Connor McCullough - Northwestern Mutual

Connor McCullough - Northwestern Mutual Consultant and Advisor to Entrepreneurs, Pre-Retirees, and Established Families

Experience the personalized touch of a boutique firm, backed by the strength of a Fortune 500 powerhouse.

A physician we work with, a hospitalist who also advises a health-tech startup, came to us holding stock options nobody ...
10/08/2026

A physician we work with, a hospitalist who also advises a health-tech startup, came to us holding stock options nobody had ever clearly explained to her.

She'd been granted them two years earlier as part of her advisory role. Nobody mentioned there was a narrow window, tied to exercising early, that could have meaningfully changed how those options were eventually taxed. By the time she started working with us, that window had already closed on her earliest grants.

This isn't rare. Physicians increasingly sit on advisory boards, consult for medtech companies, or hold equity from a practice sale, and most financial guidance aimed at physicians never touches equity compensation at all, because it's assumed to be someone else's problem.

If you're holding any kind of startup equity or options alongside your medical career, has anyone actually walked you through the mechanics, or did it just arrive in an email you filed away?

Here’s everything you need to know about your first appointment with me. It’s straightforward, simple, and easy. Let’s g...
10/07/2026

Here’s everything you need to know about your first appointment with me. It’s straightforward, simple, and easy. Let’s get started.

During a surgeon's first meeting with us, we found something more common than you'd think: her CPA filed her taxes every...
10/07/2026

During a surgeon's first meeting with us, we found something more common than you'd think: her CPA filed her taxes every April. Her estate attorney drafted a trust that fall. Her investment advisor rebalanced her portfolio in between. None of the three had ever spoken to each other, not once, in four years.

Nobody did anything wrong individually. Each one did competent, specific work in their own lane. But her trust named beneficiaries that didn't match her actual accounts. Her tax return missed a deduction her own estate structure was supposed to create. Small gaps, the kind that only show up when someone is actually looking across all three at once.

Most people assume their financial team talks to each other. Usually, they don't, not from negligence, but because coordinating across all of them was never specifically anyone's job.

If you have a CPA, an attorney, and an advisor right now, when's the last time any two of them were actually on the same call?

A physician who came to us had been with the same advisor for six years. Quarterly statements. A rebalanced portfolio. A...
10/06/2026

A physician who came to us had been with the same advisor for six years. Quarterly statements. A rebalanced portfolio. A review call every January.

What never happened, in six years: a conversation about his disability coverage. A look at his employment contract. Any mention of what would happen to his practice equity if he left. A single question about his actual goals beyond how the market was doing.

His portfolio was fine: diversified, reasonably allocated, nothing alarming. But managing a portfolio isn't the same as building a plan, and for six years he'd been paying for the first thing while assuming he was getting the second.

Investment management is a real, valuable service. But on its own, disconnected from the rest of someone's financial life, the contract, the insurance, the tax picture, the practice decisions, it's a commodity. The actual value shows up when someone is looking at the whole picture, not just the account balance.

If investment management is the only thing your advisor does for you, worth asking: what would they actually say if you brought up your disability coverage, tax planning, or your contract, right now?

Inflation remains sticky and consumers continue to spend. Here’s what the latest data may mean for investors and why a d...
10/06/2026

Inflation remains sticky and consumers continue to spend. Here’s what the latest data may mean for investors and why a diversified plan can help navigate uncertainty. http://spr.ly/6181BGLtcN

10/02/2026

When you’re feeling like life is a little off-balance, remember—you can’t control everything, but you can control your financial plan. Let’s get started on yours today.

Economic growth remains strong, but rising interest rates and inflation pressures are creating new risks for investors. ...
09/29/2026

Economic growth remains strong, but rising interest rates and inflation pressures are creating new risks for investors. See the latest market commentary from Northwestern Mutual Wealth Management CIO Brent Schutte. http://spr.ly/6182BGU21C

No one can predict exactly what retirement will look like. That’s why having a plan that can adapt matters. Let’s talk a...
09/29/2026

No one can predict exactly what retirement will look like. That’s why having a plan that can adapt matters. Let’s talk about ways to create flexibility and confidence for whatever retirement brings. http://spr.ly/6188BGdY3j

09/28/2026

Financial spirals were so last year. I’m ready to meet you where you are, ask better questions and uncover more opportunities to help you flourish.

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