a suite of respected programs and information on all aspects of M&A strategy

The Transaction Advisors Institute provides a suite of respected programs and information on all aspects of M&A strategy, deal structuring, and integration best practices. Some of the most active in-house M&A professionals look to the Institute for practical insights and independent perspective to improve their deal process and performance. The Transaction Advisors Institute serves corporate development leaders, in-house M&A counsel, board...

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Transaction Advisors Institute
Build Scale Prosper
Agency • Marketing Tech • Professional Services • Sales
Chicago
5 Employees
4 Benefits

Build Scale Prosper is a results-based growth advisory and customer experience consulting firm. Utilizing our unique blend of creativity and our proven methodology, we accelerate growth & drive ROI for our clients.

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Build Scale Prosper
Grubhub
eCommerce • Food • Sales • Software
24 Offices
10,000 Employees
38 Benefits
Grubhub connects millions of diners with the food they love from their favorite local restaurants.

At Grubhub, we champion restaurants from coast to coast. Restaurants sit at the heart of communities. It’s our mission to strengthen their roots, deepen their connections, and increase the positive impact they have on people and society. Grubhub, part of Wonder, delivers the best local, authentic cuisine right to diners’ doors—and new customers and billions in revenue to local businesses....

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Grubhub

Grubhub's Top Work-Life Balance & Wellbeing Strengths

Autonomy Over Hours: Drivers can choose when and how much to work via block scheduling and on‑demand toggling, allowing self‑managed hours around personal commitments. In favorable markets or peak windows, this autonomy can help align work with life needs.

Remote or Hybrid Flexibility: Corporate materials and third‑party trackers indicate a hybrid rhythm with set in‑office days, which supports schedule predictability for many teams. Messaging around hybrid‑friendly approaches signals openness to flexible arrangements.

Time Off Access: Company materials highlight unlimited vacation for exempt staff, generous PTO for non‑exempt roles, and paid parental bonding time, supporting time away to recharge. Wellness‑oriented benefits and programs further reinforce taking time off.

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