📌 Core Information
🔹 Job Title: Director, Business Operations (Marketplace Growth)
🔹 Company: Jerry.ai
🔹 Location: Dallas, Texas, United States (Remote OK)
🔹 Job Type: Full-Time
🔹 Category: Business Operations, Management Consulting
🔹 Date Posted: 2025-07-30
🔹 Experience Level: 5-10 years
🔹 Remote Status: Remote OK
🚀 Job Overview
Key aspects of this role include:
- Scaling Jerry's core insurance business
- Owning systems, strategy, and execution behind Jerry’s quoting engine and automation infrastructure
- Working cross-functionally to create a seamless user experience and ensure ongoing carrier success
- Collaborating with product, engineering, and analytics teams
- Driving critical outcomes for Jerry's insurance marketplace (loss ratio, retention, and conversion)
ASSUMPTION: This role requires a strategic mindset, strong analytical skills, and the ability to work effectively with various teams to achieve business goals.
📋 Key Responsibilities
✅ Scale Jerry's core insurance business to reach 50M customers and become a $10B business
✅ Own and optimize Jerry’s quoting engine, automation infrastructure, and carrier performance
✅ Collaborate with cross-functional teams to improve user experience and carrier success
✅ Develop and implement strategies to drive loss ratio, retention, and conversion improvements
✅ Hire, manage, and develop high-performing teams to support business growth
ASSUMPTION: This role involves a high level of strategic planning, data analysis, and stakeholder management.
🎯 Required Qualifications
Education: Bachelor’s degree in a quantitative discipline (e.g., Electrical Engineering, Computer Engineering, Industrial Engineering, Operations Research)
Experience: 7+ years of management consulting experience from a top firm (McKinsey, Bain, and Boston Consulting Group preferred)
Required Skills:
- Proven track record of hiring and managing high-performing teams
- Structured problem-solving framework and first principles thinking
- Effective communication with technical stakeholders, business partners, and C-suite
- High bar for personal and team excellence
Preferred Skills:
- Experience in the insurance industry or marketplace growth
- Familiarity with AI and machine learning technologies
ASSUMPTION: Candidates with a strong background in management consulting and a proven track record in team management are well-suited for this role.
💰 Compensation & Benefits
Salary Range: $150,000 - $200,000 (Based on industry standards for a Director-level role in a pre-IPO startup with similar funding and traction)
Benefits:
- Health, dental, and vision insurance
- 401(k) plan with company match
- Unlimited PTO
- Flexible work arrangements
Working Hours: Full-time (40 hours/week), flexible schedule
ASSUMPTION: The salary range is estimated based on industry standards for a Director-level role in a pre-IPO startup with similar funding and traction. Actual compensation may vary based on experience and qualifications.
📌 Applicant Insights
🔍 Company Context
Industry: Fintech, Insurance Technology (Insurtech)
Company Size: 201-500 employees (Mid-size)
Founded: 2017
Company Description:
- Jerry.ai is America’s first and only super app to radically simplify car ownership
- Offers a range of services, including insurance, buy/sell, registration, loans, safety, repairs, and parking
- Backed by artificial intelligence and machine learning, Jerry.ai simplifies and automates car ownership and maintenance
Company Specialties:
- Insurance
- Artificial Intelligence
- Mobile Application
- Consumer Software
- Internet Technology
- Fintech
- Automotive
- Insurtech
Company Website: Jerry.ai
ASSUMPTION: Jerry.ai is a fast-growing, innovative company in the fintech and insurtech spaces, with a strong focus on using technology to simplify car ownership.
📊 Role Analysis
Career Level: Director, Business Operations (Marketplace Growth)
Reporting Structure: Reports directly to the VP of Insurance Operations
Work Arrangement: Remote OK, with flexible work arrangements
Growth Opportunities:
- Potential to grow with the company as it scales and expands its offerings
- Opportunity to work closely with brilliant leaders and teammates from top companies
- Chance to disrupt a massive market and take the company to a $10B business
ASSUMPTION: This role offers significant growth opportunities as the company continues to expand and scale its business.
🌍 Location & Work Environment
Office Type: Remote OK, with the option to work from Jerry.ai's offices in Palo Alto, CA; Toronto, ON; or Buffalo, NY
Office Location(s): 430 Sherman Ave, Suite 305, Palo Alto, CA 94306, US; 615 Yonge St, Toronto, Ontario M4Y 1Z5, CA; 210 Walnut St, B2-312, Lockport, New York 14094, US
Geographic Context:
- Dallas, Texas, United States
- Central time zone (America/Chicago)
- Access to major transportation hubs and cultural attractions
Work Schedule: Full-time (40 hours/week), flexible schedule
ASSUMPTION: The remote work arrangement allows for a flexible work-life balance and the opportunity to work from various locations.
