THE DARK SIDE OF MONEY
About this Event
Most finance events tell you what to do. This one tells you what nobody else will.
Money is the number one source of stress for almost every adult, and almost nobody talks about it honestly. Not with friends. Not with family. Not with employers or business partners. There’s too much shame attached to the questions, too much fear of being judged, and too many people selling something for the real conversation to ever happen.
The Dark Side of Money is the room where that conversation happens. No pitches. No products. No “simple tips and tricks.” Just professionals and real people sharing the hidden risks, the cautionary tales, and the lived experiences that almost nobody is willing to say out loud.
What this event is about
This is a monthly community event for people who already know the financial world doesn’t quite work the way they were told it would. The taxes that take more than they thought. The estate process that took eighteen months to resolve. The injury that ended a career and the disability coverage that wasn’t there. The business partnership that fell apart. The divorce that turned ugly. The bank accounts that got frozen the week the bills were due.
Each month, a different professional or panel takes the floor to share the part of their field most people never get to hear. Not as a sales pitch. Not as a polished keynote. As a real conversation about what goes wrong, what to watch for, and what you can actually do about it.
This is not financial advice. It is the conversation that comes before financial advice. The one that helps you ask better questions and recognize what you’re looking at when something feels off.
What to Expect
• A featured speaker or panel each month, drawn from real practitioners in finance, tax, estate, law, and adjacent fields
• Honest talk about pitfalls, traps, and the structural realities most events skip
• A live Q&A where you can ask the hard questions, including anonymously through a form if that’s easier
• Time before and after the program to mingle, meet other attendees, or speak with the professionals directly
• A relaxed, low pressure atmosphere. No one is going to corner you with a pitch.
• Free admission and a casual dress code. Show up the way you are.
Who This Is For
Anyone who has felt the financial world is stacked against them and wants to understand why. Tradespeople, small business owners, professionals, contractors, salaried employees, parents, retirees. High earners who haven’t built wealth yet. People living paycheck to paycheck. People who have lived both and still feel underprepared.
The struggle looks different at different income levels. The underlying questions are the same.
Who this is not for
Anyone looking for a sales pitch in disguise. Anyone who wants someone to tell them exactly what to buy. Anyone who has decided the system can’t be navigated and has no interest in trying. The room is built for people who want to make a change and are willing to listen first.
Why this event exists
The hosts of The Dark Side of Money have all been through the dark corners themselves. The work injuries and the inadequate disability coverage. The business that succeeded and the one that didn’t. The estate that locked up the family’s money for a year and a half. The divorce. The partnership breakups. The paycheck to paycheck stretches and the high earning stretches that still didn’t add up to real wealth.
They saw the same patterns repeating in the people around them, and noticed that the events meant to help mostly weren’t helping. So they built the room they wished had existed. Honest. Practical. Free. No pitch attached.
The conversation nobody else is having. Now you don’t have to have it alone.
Where is it happening?
Event Location & Nearby Stays:
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