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Welcome to Altitude – Where Ambition Meets Opportunity
At Altitude, we are redefining the landscape of supplemental insurance sales by empowering independent, self‑driven professionals to build thriving careers from the comfort of their own homes. Our remote‑first culture combines cutting‑edge technology, world‑class training, and a supportive community that feels more like a family than a traditional workplace. Whether you are a recent graduate, a career changer, or a seasoned salesperson eager for a fresh start, Altitude offers a clear path to personal and financial growth.
Why This Role Is More Than a Job
We believe that an Entry‑Level Direct Sales Representative is the cornerstone of our growth engine. In this position, you will not simply follow a script—you will craft your own success story by owning a defined sales territory, building genuine relationships with business owners, and delivering tailored insurance solutions that truly make a difference. If you crave autonomy, enjoy the thrill of closing deals, and aspire to earn a compensation package that rewards performance, you have arrived at the right place.
Key Highlights of the Position
- Remote Work Flexibility: Operate from any location with reliable internet access, eliminating daily commutes and enabling a work‑life balance that fits your lifestyle.
- Full Territory Autonomy: You design your daily schedule, set your outreach cadence, and decide the best approach for each prospect.
- High‑Impact Client Interaction: Engage directly with small‑ and medium‑size business owners, benefits managers, and their employees to solve real insurance challenges.
- Robust Training & Development: Access virtual classroom sessions, hands‑on field coaching, and continuous professional‑development resources.
- Performance‑Based Rewards: Competitive base salary, weekly draw pay, commissions, quarterly incentive trips, cash bonuses, and stock‑share opportunities.
Position Overview – What You’ll Do Every Day
As an Entry‑Level Territory Sales Associate at Altitude, you become the architect of your own pipeline. Your core mission is to identify, nurture, and close sales opportunities within an assigned geographic area. This includes:
- Prospecting & Cold Calling: Conduct systematic outreach to generate new leads, utilizing phone, email, and social platforms.
- In‑Person & Virtual Meetings: Schedule and conduct face‑to‑face or video presentations with decision‑makers to showcase Altitude’s insurance portfolio.
- Needs Assessment: Listen actively to understand each client’s unique risk profile and tailor solutions accordingly.
- Solution Presentation: Demonstrate product benefits, address objections, and illustrate ROI for both employers and employees.
- Closing & Follow‑Up: Secure agreements, finalize contracts, and maintain post‑sale relationships to encourage renewal and referrals.
- Territory Management: Track leads, update CRM records daily, and report metrics to your Sales Manager.
- Continuous Learning: Participate in weekly training webinars, product deep‑dives, and mentorship sessions.
Detailed Responsibilities
- Develop and execute a personalized sales plan for your assigned territory, setting weekly, monthly, and quarterly targets.
- Research local businesses, identify key decision‑makers, and maintain a pipeline of qualified prospects.
- Initiate cold calls, follow‑up emails, and professional networking outreach to generate interest.
- Deliver compelling presentations—both one‑on‑one and group sessions (up to 100+ participants)—that align Altitude’s insurance solutions with client needs.
- Negotiate contract terms, address pricing concerns, and close deals that meet or exceed quota.
- Provide exemplary customer service post‑sale, ensuring smooth onboarding, policy activation, and ongoing support.
- Maintain accurate daily activity logs, sales metrics, and forecast reports within the company’s CRM system.
- Collaborate with the sales leadership team to refine strategies, share best practices, and celebrate successes.
- Participate in quarterly business reviews to assess performance, identify growth opportunities, and adjust tactics.
Essential Qualifications – What We Require
- Licensing: Current Health & Life general lines license OR willingness to obtain one (licensing reimbursement provided).
- Education & Experience: Bachelor’s degree preferred, or a minimum of four years of professional experience. Recent graduates (within six months of graduation) are encouraged to apply.
- Communication Skills: Exceptional verbal and written communication, with the ability to convey complex insurance concepts simply.
- Self‑Motivation: Proven ability to work independently, manage time effectively, and stay disciplined without direct supervision.
- Technology Proficiency: Comfortable using CRM platforms, video conferencing tools, and standard office software (Microsoft Office or Google Workspace).
- Customer Focus: Strong desire to understand client needs and deliver tailored solutions.
