Insights

Writing

On building Rothswell, New York insurance regulation and the thinking behind Bobby.

Technician with laptop working on server rack at NERSCInvestment Banking

How data centers get financed: an investment banker's view

The capital stack behind a modern data center, what lenders actually underwrite, and what a sponsor should have ready before going to market.

7 min read
Transmission substation near Bayfield, ColoradoAI and Capital

Where AI is shaping capital deployment: data centers, energy and advanced manufacturing

Where artificial intelligence is already moving real capital, where it is running into physical limits, and where it is still missing from the deal process.

6 min read
StethoscopeInsurance

Health insurance for self-employed founders in New York

The main ways a New York founder or freelancer can get health coverage, and what to compare before choosing a plan.

5 min read
Two 20 kronor gold coinsFinance

Private credit explained for business owners

What private credit is, how it differs from a bank loan, and when a middle-market company might consider it.

5 min read
Escalier monumental, Neue Burg, ViennaM&A

How a middle-market company sale process works, step by step

A walk through the stages of selling a private company, from the first buyer conversations to closing, and where owners most often stumble.

6 min read
Washington Gas Building, 1100 H St. NWM&A

How to prepare your company for sale: a twelve-month checklist

The steps that raise the value of a private company before a sale, from clean financials to management depth and legal housekeeping.

6 min read
NPG-AD NPG 2021 1 intBusiness

Buy-sell agreements and how life insurance can fund them

How a buy-sell agreement settles what happens to an ownership stake when an owner dies, and where life insurance fits.

5 min read
Chess Piece, King, Metropolitan Museum of ArtBusiness

Key person insurance: protecting the company if a founder is lost

What key person insurance is, how companies size it, and why lenders and investors often ask about it.

4 min read
Sunset on plane (Unsplash)Insurance

Term, whole and universal life insurance explained

A plain-English comparison of term, whole life and universal life insurance, and the questions that decide which one fits.

5 min read
Desk and bookcase, Cleveland Museum of ArtInsurance

Life insurance and estate planning for business owners

How life insurance gives a business owner's estate cash when it is needed most, and what to coordinate with your attorney and accountant.

5 min read
Brooklyn Bridge at nightWealth Transfer

The great wealth transfer: what $124 trillion changing hands means for families

Research estimates that more than $100 trillion will pass between generations in the United States over the next two decades. Here is what that asks of families and advisers.

4 min read
Gold sovereigns, Branch MintWealth

Managing and growing wealth while you still run the company

Why a founder or CEO should keep a personal balance sheet that stands apart from the business, and how to build one.

4 min read
Sunset Key and sailboats, FloridaFounders

Succession planning for founders who have just sold

What changes in estate, tax and family planning once a founder turns a company into liquid wealth.

4 min read
Yellow taxi cab from aboveBobby

Why Bobby charges providers a flat dollar

The reasoning behind a one dollar fee per completed service, instead of a percentage commission.

2 min read
Hong Kong and the Scales of JusticeInsurance

What New York's Regulation 187 means when you buy life insurance

A plain-language look at the best-interest standard that applies to life insurance and annuity recommendations in New York.

3 min read
Panorama of Brooklyn Bridge and ManhattanRothswell

Why Rothswell is being built as one platform

Why I am putting asset management, insurance and wealth management under one name, and what is and is not in place today.

3 min read