• Own and optimise the configuration, governance, and integration of Breadcrumb’s internal business systems across all departments. • Spend roughly half of your time on HubSpot, with the remainder on other business systems such as Notion, Maxio, Mammoth, Slack, Google Workspace, Rippling, DEEL IT, Jumpcloud, Atlassian, Github. • Understand and design system architecture - defining where data should be created, edited, stored, and surfaced across platforms (particularly HubSpot and Maxio). • Ensure systems communicate effectively, understanding data flows and native integrations (without needing to personally code them). • Implement and govern a robust, effective change control system for business system configuration changes, ensuring that proper safeguards, approval, and prioritisation frameworks are in place. • Work with Finance, Commercial and Operations leadership to implement key strategic initiatives across the business. • Champion practical AI adoption internally - identifying simple automation opportunities and partnering with internal champions to implement efficiency improvements. • Support a global team across time zones, operating flexibly outside traditional 9–5 structures when needed.

• Conduct end to end process assessments, documenting workflows, handoffs, controls, and dependencies. • Analyze qualitative and quantitative data to identify bottlenecks, cost drivers, performance gaps, and risk exposure. • Facilitate discovery and working sessions with SMEs and cross-functional teams. • Develop actionable improvements including streamlined workflows, automation opportunities, and procedural or organizational enhancements. • Identify and implement AI enabled process improvements (machine learning, intelligent automation, generative AI). • Build business cases and ROI models to evaluate impact and support prioritization. • Design future state processes, SOPs, governance models, and system related requirements. • Support change management through stakeholder alignment, communication, training, and adoption tracking.

• Own End-to-end GTM technology strategy and blueprint (CRM, Marketing, CPQ, integrations, AI, identity), with clear accountability, cost awareness and governance • Platform reliability, data quality and service standards across all GTM systems • Complete and stabilize the Salesforce migration with strong adoption and measurable SLAs • Predictable execution through quarterly commitments, short delivery cycles and visible productivity gains • Seamless Salesforce ↔ HubSpot integration and trusted GTM data flowing to the DWH • AI-powered automation that removes manual work and improves speed and insight • Build a high-performing GTM systems team and Center of Excellence • Modern delivery and operating model (CI/CD, release discipline, service catalog, SLOs) • Strong vendor partnerships with clear ROI, SLAs and accountability

You could work anywhere. Why us? - Join a pre-IPO startup with capital, traction and runway ($240M funded | 60X revenue growth in 5 years | $2T market size) - Partner with our VP of BizOps & Analytics, Armando La Rocca (ex-BCG, Better) - Disrupt a massive market and take us to a $10B business in the next few years - Be immersed in a talent-dense environment and greatly accelerate your career growth About the opportunity: Jerry is looking for a Senior Associate, Business Operations to join our growing team! We hit a huge milestone in early 2024 by achieving profitability and have ambitious goals for the next few years — scale from 5M to 50M customers and become a $10B business. As a Senior Associate, Business Operations, you will play a key role in championing data-driven decisions across the company’s most critical business initiatives (including carrier growth and development, building new products from 0-1, etc.). As part of the business operations & analytics team, you will leverage advanced machine learning models to conduct in-depth analyses and extract insights that will shape our growth strategies. Jerry is building the first super app to make car ownership affordable and accessible – insurance, buy/sell, registration, loans, safety, repairs, parking, etc – a $2T market in the U.S. We started with insurance in 2019, and since then we’ve launched loan refinancing, driving insights, repair marketplace, car diagnostics, and a GenAI-powered chatbot & voicebot. We have amassed over 5M customers, raised $240MM in funding, scaled our revenue 60X and our team to 225 across 6 countries. Here's what an ex-McKinsey teammate has to say about joining Jerry: "I’ve really enjoyed working at Jerry because it’s allowed me to flex the strategy muscles I built at McKinsey while also getting much closer to implementation. Unlike traditional consulting, I’m not just handing off a recommendation — I actually get to own the metrics, design A/B tests, and see how our strategies play out in the real world. Jerry has a deeply data-driven culture. We A/B test everything, and there’s been a big investment in data infrastructure — from clean, well-structured data to a strong data engineering team that supports real decision-making. As a result, the data and BizOps team is seen as a core strategic partner within the company. Another thing I’ve appreciated is the team itself. A lot of people here come from MBB, so I’ve still got the energy, sharp thinking, and high bar that I had at McKinsey — but now I also get to build, test, and iterate on the strategies I help develop. It’s a great mix of ownership, rigor, and impact." How you will make an impact: - Partner with marketing, product, and business development teams to integrate customer performance insights into user and partner acquisition strategies - Lead the design, execution, and analysis of A/B experiments on new and existing features, extracting key insights to inform product and business strategies - Define, understand, and test levers to drive profitable and scalable user acquisition and partnership growth - Identify opportunities to automate manual processes and optimize operational efficiency Preferred experience: - Bachelor’s degree in a quantitatively or intellectually rigorous discipline - 2+ years of management consulting experience from a top firm (McKinsey, Bain, and Boston Consulting Group preferred) OR relevant experience in business analysis/operations - High level of comfort with SQL and/or running complex data analysis Who you are: - You have a framework for problem solving and live by first principles - You are comfortable communicating with audiences varying from front-line employees to the company’s C-suite - You set a very high bar for yourself and for your team, and you are constantly pushing that bar higher in the pursuit of excellence While we appreciate your interest and application, only applicants under consideration will be contacted. Jerry.ai is proud to be an Equal Employment Opportunity employer. We prohibit discrimination based on race, religion, color, national origin, sex, pregnancy, reproductive health decisions or related medical conditions, sexual orientation, gender identity, gender expression, age, veteran status, disability, genetic information, or other characteristics protected by applicable local, state or federal laws. Jerry.ai is committed to providing reasonable accommodations for individuals with disabilities in our job application process. If you need assistance or an accommodation due to a disability, please contact us at recruiting@jerry.ai The successful candidate’s starting pay will fall within the pay range listed on this job posting, determined based on job-related factors including, but not limited to, skills, experience, qualifications, work location, and market conditions. Ranges are market-dependent and may be modified in the future. In addition to base salary, the compensation may include opportunities for equity grants. We offer a comprehensive benefits package to regular employees, including health, dental, and vision coverage, paid time off, paid parental leave, 401(K) plan with employer matching, and wellness benefits, among others. Equity opportunities may also be part of your total rewards package. Part-time, contract, or freelance roles may not be eligible for certain benefits. About Jerry.ai: Jerry.ai is America’s first and only super app to radically simplify car ownership. We are redefining how people manage owning a car, one of their most expensive and time-consuming assets. Backed by artificial intelligence and machine learning, Jerry.ai simplifies and automates owning and maintaining a car while providing personalized services for all car owners' needs. We spend every day innovating and improving our AI-powered app to provide the best possible experience for our customers. From car insurance and financing to maintenance and safety, Jerry.ai does it all. We are the #1 rated and most downloaded app in our category with a 4.7 star rating in the App Store. We have more than 5 million customers — and we’re just getting started. Jerry.ai was founded in 2017 by serial entrepreneurs and has raised more than $240 million in financing. Join our team and work with passionate, curious and egoless people who love solving real-world problems. Help us build a revolutionary product that’s disrupting a massive market.