Sr. Financial Analyst
Applied Systems • Chicago, IL • Full Time • $81,000–$110,000 / year
Posted on Mon, Aug 31, 2026
Job Overview
Team: Financial Planning and Analysis
Salary Range: $81,000 - $110,000 USD
Location: Hybrid - Chicago (1 day in-office a week; usually Wednesdays)
This position operates in a hybrid model with regular in-office collaboration days from our Chicago office.
Opportunity for Impact
Applied is where insurance technology gets reinvented, and we build it fast. Our cloud software and AI-powered solutions reach thousands of agencies and brokers worldwide, setting the pace for what modern insurance can do.
We’re looking for a Sr. Financial Analyst to join our Financial Planning and Analysis Team in a hybrid environment. To keep us headed in the right direction, we’re looking for people who understand winning is a team sport, who value and seek to learn from our team’s diverse experiences and backgrounds, who welcome a challenge and take risks in the pursuit of creating better outcomes for our customers, and who can, at any given time, step back to laugh and have some fun.
What You’ll Do
- Lead company-wide commission calculations, ensuring accuracy, timeliness, and alignment with business objectives
- Drive commission analytics and financial modeling to identify trends, optimize performance, and support strategic decision-making
- Enhance commission processes, logic, and reporting to improve efficiency, accuracy, and sales rep visibility
- Partner cross-functionally to implement compensation plans, educate Sales on commission programs, and support forecasting and budgeting through commission accruals
What We’re Looking For
- 5+ years of FP&A and business partnership experience, preferably within software, internet, SaaS, or related industries.
- Bachelor’s degree in Finance, Business, or a related field (MBA and/or CPA preferred).
- Advanced financial analysis, modeling, and forecasting skills, including expertise in Excel and complex model development.
- Strong analytical, problem-solving, and business acumen, with a curious, proactive approach to identifying opportunities, mitigating risks, and tackling new challenges.
Bonus points if you also have:
- Exceptional problem solving and analytical skills, in particular, an understanding of key financial and operational needle movers
- SaaS business industry experience and familiar with the metrics behind it
- Familiarity with Alteryx, Tableau, and AI Tools (Claude)
Talent shows up in a lot of different ways, and we mean that. We welcome candidates from all backgrounds and experience levels, including military members and their spouses and those without a traditional degree or tech background. If this role speaks to you, apply.
Why You’ll Like Working on Team Applied
The best work happens when smart people move fast, together. For over 40+ years, Applied has built technology that solves real problems for insurance professionals - and we’re still pushing what’s possible.
You’ll be part of our people-first culture built on trust, inclusion, and growth - where you’re supported to deliver, collaborate with teammates who care, and grow with leaders invested in your success.
How We’ll Support You
We invest in the whole person, not just the role. Our benefits and resources are built to support your health, your time, and your life outside of work:
- Medical, Dental, and Vision Coverage
- Holiday and Vacation Time
- Health & Wellness Days
- A Bonus Day for Your Birthday
Compensation Transparency
Our targeted starting base salary in the United States for this position considers a variety of factors, including depth and breadth of experience, skills and role scope. Depending on the role, team members may also be eligible for additional compensation plans (bonus and commission).
Your Security Matters:
Our candidates’ personal information and online safety are top of mind. Applied communicates with candidates only via a secure @appliedsystems.com email address or through our official careers portal. Recruiters will never request payments or ask for financial account or sensitive personal information like Social Security numbers.
AI Utilization
We leverage AI tools to streamline parts of our recruitment workflow (such as resume parsing and interview scheduling). However, final decisions are always conducted by real humans.
EEO Statement
Applied Systems is proud to be an Equal Employment Opportunity Employer. Diversity and Inclusion is a business imperative and is a part of building our brand and reputation. At Applied, we don’t discriminate, and we are committed to recruit, develop, retain, and promote regardless of race, religion, color, national origin, sexual orientation, gender identity, disability, age, veteran status, and other protected status as required by applicable law.
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