Associate Sales Represenative - 74

Rep-Lite • Chicago, IL

64d

About The Position

A leading, privately held risk management and insurance consulting firm is expanding its national team and seeking driven sales professionals ready to elevate their careers. Our firm delivers strategic risk, insurance, and employee benefits solutions to organizations of all sizes - from middle-market companies to Fortune 2000 clients. As an independent company, we empower our people to operate like business owners - backed by industry-leading resources, expert teams, and a collaborative culture that rewards initiative and results. If you’ve built your foundation in B2B tech or healthcare sales and are ready for a role that offers greater autonomy, unlimited earning potential, and the ability to grow your own business, this is your next step. As an Associate Sales Representative, you’ll join a high-performance environment where you’ll: Learn directly from top producers and firm leadership Sell a sophisticated, service-based offering to C-suite clients Build and grow your own book of business - with no caps, no territories, and no limits This is an ideal fit for professionals who thrive on building relationships, solving complex problems, and want to create a long-term, financially rewarding career in consultative sales.

Requirements

• Bachelor’s degree required.
• 2–5 years of B2B sales experience in a service-based environment - such as SaaS, healthcare technology, carrier sales, or diagnostics.
• Proven ability to prospect, consult, and close business with sophisticated clients.
• Strong business acumen and executive communication skills.
• Entrepreneurial and self-directed, with strong initiative and resilience.
• Skilled at building trust and rapport with C-level clients.
• Excellent presentation and relationship management skills.
• Motivated by performance, income growth, and long-term success.

Nice To Haves

• Experience selling into senior living, integrated healthcare systems, or enterprise-level accounts is a plus.
• Licensed in Property, Casualty, Life, or Health (or willing to obtain).

Responsibilities

• Leverage your B2B sales experience to identify, engage, and close new business opportunities.
• Build relationships with executive decision-makers across industries.
• Collaborate with internal experts to craft tailored risk management and insurance solutions.
• Develop a business plan with defined market strategies, growth objectives, and production goals.
• Establish a niche or industry specialization to position yourself as a trusted advisor.
• Serve as a strategic partner to clients - understanding their business challenges and aligning our services to their goals.
• Coordinate with internal service teams to ensure seamless delivery and client satisfaction.
• Maintain and grow long-term client relationships through trust, performance, and proactive engagement.

Benefits

• Competitive base salary plus uncapped commission
• Comprehensive benefits package including medical, dental, vision, 401(k), and professional development support
• Mentorship and training from senior producers and leadership
• Full autonomy to build your business - with the backing of a respected brand and world-class support
• A clear advancement path

What This Job Offers

• Job Type: Full-time
• Career Level: Entry Level
• Number of Employees: 101-250 employees