Entry Level Sales Representative

Position Overview

As an Entry Level Territory Sales Associate at Altitude, you will be at the forefront of our outreach efforts, engaging directly with small to medium-sized business owners and decision‑makers in your assigned territory. Your role will involve cold calling, setting up face‑to‑face meetings, and presenting Altitude’s insurance solutions in a way that resonates with each client’s unique needs.

• Candidates who are natural communicators, able to build rapport with clients and colleagues alike.
• People who are looking for a career where they can grow both personally and professionally, with the support of a team that is committed to collective success.

This is an outside sales position working in your own assigned sales territory. We will train you to call on small and medium‑sized businesses in a variety of industries, meeting face‑to‑face with business owners and decision‑makers to offer supplemental insurance products and services to them and their employees. You may also give product presentations to employee groups as large as 50‑100+ people.

You will be expected to:

• Respond to general emails and phone calls from clients
• Set follow‑up appointments with prospective and current clients to review their needs
• Be present on scheduled calls or meetings with your sales team or manager
• Call on new businesses, referrals, and existing clients who need to be re‑serve diced
• Build and maintain your own book of business
• Meet with sales team manager as needed to discuss and set your upcoming monthly and quarterly target sales goals and quotas
• Develop relationships with local business owners in your territory
• Set your own scheduled working hours and submit them to your sales manager each week
• Follow up on provided sales leads and cold‑call on businesses in person, balancing "cold" lead generation and sales with your warm leads and appointments with existing clients
• Submit your sales metrics and activity daily

• Virtual classroom training as well as hands‑on sales training in your own territory
• Weekly draw pay with bonuses and commission eligibility upon start
• Quarterly and annual incentive trips, cash bonuses, and stock share bonuses
• Advancement and promotions based on personal performance
• Excellent ongoing professional development, advanced sales training, and leadership training
• Increased schedule flexibility once you have an established book of business
• Work around other like‑minded, driven, caring people in a culture that feels like a family

• Already licensed in Health & Life general lines (or willing and able to obtain Health & Life producer license – licensing reimbursement offered)
• Bachelor’s degree or a minimum of 4 years of professional (post‑high school) work experience. Candidates within 6 months or less of degree completion will be considered, as will candidates with less than 4 years of professional work experience with relevant or specialized outside sales experience.

We do not use AI in our recruiting/interview process. Your resume will be reviewed and your interview will be conducted by one of our team members. Due to the nature of this position, talking to others about insurance during difficult health topics, we strongly believe this position cannot rely on AI and requires connecting with people.