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Sr. Director of Human Resources

| Chicago

BenchPrep is looking for a senior leader to join our Chicago team as a Director of Human Resources. The human resource director is directly responsible for the overall administration, coordination and evaluation of the human resource function.

As our Human Resources Director, you have experience leading multi-team engagements. You may have previously held titles such as Director, Senior Manager, or Program Manager. As a visionary and leader responsible for the overall success of these engagements, you’ll align the teams with our clients’ goals and outline a path to achieve them. Through your leadership, you’ll establish the proper structure, practices, tools, and support for your team’s success as well as all parties involved. You would helm a growing department at a company that is also rapidly expanding which requires adaptability.

You’re known for your ability to establish trust, communicate effectively, and foster culture change with a variety of stakeholders. You’ll be the direct link between the people within the company and those excited to be a part of it in the coming years.

You will be the culture carrier for BenchPrep.

Why work at BenchPrep?

We work hard, eat well, and have lots of fun. We work at BenchPrep because we’re dedicated to its mission and approach each day as an opportunity to be challenged and learn. This will be the very first HR role at BenchPrep and so we are looking for a high performing and motivated professional who is willing to build out the HR function from the ground up.

What You’ll Do as the Director of Human Resources:

  • Annually review and make recommendations to executive management for improvement of the organization's policies, procedures and practices on personnel matters.
  • Maintain knowledge of industry trends and employment legislation to ensure organization's compliance.
  • Own the communication and roll-out of any change to employee policy.
  • Assist executive management in the annual review, preparation and administration of the organization's wage and salary program.
  • Coordinate and conduct exit interviews when appropriate.
  • Consult with legal counsel as appropriate, or as directed by the COO, on personnel matters.
  • Work directly with department managers to assist them in carrying out their responsibilities on personnel matters.
  • Recommend, evaluate and participate in staff development for the organization.
  • Develop and maintain a human resource information system that meets the organization's personnel information needs.
  • Supervise the staff of the human resource department.
  • Participate on committees and special projects and seeks additional responsibilities.

What your day could look like:

  • Lead the development of training materials and conducting training sessions
  • Meeting with team members to gather feedback on their professional and personal development goals
  • Develop strategies to enhance our abilities to find shared core values and strengths during the recruiting and interview process.
  • Worked together with organizational leaders to develop a hiring roadmap for the next quarter, next year.
  • Managing candidate pipeline and communication process to ensure that there is a positive candidate experience, regardless of the outcome.
  • Being the face of BenchPrep at recruiting and employer branding events
  • Responsible for the on-boarding process to ensure each candidate is ready and excited to start

What is needed:

  • 10+ years human resource and recruiting experience with an emphasis on proactively identifying and recruiting top talent for a high-growth startup market
  • Bachelor's degree in HR or comparable combination of education and HR related experience. PHR/SPHR a plus but not required
  • Worked in a high growth environment
  • Ability to build strong relationships with hiring managers and candidates
  • Managed a team (people & budget)
  • The ability to operationalize scalable, repeatable people processes
  • Experience developing or implementing a recruitment and onboarding program
  • Impeccable and tactful communication skills

At BenchPrep, we are committed to maintaining a culture that is inclusive and diverse. Our colleagues foster an environment that is warm, supportive, and helpful where we treat each other exceptionally well. We are looking to add curious, driven, and creative individuals to our team who are ready to grow with us!

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Technology we use

  • Engineering
  • Product
  • Sales & Marketing
    • JavaLanguages
    • JavascriptLanguages
    • RubyLanguages
    • SwiftLanguages
    • Backbone.jsFrameworks
    • Node.jsFrameworks
    • Ruby on RailsFrameworks
    • vue.jsFrameworks
    • PostgreSQLDatabases
    • RedisDatabases
    • Google AnalyticsAnalytics
    • TrelloManagement
    • HubSpotCRM
    • ZohoCRM


We are located in the Willis Tower, right in the heart of downtown Chicago.

What are BenchPrep Perks + Benefits

BenchPrep Benefits Overview

BenchPrep provides a full suite and wide variety of benefits and perks. We offer an incredibly competitive medical plan and insurance benefits, while also fostering a culture that allows employees to have fun in the office. Do things like a ping-pong table, casual dress, fully-stocked kitchen, and regular Friday Happy Hour interest you? Scroll down to learn more about those items and see what else BenchPrep has to offer.

