Head of Digital Sales
Yesterday• Boston, MA
Flexible / Remote
Description
Come build and scale the engine behind our Personal Lines growth. As Head of Digital Sales, you'll be the leader for digital sales channel, setting the vision, turning strategy into outcomes, and orchestrating cross-functional execution to move the numbers that matter.
This is an individual contributor role (no direct reports) where you lead through influence to drive outcomes. You'll partner with a matrix of leaders across marketing, product, experience, technology, and analytics-aligning teams around a clear strategy, crisp priorities, and measurable results. The role reports to the General Manager, Direct Distribution.
What you'll do:
- Set the vision and own the digital sales strategy for Personal Lines, tightly aligned to Direct Distribution goals to drive outsized growth, profitability, and a standout customer experience.
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- Turn strategy into a crisp, sequenced roadmap-deliver quick wins while building the platforms, data, and capabilities that power long-term advantage.
- Lead cross-functional execution with marketing, product, experience, technology, analytics-prioritize ruthlessly and deliver initiatives that move conversion, retention, and engagement.
- Implement end-to-end funnel analytics to build visibility into performance, separate signal from noise, and use insights to focus resources where they have the biggest impact.
- Make experimentation your engine-run bold A/B and multivariate tests, personalize at scale, double down on winners, and sunset what doesn't perform.
- Optimize the entire digital journey-from discovery to purchase and beyond-so every touchpoint is frictionless, high-converting, and loyalty-building.
- Tell the story-communicate results and recommendations to senior leaders to secure alignment, resources, and momentum.
- Stay on the front foot-track digital trends and the competitive landscape, and surface emerging technologies or partnerships (AI, data) that give our channel an edge.
- Big scope, real impact: own the strategy and performance of a critical growth channel.
- Drive outcomes through influence; engage senior leaders across the business to move fast and deliver results.
- Build for today and tomorrow: drive near-term performance while shaping the capabilities that differentiate us long term.
- Bachelor's degree in a business-related field (or equivalent experience) required; MBA and insurance designations (e.g., CPCU) strongly preferred; Personal Lines experience is a plus.
- 10+ years of relevant experience, including 5+ years leading managers and cross-functional teams in large-scale operations or call center environments.
- Proven track record of meeting and exceeding operational and sales targets in high-growth or high-volume settings.
- Inspiring people leader with strong change management, coaching, and talent development skills; builds high-performance, inclusive cultures.
- Strategic and analytical mindset with a bias for execution; uses data to prioritize, make trade-offs, and drive results.
- Exceptional communication and influence-clear written and verbal communication, executive presence, presentation, active listening, and negotiation skills.
Pay Philosophy: The typical starting salary range for this role is determined by a number of factors including skills, experience, education, certifications and location. The full salary range for this role reflects the competitive labor market value for all employees in these positions across the national market and provides an opportunity to progress as employees grow and develop within the role. Some roles at Liberty Mutual have a corresponding compensation plan which may include commission and/or bonus earnings at rates that vary based on multiple factors set forth in the compensation plan for the role.
As a purpose-driven organization, Liberty Mutual is committed to fostering an environment where employees from all backgrounds can build long and meaningful careers. Through strong relationships, comprehensive benefits and continuous learning opportunities, we seek to create an environment where employees can succeed, both professionally and personally.
At Liberty Mutual, we believe progress happens when people feel secure. By providing protection for the unexpected and delivering it with care, we help people embrace today and confidently pursue tomorrow.
We are dedicated to fostering an inclusive environment where employees from all backgrounds can build long and meaningful careers. By actively seeking employee feedback and amplifying the voices of our seven Employee Resource Groups (ERGs), which are open to all, we create an environment where every individual can make a meaningful impact so we continue to meet the evolving needs of our customers.
We value your hard work, integrity and commitment to make things better, and we put people first by offering you benefits that support your life and well-being. To learn more about our benefit offerings please visit: https://LMI.co/Benefits
Liberty Mutual is an equal opportunity employer. We will not tolerate discrimination on the basis of race, color, national origin, sex, sexual orientation, gender identity, religion, age, disability, veteran's status, pregnancy, genetic information or on any basis prohibited by federal, state or local law.
Fair Chance Notices
- California
- Los Angeles Incorporated
- Los Angeles Unincorporated
- Philadelphia
- San Francisco
Client-provided location(s): Boston, MA, Flexible / Remote
Job ID: liberty_mutual-2025-72579-en_1
Employment Type: OTHER
Posted: 2025-10-09T20:14:33
Perks and Benefits
Health and Wellness
- Long-Term Disability
- FSA
- HSA With Employer Contribution
- HSA
- Health Insurance
- Dental Insurance
- Vision Insurance
- Life Insurance
- Short-Term Disability
- Mental Health Benefits
Parental Benefits
- Birth Parent or Maternity Leave
- Non-Birth Parent or Paternity Leave
- Fertility Benefits
- Adoption Assistance Program
- Family Support Resources
- Adoption Leave
Work Flexibility
- Flexible Work Hours
- Remote Work Opportunities
- Hybrid Work Opportunities
Office Life and Perks
- Happy Hours
- Snacks
- On-Site Cafeteria
- Casual Dress
- Holiday Events
Vacation and Time Off
- Personal/Sick Days
- Paid Holidays
- Paid Vacation
- Volunteer Time Off
- Leave of Absence
Financial and Retirement
- Performance Bonus
- 401(K) With Company Matching
- Financial Counseling
Professional Development
- Mentor Program
- Promote From Within
- Learning and Development Stipend
- Tuition Reimbursement
- Internship Program
- Associate or Rotational Training Program
- Access to Online Courses
- Lunch and Learns
- Shadowing Opportunities
Diversity and Inclusion
Company Videos
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