Territory Sales Manager

We Believe

We believe in optimizing outcomes for trial attorneys and their clients. We believe in serving. We believe in humility. And we believe that behavior and disciplined execution are the keys to success. Every plaintiff attorney deserves a partner who puts their clients first. We believe structured settlements should be accessible, transparent, and built on trust. That's why Independent Life, the only plaintiff-focused annuity provider, has generated $1.8B in premium by doing things differently: we educate and build relationships that last decades, and become a trusted partner to law firms and their clients.

The Job Details Role: Territory Sales Manager
Markets: Northeast USA (Based in Boston, Massachusetts)

You'll be the go-to contact for Independent Life in your market, educating trial attorneys on how structured settlements work, why they matter, and why our products are innovative and industry-leading.

What You'll Do:

• Own your assigned territory and build a pipeline of plaintiff attorney relationships
• Execute a disciplined outbound motion: cold calls, in-person visits, strategic follow-up, and long-term nurturing
• Conduct discovery conversations to understand attorney needs around structured settlements, tax planning, and client outcomes
• Educate attorneys on Independent Life's products, process, and value proposition
• Qualify opportunities, manage deals through a 3-6+ month sales cycle, and close cases in partnership with internal resources
• Maintain impeccable CRM hygiene and process adherence
• Participate in ongoing coaching, training, and playbook refinement as we optimize and scale

Compensation:

• Base Salary: $70,000–$80,000
• Bonus Opportunity: Up to $100,000 annually
• Total OTE: $170,000–$180,000
• Paid Vacation and Sick Days. 401K/health benefits.

What We'll Provide:

• 2-week structured onboarding: Company culture, market dynamics, industry education, sales methodology, CRM training
• 30-60-90 day ramp plan with clear milestones and coaching checkpoints
• Ongoing training: Social Styles, advanced discovery, objection handling, relationship mapping
• Sales enablement stack: Salesforce, Apollo.ai (or similar), curated lead lists, event access
• Travel & expense budget for in-territory meetings and relationship building
• Weekly coaching and KPI reviews to accelerate your learning curve

Location:

• Boston, Massachusetts
• This is a field-based role - expect to spend significant time in your territory meeting attorneys in person
• Remote work for admin/prep, but face-to-face relationship building is core to success here

You Will Bring Background & Experience:

• 3–7 years of professional sales experience, with at least 2 years in a quota-bearing or territory role
• A track record in B2B sales where relationships matter more than velocity - think medical device sales, pharma, legal services, financial services, or field-promoted SDRs
• Comfort navigating complex organizations, working with gatekeepers, and multiple stakeholders including decision makers and managing long sales cycles (3-6+ months)
• Advanced Word, Excel, PowerPoint, Project Management software
• Proficiency with Salesforce CRM and sales enablement tools
• Experience conducting cold outreach in person, as well as on the phone / Zoom

Core Traits:

• Zero sales reluctance
• High conscientiousness and discipline: You thrive in structure. You respect systems. You do what you say you'll do.
• Operates independently without constant oversight: You take initiative, manage your own territory, and don't need daily check-ins to stay productive.
• Values long-term relationships over quick wins: You're here to be a trusted resource.
• Respects confidentiality instinctively
• You understand that in this market, professionalism, integrity, reliability, reputation, and loyalty are key.

To Apply: If you're ready to build something meaningful in a market where trust, reputation, and long-term relationships are key, and you have the discipline to execute a proven system every day, we want to hear from you.

Job Type: Full-time

Pay: $70,000.00 - $170,000.00 per year

Benefits:

• 401(k)
• Health insurance
• Mileage reimbursement
• Paid time off
• Paid training
• Professional development assistance
• Travel reimbursement
• Work from home

Application Question(s):

• Why do you love sales?

Work Location: On the road