Health Insurance & Wellness Benefits
Flexible Spending Account (FSA)
Pre-tax dollars can be set aside for medical, dental, and vision ($2,650/yr) for employees or dependents with or w/o enrolling in our insurance program. Daycare & elder care allows for up to $5,000/yr
Disability Insurance
We offer employees Short Term Disability coverage at 60% of their weekly salary with a $1500 weekly max. Long Term = 60% of their monthly salary with a $10,000 monthly max.
Dental Benefits
BenchPrep offer 3 dental plans--all of which cover 100% of the cost of preventative care including cleanings twice a year and exams.
Vision Benefits
BenchPrep’s vision insurance plans provide annual eye exams for a $10 copay and a $130 allowance toward frames and/or contacts.
Health Insurance Benefits
BenchPrep’s health insurance plan with BCBS of IL has a low deductible and BenchPrep pays 90% of the monthly premium for employees AND their dependents.
Life Insurance
Up to 3x annual salary, $500k max of voluntary life insurance & accidental death & dismemberment insurance. Spouse & dependent children plans available too.
Onsite Gym
Employees have access to the Willis Tower's exclusive 35,000 sq. ft gym for $10/month.
Retirement & Stock Options Benefits
BenchPrep’s 401k retirement plan offers a a cost effective employee retirement plan. The plan offers Roth and Pre-tax Investment options.
401(K) Matching
BenchPrep contributes 3% of an employee’s annual base salary, regardless of how much the employee contributes, which is immediately vested.
Child Care & Parental Leave Benefits
Generous Parental Leave
BenchPrep offers generous paid parental leave for new parents with at least 6 months of service, including a paid leave policy for foster parents.
Flexible Work Schedule
BenchPrep offers flexible work schedules as needed for employees.
Remote Work Program
BenchPrep offers Remote Work as an option for employees.
Vacation & Time Off Benefits
Generous PTO
BenchPrep’s offers 12 days off in year 1, increasing each year & going up to 24 days for employees of five years or longer. The office closes for major holidays and the entire week of Xmas-New Years
Paid Holidays
BenchPrep closes its office for all major holidays, including MLK day, Presidents' Day, Memorial Day, 4th of July, Labor Day, Thanksgiving, and Christmas THROUGH New Years Day.
Paid Sick Days
BenchPrep employees receive 5 sick days per year in addition to their PTO.
Perks & Discounts
Beer on Tap
We've got 2 beers on tap regularly, and a refrigerator stocked with bottled brews and liquor as well that is frequently "tapped" into.
Casual Dress
BenchPrep does not have a formal dress code and encourages employees to wear whatever makes them comfortable.
Commuter Benefits
Transit and Parking benefits: Employees may elect up to $260/month for pre-tax allocation for mass transit & parking expenses for commuting to BenchPrep, including Metra, Ventra and parking facilities
Company Outings
BenchPrep has regular outings that include Cubs rooftops, boat trips on Lake Michigan, off-site happy hours, poker nights, game nights, foodie dinners, and a holiday party, among other events.
Free Daily Meals
We provide a $12.50 daily stipend for employees every day via Fooda (https://www.fooda.com/resources/case-study/how-tech-startup-benchprep-made-lunch-powerful-part-its-culture).
Stocked Kitchen
FULLY stocked! Beverages = Soda, Coffee, Tea, RedBull, Juice, Vitamin Water, etc. Food = if you can think of the snack, we probably have it or some variation. Employees will never go hungry here.
Happy Hours
We have a standing in-office happy hour that starts at 4:00 PM on Fridays, but never feel constrained to limit this into being a once a week occurrence.
Fitness Subsidies
Employees have access to the Willis Tower's exclusive 35,000 sq. ft gym for $10/month.
Professional Development Benefits
Job Training & Conferences
Employees are provided an annual stipend to attend external training evens or conferences.

Additional Perks + Benefits

Competitive salary, valuable stock options, and company sponsored 401(k) • Fun, meritocratic, mission driven, dynamic work culture • Commitment to fostering positive office culture (included, but not limited to, monthly company dinners, quarterly outings, an in-office ping pong table, cocktail hours, poker nights, etc.)

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