It works if
You can sit across from someone earning more than you and hold the room. You are genuinely curious about how money works, and you would rather tell a client something true than something comfortable. You can take a slow first year.
WestBerry Financial Group builds retirement and protection plans for high-income families in Tampa and Chicago. We train a small number of new planners each year — in real client meetings, not in a group chat.
You can sit across from someone earning more than you and hold the room. You are genuinely curious about how money works, and you would rather tell a client something true than something comfortable. You can take a slow first year.
You want a salary, a fixed schedule, or a script. Compensation is commission and the work is face-to-face. Getting started is fast — the licence moves as quickly as you do. Building something that still pays you in ten years is the part that takes time, and that is the entire point.
Planning, not pitching. Our clients are households with real assets and real exposure — and usually no coherent plan tying the two together.
Most families arrive with a pile of accounts and no answer to the only question that matters: what does this actually pay me every month, for how long, and what happens if I live to ninety-five? You build that answer with them.
Life insurance is the part of the plan that holds when someone dies too early or lives too long. Term, permanent, indexed — the right structure depends on the plan, which is why the plan comes first.
High earners are rarely short of income. They're short of tax-efficient income later. Where money sits matters as much as how much of it there is.
A plan written once and filed is worthless. Clients come back yearly — jobs change, parents get sick, businesses sell. The relationship is the job.
This is not a door-knocking book. Our clients have income, assets, and something that falls apart if nobody plans for it.
Physicians, engineers, senior managers — high W-2 income, a 401(k) they have never really looked at, and fifteen years to get it right.
Most of their net worth is in one illiquid thing. Succession, key-person exposure, and a retirement that depends entirely on a sale going well.
Close enough to retirement that the decisions are real, far enough that there is still time to change the outcome.
Four steps. No part of this is a secret.
A real conversation, both directions. You find out what the work is; we find out whether you would be good at it. Most people who apply get a call within a day.
A state life insurance licence — a course, an exam, and a background check. How fast you get through it is up to you. We will tell you exactly what to study and what to skip.
You sit in on real client meetings — the fact-find, the analysis, the delivery. You will build plans under supervision long before you present one alone. What takes time is judgement, and judgement is not taught in a slide deck.
Your own clients, your own reviews, your own renewals. Support doesn't stop the day you start writing business on your own — it just changes shape.
Seven questions, about a minute. Answer them honestly — this is what decides whether we both spend an hour on a call.