Sr. Pricing and Monetization Analyst

Job Description
Amazing Career Moments Happen Here
Transforming the insurance industry is ambitious, we know. That's why at Applied, we're building a team that shows up every day ready to learn, willing to try new things, and driven to deliver innovative software and services that make us indispensable to our customers - all within a culture built on values that make us indispensable to each other too. With 40+ years of experience in the Insurtech game, we're not just redefining what's achievable, we're creating a place where amazing career moments are made possible.
Position Overview
We're searching for a Sr. Pricing and Monetization Analyst to join our Sales Operations team in a hybrid setting from our Chicago office (2 days per week). 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

• Pricing Model Development & Maintenance: Architect, build, and own the company's core pricing and monetization calculators. Ensure all models are scalable, accurate, maintainable, and user-friendly for GTM teams.
• Quantitative & Financial Modeling: Develop complex financial models to simulate the impact of new pricing strategies, product introductions, and bundling initiatives on ARR, margin, and customer adoption.
• Market & Competitive Analysis: Conduct and/or synthesize market research and quantitative competitive analysis to inform pricing decisions. Research and analyze industry trends, competitor pricing, and customer willingness-to-pay to ensure our strategies remain competitive and innovative.
• Deal & Monetization Support: Serve as the primary analytical partner for pricing stakeholders. Provide quantitative support for strategic monetization projects, analyze non-standard deal requests, and provide actionable, data-backed insights and recommendations to leadership.
• KPI Reporting & Performance Analysis: Develop, maintain, and automate dashboards (e.g., in Tableau, Power BI, or Excel) to track and report on key pricing performance indicators. Analyze pricing performance, discount effectiveness, and deal trends to identify opportunities for optimization, revenue enhancement, and margin leakage reduction.

We're Excited to Learn More About You
Your experience may include:

• 4-6+ years of progressive experience in Pricing, Financial Analysis (FP&A), Business Analysis, or a related quantitative role, preferably within a B2B SaaS or subscription-based technology company.
• Expert-level, demonstrable mastery of Microsoft Excel is essential. This includes building complex, multi-dependent financial models from scratch, using advanced formulas, pivot tables, and data analysis functions.
• Proven quantitative and analytical skills, with a deep understanding of statistical analysis, financial modelling, and data-driven problem-solving.
• A strong grasp of B2B SaaS financial and business metrics (e.g., ARR, MRR, LTV, CAC, Churn, Net Dollar Retention).
• Excellent communication and presentation skills, with the ability to translate complex quantitative analysis into clear, concise, and actionable recommendations for business stakeholders.
• Highly organized and detail-oriented, with the ability to manage and prioritize multiple projects in a fast-paced environment.
• Ability to work from our Chicago office 2 days per week (Monday and Wednesday).

You may have other skills or credentials, including:

• Bachelor's degree in Finance, Economics, Statistics, Business, or a related quantitative field.
• Experience with SQL and data visualization tools (e.g., Tableau, Power BI).

We know that talent comes from all backgrounds and experience levels. We encourage military members and their spouses as well as candidates without a degree or a background in tech to apply!
When You Join Team Applied, You Can Expect:
A culture that values who you are and recognizes that you aren't just an employee; you are a teammate, and you matter. We thrive on the benefits of our different experiences and celebrate the uniqueness our teammates bring to work with them every day.
We flex our time together, collaborating remotely and in-person to empower our teams to work in the ways that work best for them.
A comprehensive benefits and compensation package that centers our teammates and helps them to bring their best to work every day:

• Medical, Dental, and Vision Coverage
• Holiday and Vacation Time
• Health & Wellness Days
• A Bonus Day for Your Birthday

Learn more about the people behind our products at https://www1.appliedsystems.com/en-us/about-us/jobs/
Our targeted starting base salary in the United States for this position ranges from $100,000 - $115,000 USD. To determine a new team member's starting pay, we consider a variety of factors, including someone's depth, breadth, and variety of experience, skills, and responsibilities. Depending on the role, team members may also be eligible to participate in additional compensation plans such as bonus and commission.
Your Security Matters:
Our candidates' personal information and online safety are top of mind for us. At Applied, we proactively protect your personal information and only communicate with candidates via a secure @appliedsystems.com email or through our official careers portal. Recruiters will never request payments, ask for financial account information or sensitive information like social security numbers.
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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