Payroll and Benefits Specialist
Location: Chicago, Hybrid
About Halo:
Halo Investing is a fast-growing financial technology firm with a mission to empower investors by providing access to a wide range of protective investment solutions. Headquartered in Chicago, we’re on a mission to change the world by democratizing access to investment solutions that were previously unavailable to most investors. Our marketplace connects financial advisors and investors to protective investment products – including structured notes, buffered ETFs, and annuities – offered by leading global financial institutions.
Come join our uniquely motivated and dynamic team, where we value collaboration, communication, and passion!
About the Role:
Halo is looking for a Payroll and Benefits Specialist to join our HR team in Chicago. This hybrid (3 days/week in office) opportunity is ideal for someone with ADP payroll experience who also has a passion for helping employees understand and utilize their benefits. You will play an important role in our HR function, managing benefits and payroll for ~100 employees, while also being a resource for employees and managers in support of Halo's culture.
Responsibilities
- Administer employee benefit programs, including health insurance, 401k plan, and other statutory and voluntary benefits.
- Process benefit enrollments, changes, and terminations in HRIS system (ADP) and ensure accuracy in provider portals.
- Collaborate with external benefit partners to ensure ongoing success in our programs.
- Manage annual benefits enrollment.
- Proactively research changes in the external benefits and wellness market to ensure Halo provides competitive plans.
- Fully own Halo’s payroll processing in ADP, both ongoing payroll and year-end processes
- Maintain accurate employee records in Halo’s HRIS/payroll system (ADP).
- Ensure ACA and other regulatory reporting is accurate.
- Handle payroll tax filings, coordinating with state and federal agencies and Halo's accounting team as needed.
- Support new employees through hire and onboarding process to ensure a successful start to their Halo journey.
- Partner with HR and others to identify and implement culture-building programs throughout the the year.
Qualifications for the role:
- Ideal candidate has 1-2 years of experience focused on payroll and/or benefits
- Knowledge and passion for employee benefits programs
- Experience with payroll processes and procedures, with prior experience managing payroll in ADP
- Attention to detail and accuracy in data entry and record keeping, able to analyze data and identify & resolve discrepancies
- Strong interpersonal and communication skills to effectively support employees
- Ability to prioritize tasks and meet deadlines, exercising appropriate judgment to escalate as needed
Halo's Benefits and Compensation:
This is a great opportunity to grow your career with a company that values and rewards its employees. Halo offers a competitive package of benefits and compensation that will make your work life both fulfilling and enjoyable!
- This is a hybrid role, working 3 days/week in our Chicago office
- Work with a great team in an exciting work environment
- Competitive base salary of $55,000-$65,000, plus eligibility for annual discretionary bonus based on personal and business objectives. (Please note: Salary data is a general guideline; Halo’s salaries are based on candidate skills and experience.)
- Comprehensive benefits (medical, dental, vision, life/disability, etc.)
- Multiple voluntary benefits! Identity protection, pet insurance, accident insurance and more!
- Flexible PTO policy
- 401k program to help build wealth for the future
- Paid parental leave to bond with your new addition
- Chicago-based employees have access to a company-paid, on-site gym, happy hours, and ad-hoc outings and activities like sports teams, volunteer events and more!
Halo Values Diversity and Inclusion. We are proud to be an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, sex, sexual orientation, national origin, disability status, protected veteran status, or any other characteristics protected by federal, state, or local laws, regulations, or ordinances. If you need assistance or accommodation due to disability or special need when applying for a role or during our recruitment process, please contact us at: [email protected].
Skills Required
- 1-2 years of experience focused on payroll and/or benefits
- Knowledge of employee benefits programs
- Experience managing payroll in ADP
- Attention to detail and accuracy in data entry and record keeping; ability to analyze and resolve discrepancies
- Strong interpersonal and communication skills to support employees
- Ability to prioritize tasks, meet deadlines, and escalate appropriately
What the Team is Saying
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Halo Investing Compensation & Benefits Highlights
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Leave & Time Off Breadth — Flexible/unlimited PTO and paid holidays are offered as part of the core package. Hybrid scheduling is presented alongside time-off policies to support balance.
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Parental & Family Support — Paid parental leave for primary and secondary caregivers, adoption assistance, and an on‑site mother’s room are highlighted. Family-oriented events and resources further indicate caregiver support.
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Equity Value & Accessibility — Equity/stock options are extended to nearly all roles with transparent administration and refresh grants after full vesting. This broad eligibility positions equity as a meaningful part of total rewards.
Halo Investing Insights
What We Do
Halo Investing is an award-winning technology platform that disrupts how protective investment solutions are used worldwide. Headquartered in Chicago, with employees worldwide, we’re on a mission to change the world by democratizing access to investment solutions that were previously unavailable to most investors. Our marketplace connects financial advisors and investors to protective investment products – including structured notes and annuities – offered by leading global financial institutions.
Why Work With Us
Joining Halo presents the opportunity to generate a significant impact on the growth of the company and the lives of investors globally. We are a group of visionary leaders with a track record of success. We want to change the world and stand by the phrase "impact before profit."
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Halo Investing Offices
Hybrid Workspace
Employees engage in a combination of remote and on-site work.
Halo values both in-person collaboration and flexibility to work from home. At our Chicago office, we offer employees a hybrid work environment, with three days in the office and two days remote
