Blog

Forward Thinking

Insights for family financial success

AllEstate PlanningWealth TransferFamily CommunicationFinancial LiteracyNews & Updates
Health Conversations with Aging Parents
Family CommunicationFebruary 9, 2026

Health Conversations with Aging Parents

An often overlooked thread in the inheritance process is our aging parents and grandparents’ health. And while of course there is a financial element here that...

Read more
Not All Assets Are Created Equal
Estate PlanningFebruary 7, 2026

Not All Assets Are Created Equal

Continuing a theme for the past few posts, I’ve been watching a family deal with the loss of their matriarch. Everyone is grieving in their own way, being...

Read more
Suffer with Grace
Family CommunicationFebruary 2, 2026

Suffer with Grace

It’s been a rough few days, as the family I noted in my last post lost their matriarch. I am gutted for each of them, for the family, and for their friends and...

Read more
Family Responses to Tragedy
Family CommunicationJanuary 28, 2026

Family Responses to Tragedy

As some of you may know, I lost my mother in 1998. It’s an experience that has dominated my life, for all of the reasons. I was and am very fortunate that my...

Read more
If You Can Keep Your Head
Estate PlanningJanuary 21, 2026

If You Can Keep Your Head

Like so many, I am a huge fan of Kipling’s If. It’s a pillar of my beliefs and helps remind me where and how to focus my energies. There is an enduring nature...

Read more
How the Wealthy Are Preparing
Estate PlanningJanuary 21, 2026

How the Wealthy Are Preparing

In the best possible way, I had 5+ people send me the WSJ article Gen X and Millennials Will Inherit Trillions in Real Estate Over the Next Decade. Thank you...

Read more
On Being Neighborly
Estate PlanningJanuary 12, 2026

On Being Neighborly

At the end of the process, which took a few hours spread over a few weeks, my friend looked at me and said, “Congratulations, you now have a new trust. Next...

Read more
Tips for Tough Conversations with Aging Parents
Estate PlanningJanuary 9, 2026

Tips for Tough Conversations with Aging Parents

A rather lovely human (you know who you are!) sent me the article 5 Tips for Tough Conversations with Aging Parents from her local news. The advice from Karen...

Read more
On Leadership to Survive Chaos
Estate PlanningJanuary 5, 2026

On Leadership to Survive Chaos

As many of you know / remember, this week marks the one year anniversary of the Eaton Canyon and Palisades fires. Being founded and headquartered in Los...

Read more
What to Expect from Forward
Estate PlanningJanuary 3, 2026

What to Expect from Forward

Welcome to 2026! On behalf of everyone at Forward, we are honored to serve and help families move forward! As we expand our Home Equity Investment operations...

Read more
Passing Down More Than Just Stuff
Family CommunicationDecember 31, 2025

Passing Down More Than Just Stuff

Passing Down More Than Just StuffDec 31, 2025Happy New Year’s Eve! Before we celebrate the year that was and anticipate the year upcoming, I wanted to briefly...

Read more
Three Ways to Protect Your Inheritance
Estate PlanningDecember 26, 2025

Three Ways to Protect Your Inheritance

Wishing everyone a wonderful festive season, and I hope it brings you peace and joy. Business Insider ran an article on Christmas Day which I will share below....

Read more
Purposeful Conversations during the Holidays
Estate PlanningDecember 22, 2025

Purposeful Conversations during the Holidays

We are well within the festive season, and on behalf of everyone at Forward, however you choose to celebrate, we wish you and yours a lovely holiday. If your...

Read more
The Talk - Part 3
Estate PlanningDecember 19, 2025

The Talk - Part 3

One of the recurring themes of these posts (and life) is Harder Now, Easier Later or Easier Now, Harder Later. You get to choose, but the bill always comes...

Read more
Inheritance...But When?
Estate PlanningDecember 17, 2025

Inheritance...But When?

Inheritance...But When?Dec 17, 2025I have been quoting @KurtSupeCPA via X often in these posts, as I find his perspective to be interesting and helpful. I came...

Read more
Live Your Legacy - Part 3
Estate PlanningDecember 15, 2025

Live Your Legacy - Part 3

We have talked before about how Mom and Dad can Live Their Legacy, Not Just Leave It. It’s a beautiful concept that allows Mom and Dad to enjoy the just...

