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Best Sales Companies to Work for in Chicago, IL (95)

Artera
Healthtech • 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 Workplace Perception Strengths

Mission & Purpose: Work connects to tangible patient outcomes like reducing no‑shows and improving access across provider organizations, indicating clear purpose and healthcare impact. Feedback suggests many roles are close to real‑world outcomes via integrated communications and AI agents.

Benefits & Perks: Offerings include flexible PTO, remote‑friendly setup, equity for full‑time employees, comprehensive health plans with mental‑health support, and extended parental leave with transition assistance. Learning programs, stipends, ERGs, and celebratory culture signals reinforce whole‑person support.

Market Position & Stability: Visible customer adoption, industry partnerships, and third‑party recognition alongside recent growth investment point to meaningful traction and runway. Regular product launches around the customer conference further underscore momentum.

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 Workplace Perception Strengths

Team Support: Colleagues are frequently described as collaborative, low‑ego, and quick to help across functions in a remote‑first setup. Company materials emphasize “open book” values and a people‑first, respectful environment that enables cross‑team problem solving.

Benefits & Perks: Offerings include employer‑paid therapy and life coaching, generous parental leave for all parents, wellness and WFH stipends, and day‑one eligibility. Recognition such as recurring Best Places to Work honors underscores the emphasis on total rewards.

Vision & Strategy: The repositioning as “The Intelligent SSP” and the rollout of products like OpenXSelect, OpenXBuild, and OpenXControl signal a clear direction and current relevance in areas such as CTV, curation, and SPO. Leadership appointments and public messaging since early 2026 point to continuity and focus.

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 Workplace Perception Strengths

Mission & Purpose: Feedback suggests work feels meaningful due to a mission of improving bulk‑hauling operations with hands‑on customer partnership. The company’s in‑person implementation model keeps teams close to real workflows and outcomes.

Career Growth: Feedback suggests clear growth paths with a promote‑from‑within posture, managers acting as coaches, and opportunities to own problems early. Small, fast‑growing teams create visible impact and room to shape roles and processes.

Benefits & Perks: Feedback suggests a comprehensive package including employer‑paid health coverage for employees, unlimited PTO with paid holidays, parental leave, and immediate 401(k) eligibility. Additional perks such as commuter support, snacks, and a Chicago gym membership are also highlighted.

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 Workplace Perception Strengths

Benefits & Perks: Benefits include health/vision/dental coverage, a 401(k) with match, flexible time off, parental leave, wellness programs, and hybrid/remote flexibility. Monthly in-person all-hands and company-sponsored events add additional perks that some find engaging.

Career Growth: Private-equity investment and acquisitions have created new initiatives, integrations, and scope across areas like AI and resource management. Professional development support, mentorship, training programs, and promote-from-within policies are emphasized.

Belonging & Inclusion: A dedicated DEI staff, a diversity manifesto, mandated unconscious bias training, and ERGs are described as core to fostering an inclusive environment. Engagement surveys and recognition awards aim to ensure employees feel heard and valued.

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 Workplace Perception Strengths

Team Support: Colleagues are often described as kind, collaborative teammates who help each other succeed and feel comfortable speaking up to leadership. A people‑centric environment with approachable managers and community‑building in‑person moments reinforces day‑to‑day support.

Work-Life Balance: The hybrid, IRL‑first model and work‑from‑anywhere options are portrayed as enabling good balance for many roles. Offices and routines are set up to foster connection while preserving flexibility and autonomy.

Career Growth: Internal mobility, promotion from within, and structured learning opportunities are highlighted across functions. New hires are trusted early with ownership, creating room to expand scope and impact.

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 Workplace Perception Strengths

Learning & Development: Feedback suggests structured onboarding, mentorship, and formal programs (including multi‑month sales training and leadership development) accelerate early‑career growth. Company materials highlight extensive L&D, ERGs, and ongoing skill‑building resources.

