Senior Compensation Specialist
Company: Dscout
Location: Chicago
Posted on: February 19, 2026
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Job Description:
Job Description Job Description At Dscout, we're building the
most flexible and powerful UX research platform on the
market—trusted by the world's top brands in finance (JP Morgan
Chase, Intuit, Charles Schwab, PayPal), healthcare (Aya,
Headspace), consumer goods (Keen, Verizon, Target, Northface), and
tech (Google, Amazon, Facebook, Meta, Spotify, AirBnB). Our tools
help teams deeply understand the humans behind their products, so
they can build better ones. We are expanding our smart and driven
team and would love for you to join us. Ready to make an impact at
a fast-growing company? We are seeking a detail-oriented and
reliable Senior Compensation Specialist to join our team. This role
will focus primarily on managing payroll and sales commission
processing for our employees, ensuring accurate and timely payroll
execution, compliance with all applicable laws, and exceptional
customer service to employees. The ideal candidate has a solid
understanding of end-to-end payroll and commission processing,
particularly when it comes to managing complex state requirements,
tax compliance, and workers' compensation. This is also someone who
is comfortable working in a fast-paced environment, and is
passionate about operational excellence and process improvement.
This role will report directly to Dscout's Controller.
Responsibilities: Process end-to-end semi-monthly payrolls,
including but not limited to timesheets, garnishments, benefits,
taxes and variable payments, while ensuring compliance with
federal, state/provincial, and local regulations Calculate,
validate, get approval for, and process monthly commissions across
Sales, Customer Success, and GTM teams with 100% accuracy and
on-time delivery in collaboration with our Revenue Operations team
Audit and maintain accurate records of payroll and commission
documentation and transactions Support the accounting operations
team in the administration of Scout (research respondent) incentive
payments Serve as the primary point of contact for all employee
compensation inquiries, including responding to payroll,
commissions, and incentive disputes in a professional and timely
manner Collaborate with People, Finance, Revenue Operations, Legal
teams in the administration of payroll and on payroll-related
matters including commissions, benefits, taxation, and year-end
reporting Support month-end close, annual audits and other
payroll-related projects, including year-end reporting preparation
Support end-to-end processing of international payrolls across
multiple countries in coordination with external payroll vendors
Identify and implement improvements in payroll and commission
systems and workflows to enhance efficiency and accuracy Lead
internal and external payroll and 401(k) audits Help to develop and
build, in conjunction with the Revenue Operations team,
compensation calculators and models, both to administer the program
and to support individual employees. Basic Qualifications: 4 years
in payroll, compensation, revenue ops, or finance with ownership of
payroll and/or commissions processes (preferably both) Incredible
attention to precision and detail–a "no errors" mindset Strong
understanding of federal, state, and local payroll tax regulations
and wage and hour laws Experience with data analysis in Excel and
Google Sheets, including advanced formulas, pivot tables, array
functions, and Apps Script automation Salesforce experience
required — able to query, reconcile, and validate GTM data
Experience with associated accounting entries related to payroll
and commissions Experience with the calculation and administration
of variable compensation plans for general employees and sales
employees Strong problem-solving and communication skills, with the
ability to interact with employees at all levels Ability to work
directly with internal customers and process stakeholders in a
highly professional and effective manner Proven track record in
designing and implementing compensation strategies. Ability to work
independently and manage multiple priorities in a fast-paced
environment A team mindset and eagerness to jump in wherever
needed—no task is too small! Preferred Qualifications: Bachelor's
degree in business administration, accounting, finance, or a
related field Certified Payroll Professional (CPP), Certified
Compensation Professional (CCP), or certification or equivalent
international certification Experience with Paycor, BambooHR, &
Deel Experience with Salesforce Experience with NetSuite Of course,
what is outlined above is an ideal set of expectations; however,
business needs and other projects and tasks may shift, and
additional tasks could be assigned at the discretion of your
manager. About Dscout Dscout is a team of passionate, empathetic,
and curious professionals. As a recognized leader in the Forrester
Wave, we're at the cutting edge of experience research technology.
The power of research drives us - how in-context insights from real
people can build more enjoyable products and services. We
prioritize learning, sharing, and building. We also deeply value
being a diverse and inclusive team and company and look for team
members who align with that belief. Join our dynamic team and help
shape product roadmaps and business strategies for the world's most
loved brands. It doesn't stop there. When you join the Dscout team,
you will get: A strong and competitive compensation package with a
built-in bonus and equity program. An incredible and progressive
benefits package (for both you and your dependents) to support
work/life balance, including flexible PTO, 15 company holidays, 12
weeks of paid parental leave, 401k match, and much more. An
education stipend to support your growth & development, and a
remote work stipend. A company that is open and transparent with
our team. You will know what is happening and why it matters.
Dscout is an equal-opportunity employer that values diversity. We
do not discriminate based on identity, including race, color,
religion, national origin or ancestry, sex, gender identity and
expression, age, physical or mental disability, pregnancy, veteran
or military status, unfavorable discharge from military service,
genetic information, sexual orientation, marital status, order of
protection status, citizenship status, arrest record or expunged or
sealed convictions, or any other legally recognized protected basis
under federal, state, or local law. If you need reasonable
accommodations for any part of the employment process, please email
us at accommodations@dscout.com with the nature of your request and
your contact information. We'll do everything possible to ensure
you're well-prepared for success during our interview process,
while also upholding your privacy, including accommodating any
special requests. Please note that only inquiries regarding
requests for reasonable accommodation will be responded to from
this email address. When you apply at Dscout, we will process your
job applicant data, including your employment and education
history, transcript, writing samples, and references, as necessary
to consider your job application for open positions. For more
information about our privacy practices, please visit our Privacy
Policy. Dscout participates in the E-Verify program in certain
locations, as required by law. Location Flexibility: Dscout is
proud to support a remote-first workforce and enable employees to
work from almost anywhere. At this time, however, we are unable to
hire in the following locations: Montana, Hawaii, Alaska, and
Washington DC. NOTE: DSCOUT NEVER CONTACTS JOB APPLICANTS VIA TEXT,
MESSENGER, OR OTHER SIMILAR APPLICATIONS. BE AWARE OF PHISHING AND
SPOOFING SCAMS, BOTH VIA TEXT AND EMAIL. ONLY RESPOND TO EMAILS
FROM DSCOUT.COM
Keywords: Dscout, Naperville , Senior Compensation Specialist, Accounting, Auditing , Chicago, Illinois