Read more
Solving the King Lear Problem
Estate PlanningDecember 12, 2025

Solving the King Lear Problem

The article highlights three main reasons why allowing the Next Generation to access a portion of their future inheritance today is valuable for the family:...

Read more
Death and Taxes - Part 2
Estate PlanningDecember 8, 2025

Death and Taxes - Part 2

“A growing number of older homeowners are subject to the capital gains tax on home sales. Some baby boomers say they're holding onto their homes so their kids...

Read more
Death and Taxes - Part 1
Estate PlanningDecember 5, 2025

Death and Taxes - Part 1

In prior posts I’ve referenced The Talk I had with my father, and one of the massive insights that is obvious in hindsight but I didn’t fully appreciate at the...

Read more
Be a Warrior in the Garden
Estate PlanningDecember 2, 2025

Be a Warrior in the Garden

I came across a post by Sahil Bloom on X this morning, and the key insight struck me: “It’s better to be a warrior in the garden than a gardener at war.”...

Read more
Live Your Legacy - Part 2
Wealth TransferDecember 1, 2025

Live Your Legacy - Part 2

Echoing my quick Black Friday post, here’s another short one inspired by @unusual_whales on X (fka Twitter):“A record 32% of household wealth is now held by...

Read more
Live Your Legacy
Wealth TransferNovember 28, 2025

Live Your Legacy

Quick post on a Black Friday courtesy of @KurtSupeCPA on X (fka Twitter) who outlines a perfect case of our parents Living Their Legacy, Not Just Leaving It....

Read more
"The Hypothetical" Approach
Estate PlanningNovember 26, 2025

"The Hypothetical" Approach

As we approach Thanksgiving, we are delivering the fifth and final installment of conversation starters with our parents about their estate, and we do so via a...

Read more
"Professional Third Party" Approach
Estate PlanningNovember 24, 2025

"Professional Third Party" Approach

Continuing on the series about conversation starters with our parents about our future inheritance, sometimes the right approach is the profession one....

Read more
"Help Me Help You" Approach
Estate PlanningNovember 21, 2025

"Help Me Help You" Approach

Happy Friday and welcome to post 3 of 5 on conversation starters we can have with Mom and Day about their estate preparation. Channeling our inner Jerry...

Read more
"Focus on Wishes, Not Wealth" Approach
Estate PlanningNovember 20, 2025

"Focus on Wishes, Not Wealth" Approach

“2. The "Focus on Wishes, Not Wealth" Approach (The Legacy Opener) This approach focuses on his values and desires, which are generally easier and more...

Read more
"Starting with my Own" Approach
Estate PlanningNovember 17, 2025

"Starting with my Own" Approach

It was fun to explore five conversation starter strategies courtesy of Gemini last week. Since those were overviews, some have asked if we could dive deeper...

Read more
Generational Financial Conversations
Estate PlanningNovember 14, 2025

Generational Financial Conversations

This can be daunting, but we can navigate them well. So where do we begin? With AI, of course! ;-) According to Gemini (edited for brevity): Approaching these...

Read more
Passing Down Real Estate
Estate PlanningNovember 10, 2025

Passing Down Real Estate

As we continue to think about generational wealth transfer, Boomer realities, Next Gen realities, and the process, one of the things we can all do is...

Read more
If Only...
Wealth TransferOctober 31, 2025

If Only...

Happy Halloween! And not to spook anyone, but according to our friends at The Morning Brew, “We regret to inform you that the kids are not all right—and by...

Read more
Boomer Realities
Estate PlanningOctober 28, 2025

Boomer Realities

As we explore the themes around The Greatest Wealth Transfer in Human History, a few folks have asked me how our parents and grandparents might respond to...

Read more
Healthspan
Estate PlanningOctober 24, 2025

Healthspan

I was very fortunate to attend a Healthspan event this week, focusing on multiple levels of wellness, from brain function to body health to biome diversity to...

Read more
Household as a Percentage of Wealth
Wealth TransferOctober 21, 2025

Household as a Percentage of Wealth

Our parents and grandparents have, generally speaking, won at the game of life. The standard of living from when they were born to today is astounding. They...

