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Allstate Sales Agent Trainee (Cambridge)

Key aspects of the role:

Drive sales growth by engaging with interested prospective customers- all while working remote
No cold calling— Connect through inbound calls and proactive outbound calls with active insurance shoppers
Enjoy competitive compensation with a base salary + uncapped performance-based incentives
Sell reputable products from Allstate and our family of brands

Role overview

At Allstate, great things happen when our people work together to protect families and their belongings from life’s uncertainties. And for more than 90 years, our innovative drive has kept us a step ahead of our customers’ evolving needs. From advocating for seat belts, air bags and graduated driving laws, to being an industry leader in pricing sophistication, telematics, and, more recently, device and identity protection.

Job Description

Job Description

Become an Allstate Sales Agent Trainee: Kickstart Your Sales Career with Unlimited Earning Potential

Are you ready to break into sales—or take your early sales career to the next level? Do you love talking to people, enjoy the thrill of finding new opportunities, and want a job where you decide how much you earn?

If this sounds like you, a career as an Allstate Sales Agent Trainee might be the perfect fit.

Why Allstate?

Unlimited Earning Potential: Earn uncapped commissions. The more you put in, the more you make—simple.
We Train You: No insurance experience? No problem. We provide paid training, licensing support, and ongoing coaching to help you grow quickly and confidently.
Marketing Support: You’ll have access to marketing tools and resources so you can focus on what you do best: connecting with people and selling.
Day-One Benefits: Flexible benefits start right away, plus Employer‑Matched RRSP after 90 days.

Role Designation: Onsite

About the Role: This isn’t just another sales job—it’s your chance to build a successful career from the ground up. If you’re energetic, love meeting new people, and enjoy the challenge of finding opportunities, you’ll thrive here. We’re looking for someone with a go‑getter attitude who’s excited to learn how to prospect, build relationships, and help clients choose the right protection.

With Allstate’s strong commission structure, you stay in control of your earning potential—the more effort you put in, the more you can make. You’ll learn how to become a trusted advisor to your clients and make a real impact on their lives, all while building a rewarding career in sales.

We Train You:
No insurance experience? No problem. We provide paid training, licensing support, and ongoing coaching to help you grow quickly and confidently. You’ll also receive extensive 10‑week onboarding that includes license preparation, systems training, product knowledge, sales tools, and proven sales techniques designed to build and strengthen the skills you need to be successful in this role.

What You’ll Do:

Build Your Own Pipeline: Prospect, reach out to new leads, and grow your book of business through cold outreach, networking, and community involvement.
Help People Protect What Matters Most: Learn to understand client needs and offer the right insurance solutions.
Grow Your Presence: Get involved locally, attend events, and build strong relationships that turn into long‑term clients.

What You Bring:

You don’t need years of sales experience—this job is built for people with the drive to succeed. We’re looking for candidates who are:

Go‑Getters: You enjoy meeting new people and aren’t afraid to start conversations.
Motivated by Earnings: You want to be in control of your paycheque and love the idea of uncapped commission.
Coachable & Eager to Learn: You’re open to feedback and excited to develop new skills.
Professional Communicators: You’re reliable, friendly, and trustworthy.
Licensed or Willing to Become Licensed: We’ll help you get there.

Skills:

Prospecting & Hunting: Demonstrated ability to build a book of business from the ground up through cold outreach, lead generation, and strategic follow‑up.
Relationship Building: Ability to build trust quickly, understand client needs, and maintain long-term, value-driven relationships.
Business Development Mindset: Entrepreneurial drive with the discipline to manage your pipeline, track activity, and continually seek new revenue.
Communication Skills: Clear, persuasive, and professional communicator across phone, email, and in-person interactions.
Organization & Time Management: Ability to efficiently manage prospects, follow-ups, and client meetings in a fast-paced, target-driven environment.
Resilience & Tenacity: Comfortable working through rejection, staying motivated, and pushing for consistent results.
Adaptability & Learning Agility: Willingness to learn insurance products, master sales tools, and adapt to evolving market needs.

Skills

Lead Generation, Networking, Sales, Self Motivation

Compensation

Commissions vary based on your sales results.
Sales Specialists working at or near targets—and who have completed all training—can expect to earn $42,600 – 70,000 annually.

Joining our team isn’t just a job — it’s an opportunity. One that takes your skills and pushes them to the next level. One that encourages you to challenge the status quo. One where you can shape the future of protection while supporting causes that mean the most to you. Joining our team means being part of something bigger – a winning team making a meaningful impact.

Allstate Canada Group uses AI technology tools to assist in screening, selecting, assessing, and scheduling interviews with candidates as part of the recruitment process.

This job posting is for a current open role within the organization.

Keys to Success

At Allstate, it’s all about teamwork, flexibility, and thinking ahead. We all contribute to the bigger picture, combining unique ideas to design innovative, more affordable protection solutions for customers.

We look for candidates with these skills to help us achieve that goal:

Learning agility
Quickly adapt to new situations, continually build new skills, experiment, and embrace new ways of doing things

Customer centricity
Deliver exceptional experience with a customer-first mindset and human-centered design

Digital literacy
Discover and apply emerging digital technology tools, data and insights.

Results-oriented
Start with measurable outcomes and drive results with speed

Inclusive leadership
Integrate diverse viewpoints into decision-making processes to enhance creativity and innovation

Together, we’re all working toward Our Shared Purpose, using our strengths to make a real difference for our people, our customers, our company, and the world around us.

Working in Sales

What We Do:
As an expert on our products and services, you can give customers personalized attention and innovative solutions to make their lives easier.

How We Support You:
Starting day one, you’ll have access to resources and incentives to keep you feeling challenged and excited about your careers.

Make An Impact:
As a member of our sales team, you’ll bring a sense of ease and support to customers looking for a better understanding of their protection options. Whether in the field or talking to customers over the phone, you’ll continue to build trust in who we are and what we do.

Working together

You’re in Good Hands® is more than a promise we make to our customers. It’s a promise we make to our employees, too.

We want you to love where you work. That starts with the freedom to be yourself. Our workplace flexibility and focus on individuality means everyone is seen, heard and respected.

When you join us, you’ll have the opportunity to push your skills to the next level with access to development programs to support your career aspirations – whatever that means for you. Because as you learn and grow, so do we.

Working here also means getting the chance to make a real impact in your community. We have been driving change for over 90 years, but the mark we leave on the world can be even greater when we work together.