Team Support: Colleagues are often seen as supportive and approachable, fostering camaraderie and a collaborative, energetic atmosphere. Initiatives like ERGs, team events, and recognition programs reinforce connection and day‑to‑day help.

Market Position & Stability: The organization presents significant scale with top‑tier brokerage status and frequent customer and workplace accolades. This platform breadth can offer sellers and operators access to a large book of business and established tools.

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 Workplace Perception Strengths

Mission & Purpose: Work is framed as “deeply human” and tied to assisted‑living care, with teams shipping features that directly affect staff and residents (e.g., eMAR, compliance, family engagement). Feedback suggests this visible impact appeals to people seeking meaningful, end‑user‑proximate work.

Team Support: Colleagues are often described as wonderful and collaborative, with approachable leadership and a people‑first, values‑forward culture. Company materials highlight open communication and putting the “right people in the right seat,” reinforcing supportive day‑to‑day collaboration.

Innovation & Products: Product development emphasizes iterative shipping, modern tooling, and applied ML/AI (e.g., “Ask ALIS”) alongside a robust integrations strategy. Partnerships and an app‑store approach reinforce interoperability and solving concrete customer pain points.

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 Workplace Perception Strengths

Mission & Purpose: Work centers on improving provider–patient interactions at the point of care, with many roles directly connected to clinics and health systems. Feedback suggests employees find the healthcare impact visible and purpose‑aligned.

Benefits & Perks: Offerings include flexible/hybrid/remote options by role, summer hours, paid volunteer time, mental‑health support, parental leave, and tax‑advantaged accounts alongside a company 401(k) contribution. Feedback suggests these modern benefits and flexibility meaningfully support wellbeing and balance.

Team Support: Colleagues are often described as friendly, helpful, and collaborative, with cross‑functional teamwork and inclusion efforts like a Culture Collective and a Women’s Professional Network. Feedback suggests people feel welcomed, valued, and supported by leadership and peers.

HealthLight
Fitness • Healthtech • Sales • Sports • Wearables • SEO • Manufacturing
Fully Remote
10 Employees
Healthlight is proud to design and produce industry-leading, FDA-listed light therapy products.

Premier USA manufacturer of clinical-strength red & infrared light therapy pads for pain and circulation. Discovered by scientists and prescribed by professionals.

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HealthLight
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re:work training
Other • Sales
Chicago

re:work trains people how to sell software, then gets them jobs selling. America's wage imbalance is accelerating with the creation of new technology, and the middle class is disappearing. Companies need qualified, diverse employees, and America’s underserved population just needs an opportunity.

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re:work training
EAS SALES / Mel Foster Company
Sales • Appliances
Hoffman Estates
58 Employees
20 Benefits
EAS SALES is regarded as one of the best Manufacturer's Representative firms in the Chicagoland Market.

EAS SALES is the Chicagoland Division of The Mel Foster Company. EAS Sales was acquired by The Mel Foster Company in 2010. The Mel Foster began operations in 1924. Since that time, MFC has seen the birth of new technologies, witnessed the evolution of component systems and embraced the emergence of the digital platforms. Today, MFC is one of the...

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EAS SALES / Mel Foster Company
GoHealth
Healthtech • Information Technology • Insurance • Sales
Chicago
412 Employees
37 Benefits See Our Teams
We're disrupting the insurance industry with our digital platform.

At GoHealth, advancing health equity starts with the intentional, data-driven application of proprietary technology, beneficiary and Medicare-expert insight, and an unwavering commitment to creating positive, health-focused impacts. With our determined drive to help Medicare consumers find a plan that fits their budget and needs, we believe in hiring risk-takers, innovators, and collaborators within our industry to create individualized, simplified healthcare...

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GoHealth

GoHealth's Top Workplace Perception Strengths

Mission & Purpose: Mission is framed around improving healthcare access and helping people navigate complex coverage decisions. The work can feel meaningful when supporting consumers, particularly seniors choosing Medicare plans.

