Naylor Association Solutions

Inside Sales Account Executive - Advertising Sales - WPG

Job Location CA-MB-Winnipeg
Regular Full-Time


Are you looking for a progression in your sales career, or a new and unique opportunity with uncapped income potential? Do you want to work with a company whose services make a real difference?  Are you tired of working for an organization that doesn’t reward its hardest working, top sales performers?  Are you motivated by the thought of building a six-figure income AND having a great work/life balance?  Does the thought of waking up every day to new challenges excite you?  Can you influence others to solve those challenges?  Do you like the idea of top-pay for top-performance?  If so, Naylor Association Solutions is interested in you! We are hiring money-motivated, sharp, self-driven inside sales Account Executives to sell print and digital advertising solutions in quality B2B Trade Publications. Our successful inside sales account executives come from a variety of backgrounds, including: hungry, entry-level career-builders; career-changers looking for something more; and experienced sales reps seeking a company with the right income opportunity, ethics, values and culture. Strong support, caring management, professional development and uncapped income -- it is all here at Naylor! 



Day in the Life

As an Inside Advertising Sales Account Executive, your goal is to engage in a structured, consultative phone conversation to generate new Naylor business and meet your client’s need. As a Naylor advertising sales rep, you will be juggling between cold-calls, emails, working sales territory, and lead sourcing. In order to be successful, you will need to make 50 – 60 outbound cold-calls per day to prospective advertisers.  Using the knowledge you will learn in our training program, and expertise honed from your personal knowledge, research and experience, you will sell impactful, customized marketing and branding solutions to your clients.  We will provide the blueprint, but you will need to think creatively, work smart, and be professionally persistent in order to succeed. You will also be responsible for finding and developing new sales-leads on a daily basis, using a variety of internal and external sources.  The typical work day is from 8:30 to 5:00. 


Management, Development & Culture

In Naylor’s full-service print and digital media business we produce, market and sell advertising in print and digital media publications for trade and professional associations. It takes a talented group of individuals and a team effort to make this happen.


Our sales management team does not sell advertising. Their job is to train, coach, and develop the sales team.  As a part of our continuous learning culture, we provide on-going training and development to help employees improve their performance and grow their income.  We are so committed to employee performance and growth that almost all of our sales management team started out as a sales rep at Naylor.  


We provide four weeks of training regardless of your experience to ensure a proper introduction to our team. In our model, you will be mentored, coached and developed. This approach requires that you keep an open mind and be willing to accept and incorporate help from management and your sales team leaders and perhaps even learn new sales techniques.  Because this is a performance-driven role, you will be measured and held accountable to meeting monthly productivity quotas and territory goals.


We are a diverse, family-oriented, fun, professional team environment! We are dedicated to providing exceptional service to all of our customers and employees. We celebrate our sales teams with our annual Presidents Excellence Awards, and we encourage healthy, friendly competition through regular contests and incentives. 


Income & Benefits

We have an uncapped commission structure AND a $36,000/year guaranteed draw plan.  Average income for first-year reps is between $36,000 and $45,000.  You will be provided with an existing sales portfolio, including both new sales territory and renewal opportunity, to help you hit the ground running.  Plus, you will have the opportunity to grow your book of new business with the ability to protect and renew those clients. In addition to providing a professional and caring work environment, Naylor offers a competitive benefits package including group insurance benefits; paid vacation and paid sick leave; free parking and more!



  • $Money Motivated$ – your earnings are dependent on individual performance.
  • Effective Communicator - You are an excellent influencer and communicator, building balanced and sustainable relationships with prospects and clients. Professional, with a polished presence.
  • High Energy – Goal-oriented, ambitious, high activity with a can-do attitude.
  • Initiative - Action-oriented - Can run with little direction. Can make sound decisions under conditions of uncertainty.
  • Resilient – You are a fearless cold-caller, and can overcome obstacles & persevere under stress to meet goals/deadlines.
  • Resourceful – You are quick on your feet. Develop innovative solutions to problems.
  • Organized - Can plan, track and measure activity; fine tuning to increase productivity.
  • Team Player - You are self-motivated to do amazing work & value being part of a dynamic & hard-working team. You are known for your ability to collaborate and work well with others.
  • Thrive in fast paced environments – Can multi-task and prioritize; have the ability to effectively manage time and workload. Set goals, meet expectations and deliver results.
  • Have strong business and technology acumen
  • Interest in continued training and professional development
  • High School Diploma; post-secondary education is an asset.


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