Outside Sales Representative

Pursuit; Massachusetts; On-site; USD 75,000 - 110,000; Full time

Job summary

Pursuit is seeking an Outside Sales Representative to cover the Greater Boston territory. This field-based role focuses on building relationships with independent title agencies, developing new business, and expanding the current client base.

You will manage longer, consultative sales cycles, travel throughout the territory, and collaborate with underwriting, operations, and support teams to close deals. A proven B2B sales track record and excellent communication skills are required.

Qualifications

• 3+ years of B2B outside sales in a territory sales or business development role.
• Proven track record of hitting sales goals or quotas.
• Strong prospecting and new business development skills.
• Experience selling to business owners and decision-makers.
• Excellent relationship-building and communication skills.
• Willing to travel across Greater Boston; valid driver’s license.

Responsibilities

• Develop new relationships with independent title agencies and agency owners in Greater Boston.
• Manage and grow existing agency relationships and pipeline.
• Prospect for new business and maintain CRM activity.
• Navigate longer, consultative sales cycles from prospecting to account development.
• Attend customer meetings and industry events.
• Maintain territory management and reporting in CRM.

Skills

B2B sales

Outside sales

Territory management

Relationship building

Prospecting

CRM experience

Travel willingness

Job description

Outside Sales Representative - Greater Boston

STRONG BASE SALARY + Commission | Field-Based Opportunity

I'm partnered with a growing national provider of title insurance and real estate transaction solutions. They are looking to hire a Sales Representative to build and grow the Greater Boston territory. This is a true field-based B2B sales opportunity with significant potential to develop new business and expand existing relationships.

What You'll Do:

• Develop new relationships with independent title agencies and agency owners throughout Greater Boston
• Manage, grow, and expand existing agency relationships
• Prospect for new business and build a healthy territory pipeline
• Manage longer, consultative sales cycles from initial prospecting through account development
• Attend customer meetings, networking events, and industry events
• Maintain consistent CRM activity, follow-up, and territory management

What We're Looking For

• 3+ years of successful B2B, outside sales, territory sales, business development, or consultative sales experience
• Proven track record of achieving sales goals or quota
• Strong prospecting and new business development skills
• Experience selling to business owners and decision-makers
• Excellent relationship-building and communication skills
• Self-motivated and comfortable independently managing a territory
• Patient, persistent, and comfortable navigating longer sales cycles
• Valid driver's license and willingness to travel throughout the Greater Boston territory

Industry experience in title insurance, escrow, mortgage, real estate, banking/financial services, surveying, or another relationship-driven B2B environment is a plus, but not required.

Why This Opportunity?

• Significant opportunity to build and grow the Greater Boston market
• True sales role focused on relationship development and business growth
• Strong internal support from underwriting, operations, and technical teams
• Opportunity to build long-term relationships rather than compete solely on price
• Competitive base salary range, depends on experience!
• Commission paid monthly with meaningful upside as the territory and book of business grow
• Mileage reimbursement and business travel expenses covered
• Company-provided laptop and cell phone
• Significant long-term earning potential for established top performers