💼 Interview & Application Insights
Typical Process:
- Phone or video screen with the hiring manager
- In-depth interviews with cross-functional team members
- Case study or project presentation
- Final interviews with senior leadership
Key Assessment Areas:
- Problem-solving skills and strategic thinking
- Communication and presentation skills
- Team management and leadership
- Cultural fit and alignment with company values
Application Tips:
- Highlight relevant management consulting experience and team management achievements
- Tailor your resume and cover letter to emphasize skills and experiences relevant to this role
- Prepare for case studies or project presentations by demonstrating your problem-solving approach and strategic thinking
ATS Keywords: Management Consulting, Team Management, Problem-Solving, Communication, Strategic Planning, Cross-Functional Collaboration, User Experience, Automation, Performance Metrics, Insurance Marketplace, Data Analysis, Leadership, Customer Retention, Revenue Growth, Market Disruption, Artificial Intelligence
ASSUMPTION: The interview process will focus on assessing the candidate's problem-solving skills, strategic thinking, communication, and team management abilities, as well as their cultural fit with the company.
🛠️ Tools & Technologies
- Data analysis and visualization tools (e.g., Excel, Power BI, Tableau)
- Project management tools (e.g., Asana, Jira, Trello)
- Communication and collaboration tools (e.g., Slack, Microsoft Teams, Google Workspace)
ASSUMPTION: The specific tools and technologies required for this role may vary, but strong data analysis and project management skills are essential.
👔 Cultural Fit Considerations
Company Values:
- Customer-centric
- Data-driven
- Innovative
- Collaborative
- High-performing
Work Style:
- Fast-paced and dynamic
- Data-driven and analytical
- Collaborative and cross-functional
- Results-oriented and action-driven
Self-Assessment Questions:
- Do you thrive in a fast-paced, dynamic environment?
- Are you comfortable working with data and using it to drive decision-making?
- Do you enjoy collaborating with cross-functional teams to achieve common goals?
- Are you results-oriented and action-driven?
ASSUMPTION: Candidates who are comfortable working in a fast-paced, dynamic environment and are data-driven, collaborative, and results-oriented will be a strong fit for Jerry.ai's culture.
⚠️ Potential Challenges
- Working in a fast-paced, rapidly growing startup environment may present unique challenges and require adaptability
- Managing and scaling teams in a dynamic business environment may require strong leadership and change management skills
- Balancing the need for strategic planning with the need for quick decision-making and execution may be challenging
- Ensuring ongoing carrier success and maintaining strong carrier relationships may require strong negotiation and communication skills
ASSUMPTION: While these challenges may present unique obstacles, they also offer opportunities for growth and learning in a dynamic and innovative environment.
📈 Similar Roles Comparison
- This role is unique in its focus on marketplace growth and insurance operations within a fintech and insurtech company
- Similar roles in management consulting or business operations may not have the same level of strategic impact or exposure to senior leadership
- Career progression in this role may involve moving into a VP or C-level position as the company continues to grow and expand
ASSUMPTION: This role offers a unique opportunity to work at the intersection of fintech, insurtech, and management consulting, with significant growth potential as the company continues to scale.
📝 Sample Projects
- Developing and implementing a new quoting engine to improve user experience and carrier performance
- Optimizing automation infrastructure to reduce manual effort and improve efficiency
- Analyzing and improving loss ratio, retention, and conversion metrics through data-driven strategies
ASSUMPTION: These sample projects illustrate the strategic, data-driven, and cross-functional nature of the role and the opportunity to make a significant impact on the business.
❓ Key Questions to Ask During Interview
- What are the most pressing challenges facing the insurance marketplace, and how does this role address them?
- How does this role collaborate with other teams, such as product, engineering, and analytics?
- What are the key priorities for this role in the first 30, 60, and 90 days?
- How does Jerry.ai support the growth and development of its employees?
- What is the company's long-term vision for the insurance marketplace, and how does this role contribute to that vision?
ASSUMPTION: Asking these questions will help you better understand the role, the company's priorities, and the opportunities for growth and development.
📌 Next Steps for Applicants
To apply for this position:
- Submit your application through the provided link
- Tailor your resume and cover letter to highlight your relevant management consulting experience, team management achievements, and problem-solving skills
- Prepare for case studies or project presentations by demonstrating your strategic thinking and data-driven approach
- Follow up with the hiring manager one week after submitting your application to express your interest and reiterate your qualifications
⚠️ This job description contains AI-assisted information. Details should be verified directly with the employer before making decisions.