Compensation: Commission-based structures create periods of attractive earning potential for high performers, especially in high-volume enrollment seasons. Base pay plus incentives can work well for quota-driven sales profiles.

Belonging & Inclusion: Diversity, inclusion, and belonging are positioned as intentional priorities, aiming for an environment where people feel seen, heard, and valued. Resource-group style initiatives and inclusive culture signals are described as part of the intended employee experience.

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
Interfirst Mortgage Company
Marketing Tech • Retail • Sales • Analytics
Rosemont
199 Employees
17 Benefits
Interfirst Mortgage Company - Over $1 Billion funded loans since January of 2020

Interfirst Mortgage Company is a private equity-backed mortgage originator that is improving the way consumers obtain residential mortgages across the U.S., originating more than $35B of residential mortgages. Our leadership team has more than 100 years of mortgage, sales/marketing, and consumer-related experience, committed to delivering a best-in-class experience for every borrower. Charlotte and Chicago-area candidates have the option of working...

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Interfirst Mortgage Company
MAT Holdings, Inc
Logistics • Sales
Long Grove
602 Employees
28 Benefits Hiring Now

MAT Holdings is a diversified, privately-held family company with a portfolio of companies that manufacture, market, and distribute quality products and trusted brands to the hardware and fencing, automotive, and power equipment industries. MAT Holdings Inc. was formed in 1984 as Midwest Air Technologies Inc. with its current headquarters located in Long Grove, IL. Today, the company has grown to...

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MAT Holdings, Inc

MAT Holdings, Inc's Top Workplace Perception Strengths

Team Support: Colleagues are often described as friendly, civil, and collaborative, with teammates helping each other and fostering a family-like atmosphere in some locations. Feedback suggests certain teams provide a quiet, welcoming environment with supportive day-to-day help.

Learning & Development: Opportunities to learn different tasks and gain skills are cited across roles, with some individuals reporting promotions tied to new capabilities. Feedback suggests roles can provide broad, hands-on exposure across manufacturing, warehousing, and corporate functions.

Market Position & Stability: A diversified, privately held manufacturer with global operations and multiple brands offers scale and operational breadth. Feedback suggests this footprint can create avenues to move across divisions and sites when supported by local leadership.

FESTY BESTY
eCommerce • Fashion • Sales • Social Media
Northbrook
6 Employees
Festy Besty is an online brand inspired by music festival & streetwear fashion.

We live and breathe festival season all year round and are passionate about creating pieces you will feel amazing in. To us, Festy Besty means good vibes, great times and best friends. We have styled thousands of festival goers, performers and celebs, but our favorite moments are meeting all of you IRL!

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FESTY BESTY
Air Spares Unlimited
Chicago

Air Spares Unlimited Inc. (ASU Inc.) is a service and solution provider for the aftermarket aerospace industry. ASU Inc. combines both knowledge of the aftermarket aerospace industry with b2b technology start-up expertise to bring a new approach in the secondary aerospace parts market.

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Air Spares Unlimited
Sabio, Inc.
AdTech • Big Data • Digital Media • Mobile • Sales • Analytics • Business Intelligence
7 Offices
140 Employees
52 Benefits
Powering diverse audiences through data-driven CTV — where reach, engagement & validation meet impact.

Sabio is a leading Connected TV (CTV) advertising platform built to help brands reach, engage, and validate streaming audiences. Designed for an evolving media ecosystem, our solution takes a data-driven and personalized approach to reaching streaming audiences at scale. Founded in 2014 by veterans in the mobile and TV industries, Sabio has offices in Los Angeles, New York, Detroit, Chicago,...

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Sabio, Inc.
Victory Lap
Professional Services • Sales
Chicago
10 Employees
11 Benefits
We ensure the next generation of sales professionals are more prepared for their careers.

Victory Lap has modernized the approach to the sales training and hiring process. We find the best talent, train, coach, and help evolve skilled, confident sales professionals be set up for success. We then work with our expansive list of company partners and leverage our proprietary technology to match the right person with the right role.

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Victory Lap
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

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