Whereoware is proud to have a majority woman workforce, particularly in the male-dominated tech industry. We’re recognizing our WOW women and their achievements in both tech and leadership and sharing their thoughtful insight for the next generation of women in the workplace.
In this edition this edition of WOW Women in Technology, we’re chatting with Taryn Bailey, Whereoware’s Digital Sales Executive.

Why did you decide to pursue a career in sales?
It really suits my personality! I enjoy people, knowing their stories, and discovering what makes them tick. I’m also naturally curious- an asker of questions if you will. It's important for me to understand the "need and why" for each and every one of my sales engagements. In a nutshell, the skills and interests I possess are well suited to sales.
Tell us about your sales style and philosophy.
I don’t necessarily have a style, per se. In sales it’s all about creating a relationship with the client – so it’s important to be genuine and real, and to listen more than to speak.
When a business has a problem to solve, the person tasked with solving the problem comes to me to solve their problem. Generally speaking, I find them to be under a lot of stress to solve their businesses issue. In this case, it’s crucial for me to know what kinds of questions to ask, and when to ask them in the conversation, so I can get a full 360 degree picture of their particular issue and begin to focus on a solution for the client..
In your experience, what is the most challenging aspect of working in technology sales?
Good question. No two clients are alike. Everyone comes to the table with a different set of concerns and a different set of resources. Understanding those differences from buyer to buyer, keeps me on my toes.
How have you built confidence and/or resiliency over the course of your career?
In sales, you HAVE to develop a very thick skin or it’s very easy to burn out. I’m a very confident and resilient person to begin with - but there are times when you just feel like you’re pushing a boulder uphill.
When this happens, it’s important for me to remind myself to just take a step back for a moment. I’ll go outside and play with the dog or take a walk. Whatever I can do to re-center, re-focus, and remind myself that there are companies out there looking for the help I can provide- I just have to find them.
What advice do you have for women looking to grow or succeed in the technology space?
My top tips:
- Develop a network of support through LinkedIn or other organizations focused on improving your skill set.
- Get to know people within your company that you admire and take the time to learn from them. See what works for them, speak with them about their client approach, etc.
Never, ever stop learning!

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