Sean Tynan

Wildcard
DISC Type : csi

Sales Leader at Plaid

Raleigh, North Carolina, United States

Overview

Sean Tynan is a four-time VP of Sales, currently leading a sales team at Plaid. He transitioned to the tech industry in 2013 after a career as a high school biology teacher, starting at EVERFI. He holds degrees from Clemson University and the University of Oxford.

Outside of his sales leadership roles, Sean is a family man with a distinct sense of humor, often drawing parallels between parenting and sales. He is a former teacher who was known for never assigning homework over the weekend, a detail that highlights his approachability.

He is credited with starting the "Cold FaceTime" viral trend and once sent five pizzas to a non-responsive client to successfully close a deal.

Personality Overview

Curious But Skeptical

Friendly But Slow

ROI Driven

They typically tend to be late adopters even when they seem friendly and excited about what you have to sell  They are often friendly and nice, but can sometimes suprise you with their piercing questions  They are unlikely to ever become strong champions even when the conversations are going well; you should focus on cultivating other champions

Topics They Care About

Creative Deal Closing
Known for unconventional sales tactics, such as the "Cold FaceTime" trend and sending pizzas to late-stage deals to get them across the finish line.
Sales Forecasting
He shares tips on using tools like Gong's Forecast Boards to help managers and AEs improve forecasting accuracy and stay on top of deals.
EdTech & FinTech
His career bridges both sectors, having started in educational technology at EVERFI and now holding leadership roles in financial technology at Plaid and formerly SigFig.

Media Appearances

Sean has no verified media appearances

Work History

4-2025
Sales Leader at Plaid
9-2023 - 4-2025
RVP, Head of North American Sales at Rossum
3-2022
Vice President of Sales at Sourcemap: the Supply Chain Transparency Company
1-2022 - 9-2023
Vice President of Global Sales at Sourcemap: the Supply Chain Transparency Company
4-2020 - 3-2022
Vice President of Sales at SigFig

Education

2003 - 2007
Bachelor of Science (B.S.) from Clemson University
2006 - 2006
Medieval and Renaissance Studies from University of Oxford

More Information

Social Presence :

Prographics :

Exp : 18 Location : Raleigh, North Carolina, United States Job Level : Mid-senior Designation : Sales Leader at Plaid
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Insights For Selling To Sean

During A Call Or A Meeting

DO's

  • Use phrases like ‘clear proof that’, ‘data shows’ etc.
  • Focus on immediate action-items rather than the larger goals
  • Ask them questions to understand their needs better while staying affable

DONT's

  • Avoid phrases like ‘trust me’, ‘you will just love it’ etc.
  • Do not sound overly eager, modulate your energy levels especially if you are generally enthusiastic
  • Don't ask them to move fast, let them take their time and digest all the information

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Sean is

  • Clear proof of product value matters to them, followed by others' testimonials and rapport.
  • Will you ever get a clear answer from Sean

  • They are likely to give you a clear answer without taking you around in circles. However, if you share a good relationship, they might not be so forthcoming.

Insights For Deal Planning

    How fast (or slow) will Sean move?

  • They like to perform full analysis and can take time to make any decision.
  • Can Sean take some risk or not?

  • They weigh all decisions systematically and are unlikely to take many risks.

You And Sean

Personality Compatibility


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