Ashleigh Vogstad

Commander
DISC Type : D

Member at Entrepreneurs'​ Organization

Whistler, British Columbia, Canada

Overview

Ashleigh Vogstad is the CEO and founder of Transcends, a creative agency that helps Fortune 500 tech companies like Microsoft and AWS with AI-driven, go-to-market strategies. Educated at Oxford and Wharton, she is a member of the Fast Company Executive Board. People often describe her as intelligent, hard-working, and a natural leader.

Outside of work, Ashleigh is an aspiring mountaineer with avalanche safety training. She co-founded an ethnobotanical beverage lounge to enhance human connectedness and is passionate about conscious leadership. She finds that nature, particularly in places like New Zealand and Whistler, is crucial for fostering creativity and new possibilities.

She once handled marketing and crisis communications for His Holiness the Dalai Lama.

Personality Overview

Candid & Clear

Strong-Willed

Risk-Taker

They respond well to strong and respectful communication.  They like to stay in control of the negotiation or defining of the terms. They put a lot of effort into ensuring personal success.

Topics They Care About

AI in Marketing
Writes and speaks extensively on how AI, especially tools like Microsoft Co-pilot, is transforming marketing, driving efficiency, and creating a competitive advantage for businesses.
Hyperscaler Partnerships
Her agency, Transcends, specializes in helping B2B tech companies partner with hyperscalers like Microsoft and AWS to scale their business and increase market share.
Values-Led Leadership
Founded her company to create a values-led workplace, emphasizing conscious connection, digital freedom, and continuous learning for her team.

Media Appearances

Ashleigh Vogstad - Fast Company. Featured in Fast Company

See Now

Work History

6-2023
Member at Entrepreneurs'​ Organization
12-2021
Fast Company Executive Board at Fast Company
10-2019 - 9-2021
WW ISV Program Management at Microsoft
12-2018
CEO at Transcends
1-2016 - 12-2017
Partner at Zend Lounge

Education

1-2026 - 4-2027
Postgraduate Diploma from Saïd Business School, University of Oxford
3-2025 - 3-2025
Elevating Finance and Operations from Wharton Executive Education

More Information

Social Presence :

Prographics :

Exp : 23 Location : Whistler, British Columbia, Canada Job Level : Junior Designation : Member at Entrepreneurs'​ Organization
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Insights For Selling To Ashleigh

During A Call Or A Meeting

DO's

  • Hold your ground without indulging in one-upmanship
  • Refer to testimonials from well-known industry leaders
  • When negotiating terms, help them build an impression that they are the ones calling the shots

DONT's

  • Don’t focus on process and rules, give the impression of being a ‘gets it done’ person
  • Don't try too hard to forge relationships with them
  • Do not hesitate from asking counter questions, just avoid challenging their authority

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Ashleigh is

  • Confidence in impact is paramount to them, followed by a sense of achievement and ROI.
  • Will you ever get a clear answer from Ashleigh

  • If they are not convinced, they will have no hesitation in telling you the same.

Insights For Deal Planning

    How fast (or slow) will Ashleigh move?

  • If convinced, they can reach decisions quite fast.
  • Can Ashleigh take some risk or not?

  • They do not shy away from taking risks, but can be quite binary about them.

You And Ashleigh

Personality Compatibility


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