Preferred Qualifications – What Sets Top Candidates Apart
- Previous experience in B2B or outside sales, particularly within insurance, financial services, or related industries.
- Demonstrated track record of meeting or exceeding sales quotas.
- Familiarity with cold‑calling techniques and objection‑handling frameworks.
- Experience delivering group presentations or training sessions to large audiences.
- Multilingual abilities, especially Spanish, to serve diverse client bases.
- Professional certifications such as Certified Insurance Counselor (CIC) or Certified Professional Salesperson (CPS).
Core Skills & Competencies for Success
- Relationship Building: Ability to develop trust‑based partnerships with business owners and HR leaders.
- Strategic Thinking: Skill in analyzing market trends, identifying gaps, and positioning Altitude’s products as best‑in‑class solutions.
- Negotiation & Persuasion: Confidently presenting value propositions and moving prospects toward commitment.
- Resilience: Maintaining motivation and perseverance despite rejection or challenging sales cycles.
- Organizational Excellence: Keeping a well‑structured pipeline, meeting deadlines, and adhering to compliance standards.
- Adaptability: Thriving in a fast‑changing environment, quickly learning new product features and market dynamics.
Career Growth – Your Path at Altitude
Altitude is not just a place to start; it is a launchpad for long‑term professional advancement. As you master your territory and exceed performance benchmarks, you will unlock a clear promotion ladder:
- Sales Representative → Senior Sales Representative: Increased territory size, higher quota, and mentorship responsibilities.
- Senior Sales Representative → Sales Team Lead: Leadership of a small team, strategic planning, and involvement in regional sales initiatives.
- Team Lead → Regional Sales Manager: Oversight of multiple territories, budget ownership, and contribution to corporate sales strategy.
- Regional Manager → National Sales Director: Executive‑level influence, shaping company‑wide sales policies, and participation in board‑level decision making.
Throughout each stage, Altitude invests in your development through:
- Advanced sales certification programs.
- Leadership workshops and executive coaching.
- Cross‑functional rotations to broaden business acumen.
- Access to industry conferences, networking events, and thought‑leadership webinars.
Compensation, Perks & Benefits – What You’ll Receive
We recognize that exceptional performance deserves generous rewards. While exact figures vary based on experience and market, the overall package includes:
- Competitive Base Salary: Ensures financial stability while you ramp up your pipeline.
- Weekly Draw Pay: Provides consistent cash flow during early months before commissions are realized.
- Uncapped Commission Structure: The more you sell, the higher your earnings—no ceiling on potential income.
- Quarterly & Annual Incentive Trips: All‑expenses‑paid travel experiences for top performers.
- Cash Bonuses & Stock Share Awards: Additional financial incentives tied to company milestones.
- Health, Dental, and Vision Insurance: Comprehensive coverage for you and eligible dependents.
- Retirement Savings Plan (401k) with Company Match: Build long‑term financial security.
- Paid Time Off & Flexible Scheduling: Balance work demands with personal priorities.
- Professional Development Stipends: Funding for certifications, courses, or industry events.
- Home Office Allowance: Reimbursement for essential equipment (desk, chair, high‑speed internet, etc.).
Work Environment & Culture – The Altitude Difference
Our culture is built on three pillars: autonomy, collaboration, and continuous improvement. While you enjoy the freedom to manage your day, you are never isolated. You will be part of a vibrant virtual community that includes:
- Weekly “All‑Hands” video calls celebrating wins and sharing insights.
- Mentorship pairings with senior sales leaders.
- Virtual coffee chats, team‑building games, and wellness challenges.
- An inclusive environment that values diversity of thought, background, and experience.
Our leadership believes in transparent communication, merit‑based recognition, and fostering a sense of belonging—all while keeping the focus on delivering exceptional value to our clients.
How to Apply – Take the First Step Toward Your New Career
If you are ready to seize control of your professional destiny, thrive in a performance‑driven environment, and join a company that invests in your growth, we want to hear from you. The application process is simple:
- Click the “Apply Now” button below.
- Submit your resume and a brief cover letter outlining why you’re passionate about direct sales and how your background aligns with the role.
- If selected, you will be invited to a virtual interview with a member of our hiring team.
- Successful candidates will receive a formal offer, a comprehensive onboarding roadmap, and access to our licensing reimbursement program (if applicable).
Don't wait—your future at Altitude starts today.
Apply to This Position Now
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