Oaks Wealth Management

07/02/2026

Jonathan recently shared his expertise in a Kiplinger article, "How to Handle Money Together in a Second Marriage."

Jon spoke to how couples can approach blending money, assets, and expectations with clarity and confidence, especially when each partner is coming into the relationship as a fully formed financial entity, with their own history, habits, and goals.

His biggest piece of advice? Structured, healthy money conversations can open the door to the deeper conversations that really matter.

Link in comments 👇

05/07/2026

Multiple properties, complex corporate benefits, portfolios shaped by decades of market swings...and a retirement dream that finally feels within reach.

James and Charlotte are drawn from the clients Jon and the team at OWM works with every day.

Swipe through their story to see how they got from "almost ready" to a plan that fits the life they've been working toward.

04/28/2026

04/28/2026

A $250,000 gift. Dental school debt. Two kids in private school. A partner track career. And a financial plan that had outgrown their DIY approach.

Veronica and Tony are drawn from the clients Jon and the Oaks Wealth Management team work with every day.

👉 https://www.oakswealthmanagement.com/accumulation

This is what the accumulation stage of life looks like, and why having the right advisor in your corner matters.

04/02/2026

When a client asks you to work with their kids, most advisors say yes without thinking twice. Jonathan makes the case that saying yes without the right structure in place can quietly create fiduciary conflicts, information-sharing risks, and retention problems down the road. In his latest column for Rethinking65, he lays out a repeatable protocol for serving multiple generations. Link to article in comments.