ASSOCIATE TITLE INSURANCE SALES REPRESENTATIVE/ SALES DEVELOPMENT REPRESENTATIVE - TITLE INSURANCE/ REAL ESTATE

HYBRID

Location: Boston, Massachusetts
Work Arrangement: Hybrid
Travel: Occasional local travel and attendance at client networking and community events

#LI-HYBRID

Our client, a leading provider of title insurance, financial, and escrow services, is seeking a Associate Title Insurance Sales Representative/Sales Development Representative to support business development and client relationship initiatives within the Boston residential real estate market. This is a developmental, growth-oriented role designed for an individual who is eager to learn the title insurance industry, build market knowledge, and develop the skills necessary to advance into a full Sales Representative position.

The ideal candidate is enthusiastic, persistent, and professional, with the ability to communicate value clearly, follow a structured sales process, and build long-term internal and external relationships. This role blends outreach, research, presentation support, and hands-on learning through shadowing experienced sales professionals and participating in sales administration activities.

Candidate Profile

High School Diploma or equivalent
Eagerness to build a long-term career in sales and business development in the title insurance industry
Strong communication and listening skills with a natural ability to connect with people
Professional demeanor with strong follow-through; able to represent a high-end professional services brand
Excellent organizational, time management, and multitasking skills
Comfortable using Microsoft Office (Word, Excel, PowerPoint, Outlook) and learning CRM tools (Salesforce or similar preferred)
Skilled at influencing and persuading, with the resilience to handle rejection.
Adaptable and open to coaching, able to accept feedback and continually grow.
Enthusiastic, optimistic, persistent, and self-motivated personality
Creative problem-solving skills and strong work ethic; high energy and initiative
Ability to manage conflict and negotiate professionally
Valid driver’s license required for local territory travel

Preferred but not Required

Experience in sales, real estate, title insurance, customer service, hospitality, retail, recruiting, banking, or other relationship-focused roles
Exposure to real estate, title insurance, mortgage, or professional services industries
Experience using CRM platforms or sales prospecting tools

Key Responsibilities

Learn and master the company’s title insurance sales process, products, and services within the title insurance and real estate ecosystem
Support title insurance sales administration by assisting with scheduling, tracking outreach activity, and maintaining accurate CRM records
Conduct title insurance market research to identify target accounts, decision-makers, and industry trends within the assigned territory
Observe and participate in the title insurance sales process by accompanying senior sales representatives on client calls and meetings
Build and maintain relationships with prospective clients, including real estate agents, brokers, lenders, and attorneys
Prepare, customize, and help deliver product and service presentations
Participate in professional networking, real estate industry events, and community activities to increase market visibility
Continuously develop title insurance sales knowledge by participating in training opportunities and reviewing sales and marketing resources
Perform additional related duties as assigned

Why Join Us?

This is an excellent opportunity to join a collaborative, people-first organization where you can build a foundation in professional services sales within the title insurance and real estate industry. Our client has been consistently recognized on the Fortune 100 Best Companies to Work For and the Fast Company 100 Best Workplaces for Innovators lists. You’ll receive hands-on training, mentorship from experienced sales leaders, and a clearly defined path for career advancement, while gaining exposure to sophisticated real estate transactions and client needs.

Compensation & Benefits

Competitive Compensation:
- Hourly base pay range of $25.49 - $33.98+ per hour, as determined by job-related knowledge, skills, experience, business requirements and market factors
- Employee Stock Purchase Plan
Robust Benefits Package: Top-tier medical, dental, vision, disability, and life insurance, 401(k) plan with employer matching, paid parental leave, generous PTO and sick leave, and additional perks.

Application Requirements

Interested candidates should submit a resume and a cover letter for consideration.

Our client is an Equal Opportunity Employer.

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Associate Sales Representative/ Sales Development Rep- Title Insurance (MA)

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