B2B Sales Executive, Employee Benefits

Job Born; Hamilton; On-site; CAD 60,000 - 80,000; Full time

Job summary

A leading recruitment agency in Hamilton, Ontario, is seeking a B2B Sales Executive for employee benefits. This role offers unlimited earning potential with a commission-only structure, allowing you to build a rewarding career based on your performance. Responsibilities include generating new business through strategic prospecting and maintaining client relationships. Ideal candidates will have proven B2B sales experience, strong communication skills, and a goal-oriented mindset. Join us to leverage your skills in a supportive environment focused on growth and success.

Benefits

Unlimited earning potential

Health and Dental Benefits

Learning and Development reimbursement

Volunteer time off

Qualifications

• Proven success in B2B sales, ideally in insurance or financial services.
• Highly motivated, entrepreneurial, and goal-oriented.
• Comfortable in virtual and in-person sales environments.

Responsibilities

• Generate and qualify leads through strategic prospecting.
• Build and maintain strong relationships with business owners.
• Analyze buyer personas and address unique market challenges.

Skills

B2B sales experience

Strong prospecting skills

Excellent communication skills

Negotiation skills

Familiarity with CRM systems

Social media outreach

Job description

Job Title : B2B Sales Executive, Employee Benefits

Location : Hamilton, ON

About the Opportunity

Are you passionate about sales and driven to succeed? Are you ready to move beyond incremental raises and take full control of your financial future? This role offers more than a job—it’s a career opportunity where your income potential is unlimited and directly tied to your performance.

As a commission-only B2B Sales Executive, you’ll have the opportunity to build a six-figure income and beyond while making a meaningful impact for business clients. With industry-leading support, cutting-edge marketing tools, and a collaborative environment, you’ll be equipped to succeed. Our 360° Holistic Team Approach ensures you’re surrounded by professionals who share your commitment to client-first service and long-term relationship building.

What You’ll Do

• Proactively generate and qualify leads through strategic prospecting to secure new business clients.
• Build and maintain strong, trust-based relationships with business owners, decision-makers, and internal teams.
• Deliver personalized, professional advice with a focus on accuracy, client satisfaction, and value creation.
• Confidently present and communicate our value proposition to stakeholders across all levels.
• Analyze buyer personas and address the unique challenges of our target market.
• Drive results by achieving quick wins and consistently exceeding sales goals.
• Maintain detailed records in CRM systems to support pipeline management and follow-up.
• Partner with your Service Support team to ensure seamless onboarding, client service, and retention.
• Stay current on industry trends, evolving client needs, and the competitive landscape.
• Attend networking events, client meetings, and other lead generation activities.
• Provide timely reporting, insights, and presentations to management.
• Respond to client inquiries, gather underwriting information, and conduct research as needed.

What We’re Looking For

• Proven success in B2B sales, ideally within insurance, financial services, or professional solutions.
• Highly motivated, entrepreneurial, and goal-oriented with a passion for growth.
• Strong prospecting and pipeline development skills.
• Familiarity with CRM systems (an asset).
• Excellent communication, listening, and interpersonal skills.
• Comfortable and effective in both virtual and in-person sales environments.
• Confident, persuasive, and skilled in negotiation.
• Persistent, resilient, and results-driven, with a “hunter” mindset.
• Experience using social media platforms (especially LinkedIn) for professional outreach.

Why Join Us?

• We believe in investing in our people. When you join us, you’re not just building a career—you’re joining a company that prioritizes growth, recognition, and well-being. Benefits include :
• Unlimited earning potential with a commission-only structure designed to reward performance.
• Challenging and rewarding careers across LIG with clear pathways for growth.
• Generous Learning and Development reimbursement to support your professional advancement.
• Extended Health and Dental Benefits, including :
• Employee and Family Assistance Program
• Wellness Services and Virtual Healthcare Partner
• Extended Mental Health Benefits to prioritize your well-being.
• Recognition, Sales, and Service Rewards Programs to celebrate your achievements.
• Paid time to volunteer, so you can make an impact in your community.

Want to know more? Let's Talk! Call or text me at 519-572-6095

Cindy Gowing, PRC

AIRS, Certified Professional Recruiter

JOB-BORN Executive Search Inc.

519-572-6095

BIG ENOUGH TO SERVE YOU …small enough to know you