• Home
  • Latest
  • Fortune 500
  • Finance
  • Tech
  • Leadership
  • Lifestyle
  • Rankings
  • Multimedia
CommentaryWealth

Navigating the Great Wealth Transfer: building confidence across generations

By
Massy Williams
Massy Williams
Down Arrow Button Icon
By
Massy Williams
Massy Williams
Down Arrow Button Icon
November 27, 2025, 9:00 AM ET
Massy Williams
Massy Williams, principal, head of Wealth Management, Vanguard.courtesy of Vanguard

Over the next 25 years, nearly $124 trillion will change hands, marking the largest wealth transfer in history, according to Cerulli Associates. This transition will happen in stages: first to spouses (predominantly women), then to Gen X, Millennials, and Gen Z.

Recommended Video

Yet with so much information—and so many competing voices—many inheritors won’t know where to begin. Financial jargon, complex strategies, and a lack of trusted relationships often leave individuals feeling overwhelmed. Confidence suffers when expectations aren’t met because every investor engages with wealth differently. That’s why families need tailored tools, conversations, and strategies to feel prepared.

Let’s explore the challenges inheritors may face, and practical actions families can take to navigate this journey with clarity and confidence.

Family Dynamics: Talk about wealth, early!

Families must proactively pursue conversation and connections ahead of the wealth transfer event. While it can be incredibly difficult to think about wealth and death, we’ve seen tremendous success when families discuss the values first (not the dollars), communicate the intentions of their wealth, and bring the inheritors into the dialogue early and often. Better yet, rehearse the transfer. Families that practice the plan by walking heirs through what would happen at incapacity or death reduce chaos and the stress for the people left behind because it’s one less thing they must figure out while grieving. It is with that thought in mind that my husband and I had this emotionally charged conversation not only with our boys, but also with their godparents. These are complex topics, and investors do not have to do it alone. The right wealth manager will guide you through this. 

Women: Leading the wealth transfer

Women are statistically more likely to outlive their husbands, and Cerulli reports that nearly $40 trillion will first be transferred to widowed women. Yet many feel unprepared because they’ve never had to manage the details of family finances. The barrier isn’t just access—it’s confidence. That starts with building financial acumen before stepping into conversations. Here’s how to flip the script:

  1. Build Your Financial Readiness First – Learn the basics of investments, taxes, and estate plans. Even a foundational understanding changes the dynamic from intimidating to empowering. 
  2. Get Involved Early – Once you have the knowledge, join discussions with your wealth advisor and ask questions. Engagement becomes easier when you feel informed.
  3. Turn On Your Superpower – Bring your perspective—clarity, transparency, and emotional intelligence—to make wealth conversations collaborative and values-driven.

Here, too, a good wealth manager will enable these discussions. For example, at Vanguard, our Women and Financial Empowerment program provides education and resources so women can gain the confidence and skills to lead their financial future—not just inherit it.

Next-gen HNWIs: Evolving expectations 

Over the next several years, wealth inheritance among next-gen, high-net-worth individuals (HNWI) will accelerate, bringing with it complex decisions around taxes, estate planning, succession planning and preserving wealth. To successfully navigate those wealth transfer events, next-gen will expect an evolved service and engagement model.  

My two sons, both Gen Z, remind me daily that methods of communication are changing. They digest information in short, frequent volumes, often via social media. And they’re not alone. If you’re a Gen X or Millennial, you are likely to value some version of the same, expecting seamless, tech-driven experiences with transparency and speed.

Beyond the medium of communication, next-gen HNWIs also expect customized products and services from wealth managers such as alternative investments or tailored value-added solutions and personalized guidance on things like private equity, margin strategies, and advanced tax and estate planning. The right strategies can help minimize tax burdens, prevent family disputes, and protect assets from legal or financial risks. It is important to work with a trusted advisor to create a holistic plan, encourage open family discussion, and build financial literacy to help preserve family assets.

A blueprint for all

Inheriting wealth is inherently personal, emotional, and complex. Choose a trusted advisor who prioritizes your long-term goals over short-term gains and provides more than investment guidance. A partner who understands your values and stands by you to navigate complex financial questions is essential.

Discuss inheritance early and often. Don’t assume others know what matters to you. While these conversations can often be uncomfortable, honest conversations with family prevent misunderstandings and ensure your wealth strategy reflects the priorities and values of all. 

Your family’s wealth is a tool to help you live your values and create your legacy. A clear plan aligns your financial strategy with what matters most, whether that’s security, philanthropy, or growth.

Financial advice isn’t just about numbers. It’s about confidence, clarity, and time saved. Our research shows that working with an advisor can help investors stay disciplined, avoid costly mistakes, save time, and feel more secure about their future.

The opinions expressed in Fortune.com commentary pieces are solely the views of their authors and do not necessarily reflect the opinions and beliefs of Fortune.

