Insights
On building Rothswell, New York insurance regulation and the thinking behind Bobby.
Investment BankingThe 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
AI and CapitalWhere 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
InsuranceThe main ways a New York founder or freelancer can get health coverage, and what to compare before choosing a plan.
5 min read
FinanceWhat private credit is, how it differs from a bank loan, and when a middle-market company might consider it.
5 min read
M&AA 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
M&AThe steps that raise the value of a private company before a sale, from clean financials to management depth and legal housekeeping.
6 min read
BusinessHow a buy-sell agreement settles what happens to an ownership stake when an owner dies, and where life insurance fits.
5 min read
BusinessWhat key person insurance is, how companies size it, and why lenders and investors often ask about it.
4 min read
InsuranceA plain-English comparison of term, whole life and universal life insurance, and the questions that decide which one fits.
5 min read
InsuranceHow 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
Wealth TransferResearch 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
WealthWhy a founder or CEO should keep a personal balance sheet that stands apart from the business, and how to build one.
4 min read
FoundersWhat changes in estate, tax and family planning once a founder turns a company into liquid wealth.
4 min read
BobbyThe reasoning behind a one dollar fee per completed service, instead of a percentage commission.
2 min read
InsuranceA plain-language look at the best-interest standard that applies to life insurance and annuity recommendations in New York.
3 min read
RothswellWhy I am putting asset management, insurance and wealth management under one name, and what is and is not in place today.
3 min read