Read more
Hard Conversation Around Inheritance
Estate PlanningOctober 17, 2025

Hard Conversation Around Inheritance

A friend recently pointed me to the thorough research done by The Milken Institute...

Read more
Negotiating Inheritance Part 2
Estate PlanningOctober 13, 2025

Negotiating Inheritance Part 2

Alliance Bernstein shared a great piece called The Big Reveal: Unveiling the Extent of Your Wealth to Your Heirs...

Read more
Negotiating Inheritance
Estate PlanningOctober 7, 2025

Negotiating Inheritance

"As housing stress and cost-of-living pressures mount, adult children are asking parents to unlock their wealth early — or to stop spending it," per Bloomberg...

Read more
Co-Buying Real Estate
Estate PlanningOctober 3, 2025

Co-Buying Real Estate

Continuing to learn from the NPR series Cost of Living: The Price We Pay, there is an article “Why friends are teaming up to buy homes” which highlights the...

Read more
More on Real Estate
Estate PlanningSeptember 30, 2025

More on Real Estate

There is a new NPR's series Cost of Living: The Price We Pay which is examining the economic realities of 2025. It’s fascinating and heartbreaking and...

Read more
Real Estate
Estate PlanningSeptember 26, 2025

Real Estate

This situation is untenable and flies in the face of The American Dream. Many are trying to help, but perhaps it’s a good idea to take a step back and...

Read more
Data on the State of Play
Estate PlanningSeptember 22, 2025

Data on the State of Play

Below are some interesting data points on the current state of play for the largest generational wealth transfer in human history. Balancing these facts with...

Read more
This Is About All of Us
Estate PlanningSeptember 16, 2025

This Is About All of Us

First, truly appreciate the kind notes and support from the last post. But these posts aren’t about me, they are about all of us.Throughout the years, I’ve...

Read more
Probate Advance Solutions
Estate PlanningSeptember 9, 2025

Probate Advance Solutions

Continuing to explore the probate space a little bit, this seems like a big, nebulous part of society that is a social good which will always exist, and likely...

Read more
Probate Items
Estate PlanningSeptember 5, 2025

Probate Items

Estates, Probate, and Trusts, ohmy! I learned from an estate resolution attorney this week that it costs hundreds of thousands of dollars to dispute a will,...

Read more
What Is an Inheritance
Estate PlanningSeptember 2, 2025

What Is an Inheritance

“What is an inheritance, anyway?” It is such a rhetorical question, yet when was the last time we stopped to actually answer it thoughtfully? Or objectively,...

Read more
Modern Inheritance
Wealth TransferAugust 29, 2025

Modern Inheritance

There’s a clear reason that modern inheritance is trickier than previous generations – people are living a lot longer than they used to:In 1950, the typical US...

Read more
The Great Wealth Transfer
Estate PlanningAugust 26, 2025

The Great Wealth Transfer

While I’ve been rather public about what my family is going through, I would like to zoom out for a bit and (re)share some thinking from our friends at Alts,...

Read more
Forward Is For Everyone
Estate PlanningAugust 23, 2025

Forward Is For Everyone

I’ve been focused on my family, which is the fundamental reason we’ve started Forward. But I would like to widen the aperture while staying rooted in the...

Read more
Health Scares
Estate PlanningAugust 22, 2025

Health Scares

File this in the “Hey Simulation, this is a little on the nose” category: My father went in for a routine procedure, and it was enough of a big deal that two...

Read more
The Second Talk
Estate PlanningAugust 19, 2025

The Second Talk

A couple of days after having The Talk with my father, I called to let him know how proud I was of him and how well he handled himself. I was impressed. He...

Read more
The Talk
Estate PlanningAugust 15, 2025

The Talk

I've been thinking a lot about family planning, and I had The Talk recently. You know the one: I had The Talk with my 81 year old father. We had The Talk about...

Read more
Welcome to Forward
Estate PlanningAugust 12, 2025

Welcome to Forward

Welcome to ForwardAug 12, 2025Welcome to Forward! We help families with their inheritance and generational wealth transfer. We do this in a variety of ways,...

Read more

Ready to get started?

See if you prequalify in just a few minutes. It's free and won't affect your credit score.

Start your application