Join us at the Fortune Workplace Innovation Summit May 19–20, 2026, in Atlanta. The next era of workplace innovation is here—and the old playbook is being rewritten. At this exclusive, high-energy event, the world’s most innovative leaders will convene to explore how AI, humanity, and strategy converge to redefine, again, the future of work. Register now.
About the Author
By Massy Williams
See full bioRight Arrow Button Icon

Latest in Commentary

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025

Most Popular

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Fortune Secondary Logo
Rankings
  • 100 Best Companies
  • Fortune 500
  • Global 500
  • Fortune 500 Europe
  • Most Powerful Women
  • Future 50
  • World’s Most Admired Companies
  • See All Rankings
Sections
  • Finance
  • Fortune Crypto
  • Features
  • Leadership
  • Health
  • Commentary
  • Success
  • Retail
  • Mpw
  • Tech
  • Lifestyle
  • CEO Initiative
  • Asia
  • Politics
  • Conferences
  • Europe
  • Newsletters
  • Personal Finance
  • Environment
  • Magazine
  • Education
Customer Support
  • Frequently Asked Questions
  • Customer Service Portal
  • Privacy Policy
  • Terms Of Use
  • Single Issues For Purchase
  • International Print
Commercial Services
  • Advertising
  • Fortune Brand Studio
  • Fortune Analytics
  • Fortune Conferences
  • Business Development
About Us
  • About Us
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map
Fortune Secondary Logo
  • About Us
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map
  • Facebook icon
  • Twitter icon
  • LinkedIn icon
  • Instagram icon
  • Pinterest icon
Massy Williams, CFA is a Principal and Head of Vanguard’s Wealth Management business. Prior to this role, Ms. Williams has held various leadership roles within Vanguard, including Head of Retail Relationship Management and Sales, Head of Financial Advisors Services Strategic Operations, Key Accounts Bank Sales Manager, Manager of the Fixed Income and Equity Security Valuation teams, Department Head of the Central Investment-Only RM team in the Institutional Investor Group and Head of Vanguard Global Securities Lending program, where she had oversight for trading, operations, systems, risk management, and client support. 

Latest in Commentary

putin
CommentaryRussia
Exclusive analysis: we looked at the 400 western firms still in Russia. Their paltry size strips Putin’s bluff bare naked
By Jeffrey Sonnenfeld, Stephen Henriques, Jake Waldinger and Giuseppe ScottoFebruary 27, 2026
9 hours ago
roth
CommentaryLeadership
The AI resource reallocation challenge: How can companies capture the value of time?
By Erik RothFebruary 27, 2026
11 hours ago
will
CommentaryAdvertising
I’m one of America’s top pollsters and I’ve got a warning for the AI companies: customers aren’t sold on ads
By Will JohnsonFebruary 27, 2026
14 hours ago
the pitt
CommentaryDEI
‘The Pitt’: a masterclass display of DEI in action 
By Robert RabenFebruary 26, 2026
1 day ago
david booth
CommentaryMarkets
3 lessons from investing’s ‘moneyball’ moment
By David BoothFebruary 25, 2026
2 days ago
CommentaryCulture
Gen Z’s enthusiasm for all things touchable is resurrecting the analog economy—and costing parents
By Luba KassovaFebruary 24, 2026
3 days ago

Most Popular

placeholder alt text
Innovation
An MIT roboticist who cofounded bankrupt robot vacuum maker iRobot says Elon Musk’s vision of humanoid robot assistants is ‘pure fantasy thinking’
By Marco Quiroz-GutierrezFebruary 25, 2026
2 days ago
placeholder alt text
Success
Jeff Bezos says being lazy, not working hard, is the root of anxiety: ‘The stress goes away the second I take that first step’
By Sydney LakeFebruary 25, 2026
2 days ago
placeholder alt text
Economy
Trump claims America is ‘winning so much.’ The IMF agrees, adding that Trump’s trade policies are the only thing holding it back from even more
By Tristan BoveFebruary 26, 2026
1 day ago
placeholder alt text
Commentary
'The Pitt': a masterclass display of DEI in action 
By Robert RabenFebruary 26, 2026
1 day ago
placeholder alt text
Success
Gen Z Olympic champion Eileen Gu says she rewires her brain daily to be more successful—and multimillionaire founder Arianna Huffington says it really does work
By Orianna Rosa RoyleFebruary 25, 2026
2 days ago
placeholder alt text
Economy
It’s more than George Clooney moving to France: America is becoming the ‘uncool’ country that people want to move away from
By Nick LichtenbergFebruary 27, 2026
14 hours ago

© 2026 Fortune Media IP Limited. All Rights Reserved. Use of this site constitutes acceptance of our Terms of Use and Privacy Policy | CA Notice at Collection and Privacy Notice | Do Not Sell/Share My Personal Information
FORTUNE is a trademark of Fortune Media IP Limited, registered in the U.S. and other countries. FORTUNE may receive compensation for some links to products and services on this website. Offers may be subject to change without notice.