High Net Worth Services
Clarity When the Decisions Get Complicated
As net worth grows, the choices in front of you get harder — and more expensive to get wrong. We help families, executives, and business owners understand every option clearly before committing to one.
Professionals, Executives, and the Families Behind Them
A large share of our work is with households whose finances stopped fitting simple answers years ago — physicians and attorneys with concentrated earnings, executives holding equity they cannot freely sell, founders looking at an exit, and families already thinking a generation ahead.
Several of these relationships now include parents, adult children, and the businesses in between. The strategies become more advanced as the balance sheet grows, but the objective does not change: keep your money pointed at the life you actually want, and keep taxes from quietly taking the difference.
For High-Net-Worth Households, Some of This Will Sound Familiar
Most people who call us are not looking for one more investment idea. They are looking for someone to make sense of everything they already have.
Taxes have become the largest line item
Your effective rate has climbed year after year, and no one has laid out a coordinated plan across your income, your portfolio, and your eventual estate to bring it back down.
You hold something you cannot sell cleanly
Company stock, a real estate position, or a closely held business with a low cost basis — and the capital gains bill is the reason the decision keeps getting postponed.
Good pieces that were never assembled
A retirement plan here, a trust drafted years ago, insurance bought for a situation that has since changed, and a CPA who has never spoken with your attorney.
You want fewer decisions, not more options
At this level you can afford to do almost anything. What is genuinely useful is a shorter list of the things actually worth doing, and a clear reason behind each one.
You would rather have one relationship than five vendors
Someone who understands the entire picture and coordinates the specialists around it — instead of handing you five separate opinions and leaving you to reconcile them on a weekend.
Selling a Highly Appreciated Asset
There is rarely one right way to unwind a concentrated position. There are several, they produce very different tax outcomes, and the choice usually has to be made before the sale, not after.
The guide walks through eight strategies used to reduce the capital gains bill on a large sale, and how to tell which one fits your situation:
- How spreading a sale across future tax years changes what you actually keep — with a worked example of a $2 million sale
- Which strategies apply to a business, to real estate, to securities and to farmland — and why they are not interchangeable
- Seven questions to work through with your advisor and your tax professional before committing to any of them
One Plan, and Every Advisor Working From It
The best outcomes we have seen did not come from a single clever idea. They came from your CPA, your estate attorney, and your advisor working from the same facts, in the same order, toward the same result. We are usually the ones holding that thread — and we are glad to work alongside professionals you already trust.
Sales of highly appreciated assets
Modeling the after-tax result of each realistic path before a concentrated position is unwound, so the decision is made on numbers rather than on timing pressure.
Business succession and exit planning
Preparing the balance sheet, the entity, and the family for a liquidity event well before a letter of intent arrives, when there is still room to change the outcome.
Advanced estate and legacy strategy
Coordinating trusts, beneficiary structures, and lifetime gifting with your attorney so that what transfers, and to whom, reflects a decision rather than a default.
Charitable and philanthropic giving
Structuring giving so that the causes you care about and your tax picture are working with each other, including timing, funding source, and vehicle.
You did the hard part building it. Our job is to see that it works just as deliberately as you did.
Penmar Wealth Management does not provide tax or legal advice. The strategies described on this page are general in nature, may not be suitable for your circumstances, and depend on facts specific to you. Please consult your tax professional and attorney before acting on anything described here. Investing involves risk, including the possible loss of principal. No strategy assures a profit or protects against loss.
Your Next Step
Anyone seeking more clarity around investments or financial planning is welcome to schedule an introductory call. There is no cost or obligation. The call provides an opportunity to understand the firm’s approach and determine whether the partnership feels like a good fit.
Selling a Highly Appreciated Asset
Tell us where to send it and it is yours right away. We will not share your details.
By requesting this guide you agree to be contacted by Penmar Wealth Management. This guide is educational and is not investment, tax, or legal advice.