Okay, I've searched for Senior Associate Business Operations roles in Chicago, IL, full-time within the tech industry, requiring 2-3 years of experience and SQL skills. I have found 47 positions for you.

Sure. Here's the analysis:

Job Analysis:

The Senior Associate, Business Operations role at Jerry.ai is fundamentally about driving data-informed growth and operational excellence in a fast-scaling, tech-driven startup environment. The core purpose of this position is to leverage analytical rigor and cross-functional collaboration to unlock, optimize, and accelerate user acquisition and partnership channels, directly supporting the company’s ambitious scaling goals—from 5 million to 50 million customers and aiming for a $10 billion valuation. The role demands strong fluency in data manipulation and analysis (notably SQL and machine learning models) to generate actionable insights, design and interpret A/B tests, and streamline operational workflows via automation. Given the startup’s scale and complexity, this person must navigate ambiguities, translate complex analytics into persuasive narratives for diverse stakeholders, and prioritize projects that balance rapid experimentation with measurable impact. Success here looks like identifying growth levers that materially improve acquisition efficiency, developing trusted data processes that reduce manual effort, and fostering alignment between marketing, product, and business development teams to deliver scalable growth. The preference for candidates with management consulting backgrounds signals a need for structured problem-solving, strategic thinking, and polished communication skills capable of influencing senior leaders. Overall, the role requires a blend of technical sophistication, strategic vision, and interpersonal savvy to thrive in a dynamic, fast-evolving context.

Company Analysis:

Jerry.ai is an innovative, high-growth startup positioned uniquely as America’s first super app for comprehensive car ownership management. It operates at the intersection of fintech, insurtech, and automotive tech, disrupting a traditionally fragmented $2 trillion market by consolidating insurance, financing, maintenance, and safety into one AI-powered platform. The company has demonstrated remarkable traction, growing revenue by 60x and achieving profitability in 2024, all backed by significant venture capital. Jerry's culture appears fast-paced, mission-driven, and innovation-centric, attracting top-tier talent from consulting and tech backgrounds who thrive in environments that demand both relentless execution and creativity. The emphasis on egoless collaboration and customer-centricity suggests a team culture valuing humility, curiosity, and impact orientation. The role reports directly to a former Bain consultant, indicating high standards and strategic rigor permeating its leadership. Strategically, this hire is critical to scaling operational capacity and making data a competitive advantage as Jerry expands aggressively. For candidates, this means the company offers a tremendous growth runway but expects high ownership, adaptability, and alignment with the mission to revolutionize car ownership. The role offers significant cross-functional influence and visibility, interfacing across marketing, product, and biz-dev, making it a lever for shaping how Jerry captures a dominant market position.

Absolutely. Here are some mock interview questions that could come up:

• Behavioral: Tell me about a time when you had to influence a senior leader using data insights to change a strategic direction. How did you approach it and what was the outcome?
• Behavioral: Describe a situation where you had to manage competing priorities and ambiguity in a high-stakes project. How did you organize yourself and your team to deliver results?
• Behavioral: Can you share an example of how you identified and automated a manual process in a previous role? What was the impact on the team or business?
• Behavioral: How do you maintain a high bar for quality in your work while pushing to meet aggressive deadlines? Give an example.
• Technical: Walk me through how you would design and analyze an A/B test to optimize a new user acquisition channel.
• Technical: How do you leverage SQL and machine learning models to extract actionable business insights? Can you provide a specific example?
• Technical: Explain how you would partner with marketing, product, and business development teams to translate customer data into growth strategies.
• Technical: What frameworks or methodologies do you use to solve complex business problems and how have you applied them?
• Situational: Imagine you find that a key growth channel’s performance is declining unexpectedly. What steps would you take to diagnose and address the issue?
• Situational: You’re tasked with proposing a new automation to reduce operational inefficiencies but face resistance from key stakeholders. How do you handle the situation?
• Situational: If you had conflicting data insights coming from different sources/teams, how would you reconcile these discrepancies to make a confident recommendation?
• Company Fit: What excites you most about Jerry’s mission to redefine car ownership, and how do you see yourself contributing to it?
• Company Fit: How does your professional background and personal values align with Jerry’s culture of relentless innovation and customer-first mindset?
• Company Fit: Given Jerry’s growth trajectory and ambition to hit $10B valuation, how do you plan to scale your impact in such a fast-moving environment?
• Questions for Interviewer: How does the Business Operations team currently measure success and what are the biggest challenges you foresee in the next 12 months?
• Questions for Interviewer: Can you describe Jerry’s approach to cross-functional collaboration when scaling new growth initiatives?
• Questions for Interviewer: What opportunities for professional development and ownership can someone in this role expect as the company evolves?