Territory Sales Manager / Field Sales Representative
Virginia | Specialty Auto Insurance | Company Vehicle Provided
Join Aspire and Help Drive Our Growth in Virginia
Aspire General Insurance Company and Aspire General Insurance Services are focused on providing affordable specialty auto insurance while delivering outstanding service to our agents and customers.
Our culture is built around ABLE: Always do the right thing, Be yourself, Learn and evolve, and Execute. We’re looking for people who take ownership, build strong relationships, and want to make an impact.
We’re looking for an experienced Territory Sales Manager / Field Sales Representative to grow and strengthen our independent agency network across Virginia. This is a highly visible, field-based role for someone who knows the specialty auto market, understands how to build productive agency partnerships, and enjoys owning the performance of their territory.
Why This Opportunity?
- Company vehicle provided
- Virginia-based field position
- Opportunity for an annual performance-based bonus
- High-impact role with ownership of an assigned territory
- Direct interaction with independent agency owners and brokers
- Opportunity to help shape Aspire’s growth in the Virginia market
- Medical, Dental, Vision, PTO, 401(k), HSA*, and company-observed holidays
What You’ll Do
Grow and Manage Your Territory
- Own the overall performance and growth of your assigned Virginia territory.
- Develop and execute strategies to increase profitable policies and premium.
- Analyze agency production, market activity, and performance trends to identify growth opportunities.
- Establish clear goals and tactical plans to achieve annual production objectives.
Build Strong Agency Partnerships
- Develop trusted relationships with independent agents, brokers, and agency owners.
- Conduct regular in-person agency visits and participate in industry and professional events.
- Serve as a consultative partner to agencies by helping them understand Aspire’s products, appetite, and value proposition.
- Identify agency needs and coordinate with Underwriting, Product, Licensing, and internal service teams to resolve issues quickly.
Drive Profitable Growth
- Monitor agency and broker performance against growth and profitability objectives.
- Identify opportunities to increase new business and retention while maintaining underwriting discipline.
- Use performance data to prioritize agency development efforts and improve territory results.
- Negotiate and influence effectively to build productive, long-term agency relationships.
Understand the Market
- Stay informed on specialty auto trends, competitor activity, regulatory developments, and changes within the Virginia insurance market.
- Monitor market opportunity and competitive positioning within the territory.
- Provide leadership with meaningful insights regarding agency activity, competitors, production trends, and growth opportunities.
- Recommend process, product, or distribution improvements based on what you’re seeing in the field.
Represent Aspire
- Be the face of Aspire within your assigned territory.
- Represent the company professionally with agents, agency owners, trade associations, and other industry partners.
- Communicate regularly with leadership regarding sales results, forecasts, agency activity, opportunities, and challenges.
Required Experience
- 5+ years of experience as a Field Representative, Territory Manager, Account Manager, or similar role within Property & Casualty insurance
- Experience working directly with independent insurance agents and brokers
- Established knowledge of the Virginia specialty auto independent agency market, ideally including existing relationships with agency owners, brokers, and industry organizations
- Demonstrated success managing a territory and growing agency production
- Strong understanding of P&C insurance terminology, coverage, regulations, and industry practices
- Ability to analyze production and account performance and translate the data into actionable sales strategies
Skills That Will Help You Succeed
- Strong relationship-building and consultative sales skills
- Excellent communication, negotiation, and presentation abilities
- Proven ability to influence agency partners and drive profitable growth
- Strong organization and territory management skills
- Ability to independently prioritize agency visits, travel, follow-up, and reporting
- Comfortable using Microsoft Office, including Excel, and adapting to new technology
- Ability to work effectively in a fast-paced, field-based environment with significant autonomy
Education & Additional Requirements
- High school diploma or GED required; college degree preferred
- Valid driver’s license required
- Must reside within the assigned Virginia territory
- Ability to travel throughout the assigned territory based on business needs
- Must maintain an appropriate remote workspace that supports confidential business activities
The Right Person for This Role
You’ll thrive here if you’re someone who knows the independent agency channel, understands specialty auto, and likes being out in the market building relationships. You’re equally comfortable sitting down with an agency owner, analyzing production results, identifying an underperforming account, and developing a strategy to grow the business.
Most importantly, you take ownership of your territory and understand that growth and profitability go hand in hand.
- Medical
- Vision
- HSA*
- Paid Time Off
- 401(k)
- Company-observed holidays
- Company vehicle
- Potential annual performance-based bonus
Aspire is an Equal Opportunity Employer committed to creating an inclusive workplace where all employees and applicants are treated with dignity and respect. All qualified applicants will receive consideration for employment without regard to any characteristic protected by applicable federal, state, or local law.
Aspire provides reasonable accommodations to qualified individuals with disabilities and for sincerely held religious beliefs and practices. Applicants requiring accommodation during any stage of the recruitment or hiring process should inform us right away.
Aspire complies with all applicable fair chance, ban-the-box, and criminal history consideration laws. Qualified applicants with criminal histories will be considered in a manner consistent with applicable law and the requirements of the position.
The pay range provided for this position represents the Company's good‑faith estimate of the compensation for this role at the time of posting. Compensation for this position will be determined based on job-related qualifications, experience, education, skills, geographic location, and business needs. Aspire reserves the right to modify compensation and benefits programs as permitted by law.