top of page
Blog
Search


March to a Million Mission Update: 8 years in 4 to Go
Eight years ago I made a commitment that would end up shaping everything I’ve done since. I called it March to the Million — a commitment to help one million people prepare for the future. Eight years in, four to go.

Greg DuPont
6 days ago3 min read


3 Different Retirement Models: A Case Study
Mark came into our office in his mid-50s with a line I keep hearing from professionals like him. “I don’t want products — I want to understand the strategy.” He’s a long-tenured W-2 professional stepping into a consulting-and-entrepreneurship phase, mid-six-figures in his 401(k), meaningful after-tax assets across whole-life cash value, real-estate equity, and a modest brokerage, 10 to 15 years from full retirement. Sophisticated. Reads pro/con literature. Brings articulate s

Greg DuPont
Aug 64 min read


The Financial Advisor's True Role: A Quarterback
The single most expensive mistake on the list isn’t a portfolio choice or a tax election. It’s the absence of a financial quarterback coordinating across the investment advisor, the CPA, the estate attorney, and the insurance professional. Each is optimizing within their own lane. Nobody is integrating across lanes.

Greg DuPont
Jul 163 min read


What the Lanes Don't See: A Case Study in Financial, Tax and Insurance Integration
Their estate attorney handed them off with two questions. The first was Erin’s: should we buy more life insurance? The second was Dan’s: should we just become completely debt-free?
Both reasonable. Both, answered inside a single lane, wrong.

Greg DuPont
Jul 96 min read


We’ve Given You a Democracy, If You Can Keep It: What the 250th anniversary asks of the work we do for families
The founders knew the system was fragile. They studied history. They understood the gravity that pulls a republic toward chaos on one side and toward total control on the other, and they wrote the architecture knowing humans would have to figure out coexistence in practice, not just in theory.

Greg DuPont
Jul 23 min read


Phantom Stability: Private credit and what’s already in your clients’ 401(k)s
The product behind those headlines is private credit. It’s a $3.5 trillion market most clients have never heard of, and the executive order signed in August of 2025 opened the door to bring it directly to the $13 trillion defined contribution market — meaning the 401(k)s most clients think they understand.

Greg DuPont
Jun 163 min read


When Referral Partnerships Stop Working: What Estate Planning Attorneys Should Do Next
Referral partnerships once felt like the smart way to grow. You sent clients to a financial advisor or insurance agent, they sent business back, and everyone benefited. But through the years, you've also probably noticed some cracks. The referrals slow down. The quality drops. And your revenue starts to feel as unpredictable as the partnerships themselves.
This article explains why referral partnerships often become unreliable and what you can do instead.

Greg DuPont
Jun 126 min read


The Quietest Tax Window You’ll Ever See: Why the bridge years between W-2 and Social Security do more for a plan than most plans use them for
There’s a window most retirement plans don’t even map.
It opens the year a client’s W-2 income stops, and it closes the year Social Security starts. For most of the clients you and I see, that’s somewhere between two and six years of unusually quiet tax air — earned income gone, Social Security not yet on, required minimum distributions still a long way off.

Greg DuPont
Jun 93 min read


Sized to the Bracket: A bridge-years case study in sequencing what the window allows
A couple in their early 60s — came to me in March with a version of a question I bet you’ve heard a hundred times: when is the right time to start converting to Roth?

Greg DuPont
Jun 25 min read
How Human Connection Helps Estate Planning Attorneys Grow
Clients do not make major planning choices based on facts alone. They also respond to trust, clarity, and confidence. For an estate planning attorney who wants to expand into life insurance or broader financial services, that matters. It is often the difference between staying a document provider and becoming a true financial advocate.

Greg DuPont
May 285 min read
Prioritize Client Understanding Before Recommendations: A Better Growth Model for Estate Planning Attorneys
Clarity leads to better client outcomes, stronger trust, higher retention, and more ethical growth. For estate planning attorneys expanding into financial services, this approach reduces pressure, improves confidence, and helps you serve clients as a true financial advocate.

Greg DuPont
May 264 min read


Three Levers, Layered: A case study in PILOT Retirement Process stacking
I isolated the 401(k) and ran the analysis on it alone — leaving the self-directed IRAs, the syndication, and the cash-value insurance explicitly out of the model. That was a deliberate choice, not an oversight. If the 401(k) on its own can carry retirement, everything else becomes upside.

Greg DuPont
May 214 min read


5 Proven Strategies to Seamlessly Integrate Financial Services into Your Law Practice
If you run a successful estate planning firm, you have likely seen the shift already. Clients no longer want estate documents in isolation. They want guidance that connects wills, trusts, beneficiary designations, insurance, and long-term financial goals into one clear plan...In this article, you will learn five practical strategies to integrate financial services into your law practice in a way that is efficient, ethical, and sustainable.

Greg DuPont
May 148 min read


Family Wealth Planning: Two Conversations Advisors Should Lead
Two structured conversations can help professionals move beyond transactions and into true client leadership:
Family Financial Preparedness
Family Financial Priorities

Greg DuPont
May 79 min read


Advocate for Your Client, Not Financial Products
In the world of financial planning, the distinction between advocating for clients versus promoting products is not only significant but crucial for fostering trust and ensuring clients achieve their financial goals.

Greg DuPont
Apr 173 min read


Time Management for Dual-Service Attorneys
Transitioning to a dual-service model doesn't require you to double your working hours. In fact, you may be able to make more money while working less. By integrating financial planning into your existing legal framework, you can achieve consistent growth and increase revenue consistency without sacrificing your work-life balance.

Greg DuPont
Apr 145 min read


Is the Storm on the Horizon? What History, Geopolitics, and the State of Our Republic Mean for Your Financial Future
I wanted to address what I’m hearing from nearly every client right now: a deep, unsettled sense that something big is happening in our country—and uncertainty about what it means for their future.

Greg DuPont
Apr 144 min read


Case Study: Replacing Underperforming Annuities and Idle Savings with a Coordinated Retirement Plan
Robert and Carol are a retired couple in their mid-sixties with a foundation already in place: two annuities paying steady, predictable income that were working exactly as intended. Those contracts were never part of the conversation. What brought them to the table was everything else.

Greg DuPont
Apr 75 min read


Understanding Financial Tools for Retirement Planning
In a recent discussion on the Influential Entrepreneurs podcast, Greg DuPont highlights the critical need for clarity in navigating the complex landscape of retirement planning. By understanding financial tools and their applications, individuals can make informed decisions that align with their goals and risk tolerance.

Greg DuPont
Mar 203 min read


How Technology Convergence Impacts Consumer Finances
Artificial intelligence, robotics, energy systems, autonomous transportation, and digital finance are all advancing rapidly. Individually, each technology could reshape parts of the economy. Together, their interaction may produce much broader effects.

Greg DuPont
Mar 183 min read
bottom of page
