Kaitlyn Caughlin, CFA, CFP

Questioner
DISC Type : c

Principal, Head of Vanguard Enterprise Strategy & Transformation at Vanguard

Malvern, Pennsylvania, United States

Overview

Kaitlyn Caughlin is a Principal at Vanguard, serving as Head of Enterprise Strategy & Transformation and Chief of Staff to the CEO. With nearly twenty years at the firm, she has an extensive background in risk management, investment product oversight, and driving high-impact strategic initiatives. She holds an MBA from MIT Sloan and is a CFA and CFP professional.

Outside of her core responsibilities, Kaitlyn is passionate about leadership and education. She recently returned to her alma mater, MIT Sloan School of Management, to teach a seminar on effectively managing senior stakeholders. Her work often involves international travel and collaboration with global teams, particularly in Europe.

She serves as a Non-Executive Director on the Vanguard Irish Funds Board, highlighting her involvement in global governance.

Personality Overview

Cautious & Analytical

Price-Sensitive

Systematic

They generally do not appreciate an overfriendly approach and prefer to stay to-the-point.  They prefer to analyze every situation thoroughly.
 While they don't hesitate to ask questions, they are generally risk-averse and tend to be late adopters.

Topics They Care About

Enterprise Transformation
Her current role focuses on integrating strategy and execution for Vanguard's highest-impact initiatives, overseeing the firm's corporate strategy and business transformation teams.
AI-Driven Strategy
Recently highlighted evaluating AI-driven transformation as a key topic during a business trip to London and Dublin, indicating it's a current area of strategic focus.
Leadership Education
Recently returned to her alma mater, MIT Sloan, to co-teach a "Seminar in Leadership," demonstrating a personal passion for developing and mentoring leaders.

Media Appearances

The Vanguard Group – Executive Bio, Top Executives, and Transitions – Kaitlyn Caughlin. Featured in Equilar ExecAtlas

See Now

Work History

6-2025
Principal, Head of Vanguard Enterprise Strategy & Transformation at Vanguard
8-2024 - 6-2025
Principal, Global Risk and Security at Vanguard
12-2021 - 8-2024
Principal, Chief Risk Officer for Investment Management Division at Vanguard
3-2020 - 12-2021
Principal, Global Head of Investment Product at Vanguard
3-2018 - 3-2020
Principal, Head of Product Management at Vanguard

Education

2010 - 2012
Master of Business Administration (MBA) from MIT Sloan School of Management
2003 - 2007
B.A. from Pomona College

More Information

Social Presence :

Prographics :

Exp : 18 Location : Malvern, Pennsylvania, United States Job Level : Mid-senior Designation : Principal, Head of Vanguard Enterprise Strategy & Transformation at Vanguard
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Insights For Selling To Kaitlyn

During A Call Or A Meeting

DO's

  • Keep some extra margin in hand as they will likely negotiate the pricing
  • Share as much information as possible regarding your product
  • Tell them that you will come back if you don’t have a good answer for a question

DONT's

  • Don’t overhype the product/pitch, keep it measured
  • Don’t try to be too friendly or informal with them
  • Avoid rushing them, be polite and patient

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Kaitlyn is

  • Ensuring that the product delivers ROI, cost-effective pricing and process compliance are very important for them.
  • Will you ever get a clear answer from Kaitlyn

  • It doesn’t come naturally to them but they can say no if they are not convinced.

Insights For Deal Planning

    How fast (or slow) will Kaitlyn move?

  • If they have the information that they need, they can move fast at making their decisions.
  • Can Kaitlyn take some risk or not?

  • They can take risk if they are convinced that they have analyzed the circumstances well.


You And Kaitlyn

Personality Compatibility


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