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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.

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.

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.

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.

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.

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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Co-Branding Co.
Chicago
150 Employees
9 Benefits
We are a one stop shop of many well known brands, for their experiential marketing campaigns.

We are an Outsourced Direct Marketing & Sales Company.

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Co-Branding Co.
SteelBrick
Highland Park

SteelBrick, a Salesforce company, is dedicated to making selling simple. SteelBrick helps companies accelerate growth by automating quoting, contracting, and billing processes with our next generation Quote-to-Cash product suite. As part of Salesforce, the world’s #1 CRM platform, we have a talented team with unmatched enterprise cloud computing experience and a unique culture, totally focused on taking good care of...

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SteelBrick
Beghou Consulting
Marketing Tech • Sales • Consulting
Evanston
284 Employees
30 Benefits Hiring Now

Beghou Consulting provides sales force and marketing consulting services to clients in the pharmaceutical and health care industries. We bring significant expertise in addressing sales and marketing issues and in developing advanced analytic approaches to support our clients'​ decision-making. We pride ourselves on our growing list of long-term clients, for whom we deliver an increasing array of services and analyses. Our...

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Beghou Consulting
TradeKart LTD
eCommerce • Logistics • Other • Sales • 3PL: Third Party Logistics
Chicago
4 Employees
6 Benefits Hiring Now
Building the fastest way for Contractors to source and receive construction materials from local suppliers.

TradeKart is a tech-enabled platform built specifically for contractors and tradespeople. We help construction professionals quickly source materials from trusted local suppliers and get them delivered directly to job sites, often within hours. Contractors use the TradeKart app to browse products, place orders, and track deliveries, while our platform connects them with local merchants and delivery partners who already serve their...

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TradeKart LTD
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
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
Modern Sprout
eCommerce • Other • Retail • Sales
Chicago
28 Employees
7 Benefits

Modern Sprout LLC (MS) is a Chicago-based design shop and manufacturer that launched via Kickstarter in 2013 and has become a leader in the grow-your-own movement with its innovative indoor and outdoor garden-focused lifestyle goods.

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Modern Sprout
Labmate Scientific INC
eCommerce • Healthtech • Marketing Tech • Sales • Biotech • Pharmaceutical • Manufacturing
Chicago
500 Employees
Labmate Scientific LLC

Labmate is US based manufacturing company which specializes in providing quality Laboratory Equipment and Lab Supplies to meet the needs of life sciences and biotech laboratories, as well as researchers and professionals across various scientific fields. Our extensive product range is designed to facilitate effective operation, ensuring that every lab is equipped with the essential tools for success. We deliver custom...

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Labmate Scientific INC
Mediafly
Sales • Software
Chicago
195 Employees
23 Benefits Hiring Now

Most sales organizations are plagued with unengaged buyers and a tech stack full of point tools with low adoption and low impact. Mediafly enables data-driven revenue teams with one platform with all of the tools they need to execute smarter and more effectively— in every deal, at every stage: -Sales enablement -Content management -Revenue intelligence -Value selling tools -Conversation intelligence & sales coaching Trusted and loved...

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Mediafly
Ampersand
AdTech • Big Data • Machine Learning • Sales • Analytics
8 Offices
600 Employees
31 Benefits
TV is evolving. And, so are we. Ampersand is a data-driven TV advertising sales and technology company.

Ampersand is moving TV forward. As the industry’s largest source of combined multiscreen TV inventory and viewership insights, we are changing the way TV is bought and measured. Powered by aggregated and authenticated audience data insights from 42 million households, and with a commitment to protecting personal information, our AND Platform gives advertisers true audience first planning, scale in execution,...

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Ampersand

Ampersand's Top Workplace Perception Strengths

Market Position & Stability: Ownership by major MVPDs and a large addressable TV footprint provide scale, unique data access, and resilient market access. Recent executive hires and product updates indicate continued owner-backed investment in advanced TV.

Work-Life Balance: Hybrid work with flexible schedules is emphasized across major U.S. hubs. Feedback suggests balance is generally solid in many roles outside peak campaign cycles.

Learning & Development: Hands-on exposure to advanced/addressable TV, cross-screen planning, and deterministic datasets offers strong skill-building. Structured workflows and training paths are highlighted for sales, account/campaign operations, and analytics roles.

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

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