OBR Investing


OBR Origins

Outer Boston Region Investing, better known as OBR Investing, is a Boston-based financial-media company guiding the retail investor’s experience among the U.S. equity market and other alternative-asset driven marketplaces. The company cultivates a global community of both incoming and seasoned investors with a seamless, vibrant platform.

Here at OBR, we will never touch your money. We simply provide a community in which traders of all levels may share insights, provide assistance and keep up to date on current market trends. Our goal is for you to learn, succeed, and most importantly, feel at home. This isn’t some get-rich-quick scheme and we will never sell you any pump-n-dump. If we don’t believe in it ourselves, we won’t promote it to you.

What We've Accomplished

Nov. 21, 2021

The Blue Check

First in our field to get verified on TikTok.

June 1, 2021

Company-Wide Rebranding

Each member on our staff team worked day and night to unify the essence of OBR. 

April 26, 2021

10,000 Members

Building an ever-growing, vibrant community.

April 19, 2021

Officially an LLC

OBR Investing officially registered as an LLC under the state of New Jersey. 

Oct. 14, 2020

The Birth of OBR

“Let’s just start a Discord”

A Community Made Up Of

1 +
"Hey Guys, I joined OBR a couple months ago but never actually started trading until like a month ago since I didn't really know what I was doing. But this group has helped me so much with growing my portfolio. Once the premium was out I signed up right away and I gained like 1k from these last 5 days. Just wanted to thank you guys so much for being so helpful and can't wait to see how much better this community is going to be in the future."

Andrew T.

"I started following you guys about a week ago, just a small time investor and noob and you guys have already made me more money than I had previously made in the last 6 months. Wish I would have stayed following you guys sooner. Everyone has been nice, answered all my questions without calling me an idiot, and I really enjoy this group. Thanks guys!"

Caleb Jones

"Hey Everyone. Just wanted to say this whole community is top notch. Very supportive and eager to answer any question. I have been in and out of the stock game and researched options but never had much success. This week I’ve already made a decent profit and can’t wait to continue to be a part of this community for the foreseeable future. Thank you so much for all of the content and support."

Ray Fitt


We’re dedicated to your growth. That’s why our Education Team put together extensive guides to help you go beyond the basics. If you’re one of our premium members, you’ll learn basic and advanced option trading strategies, technical analysis techniques, risk management practices, have access to broker-specific tutorials, and more.

With OBR Education, you have the benefit of having analysts and experienced members by your side. With an organized learning experience, you will be one step closer to becoming financially literate

Trading Strategies

Discover when and how to use various types of trading strategies including covered calls, call-put spreads, and more.

Technical Analysis

Learn advanced TA methods using indicators, candlesticks, patterns, and drawings.

Risk Management

Understand portfolio management, risk tolerance, and the importance of having strict rules when taking on financial risk.

Retirement Strategies

We all want to retire early, don't we?