Vail Systems, Inc.

Vail Systems, Inc.

Chicago, IL
226 Total Employees
193 Local Employees
Year Founded: 1991

Benefits at Vail Systems, Inc.

Vail’s core values are integral to every aspect of our company, including how we support each employee’s health and happiness in and out of the workplace. We provide access to top-tier health and wellness benefits, opportunities for continued educational experience, and several other benefits that support a healthy work-life balance.

Financial + Retirement


401(K) matching

Charitable contribution matching

Performance bonus

Pay transparency

Child Care + Parental Leave

Childcare benefits

Family medical leave

Employees who have been with the company for 12 months are eligible for 12 weeks of family medical leave.

Generous parental leave

New parents receive twelve (12) weeks paid leave for primary caregivers and two (2) weeks paid leave for secondary caregivers.

Office Perks

Commuter benefits

Pre-tax commuter plans are available to help employees cut back costs on transit (Metra, CTA) and parking.

Company-sponsored outings

Onsite gym

Recreational clubs

Vail Systems sponsors a summer softball league and triathlon team.

Relocation assistance

Our relocation assistance plan offers a maximum reimbursement $1000 for relocations over 50 miles from previous home location.

Free snacks and drinks

Both our Chicago Loop and Deerfield office kitchens are regularly restocked with free snacks and beverages for our employees.

Some meals provided

Home-office stipend for remote employees

All full-time employees are eligible for a $100 reimbursement to help get their home office set up. 

Mother's room

Professional Development

Continuing education stipend

Customized development tracks

Job training & conferences

Online course subscriptions available

Paid industry certifications

Promote from within

Lunch and learns

Continuing education available during work hours

Tuition reimbursement

Apprenticeship programs

Health Insurance + Wellness

Dental insurance

Three (3) plan options through Cigna, including PPO, Buy-up PPO, and HMO.

Disability insurance

Flexible Spending Account (FSA)

Covers Health, Limited Purpose, Commuter, and Dependent Care.

Health insurance

Three (3) plan options through Blue Cross Blue Shield of Illinois, including PPO, High Deductible PPO (HSA), and HMO. All plans ensure prescription coverage.

Life insurance

All employees receive Basic Life coverage, provided by Vail Systems. Additional coverage is also available.

Pet insurance

Team workouts

Vision insurance

Wellness programs

Mental health benefits

Access to ComPsych’s Employee Guidance Programs and services.


Documented equal pay policy

Mean gender pay gap below 10%

Mandated unconscious bias training

We provide training to all employees who participate in our interview process on unconscious biases and interview best practices.

Hiring practices that promote diversity


Flexible work schedule

Open door policy

Open office floor plan

Pair programming

Partners with nonprofits

We partner with Seneca Foundation and Chicago Public Schools to educate Black and Latinx recent Chicagoland high school graduates with paid software development training opportunities.

Remote work program

Each employee’s balance of remote and on-site work is based on how they work best, and when in-person collaboration is most effective.

OKR operational model

Employee-led culture committees

Hybrid work model

In-person all-hands meetings

Vacation + Time Off

Generous PTO

Employees receive fifteen (15) days of PTO and two (2) “float days” per year.

Paid holidays

Paid sick days

Employees receive 40 hours per year of paid sick leave.

Floating holidays

Bereavement leave benefits

Additional Perks + Benefits

Employee Referral Bonuses. Gym Memberships. Collaborative Work Space. Competitive Pay.

Search the 7 jobs at Vail Systems, Inc.

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Assist with full cycle recruiting pipeline and HR tasks, manage onboarding process, coordinate interviews, collaborate on HR initiatives, and maintain HR tools and systems.
Information Technology • Machine Learning • Natural Language Processing • Software • App development • Conversational AI • Big Data Analytics
As a UX/UI Designer III, you will lead the creation of intuitive, data-driven digital products for B2B end-users, collaborate with product managers, mentor designers, and contribute to design excellence. Responsibilities include designing for web applications, crafting user interactions for data visualization, creating UX/UI documentation, collaborating with developers, and maturing the UX practice. Qualifications include 4+ years of UX/UI experience, proficiency in design tools, strong familiarity with web standards, and a design-related degree preferred.
Information Technology • Machine Learning • Natural Language Processing • Software • App development • Conversational AI • Big Data Analytics
Acquire a deep understanding of Prosodica’s products, provide technical support to customers, troubleshoot issues, analyze data using statistical tests, create visualizations, maintain customer records, collaborate with product team, meet sales targets, research industry-related topics, and present findings in team meetings.