Forge Five: Short, Smart, Simple

The latest from Investor Ryan Oliver

Hi All!

It’s safe to assume that you signed up for this newsletter because you want to change your life and kickstart your journey investing in CRE, right?

And if you’re just starting out and looking to learn the next steps you need to take to actually get started, it can seem very overwhelming, especially with all of the great information out there.

If you are ready to take next steps and want to learn about opportunities, get on my calendar so we can talk. HERE

Most investors assume that buying into syndications, REITs, or turnkey properties means they can sit back and collect returns. But the reality is that even passive investing requires smart, active decision-making upfront.

On the other hand, active investing isn’t always an endless grind. With the right approach, it can be systemized, outsourced, and scaled effectively.

Today, let’s challenge some common assumptions about Passive vs. Active Investing and break down three major myths.

Myth #1: Passive Investing Requires No Work
Reality: Even passive investors must vet deals, operators, and market trends.
Contrarian Take: If you’re not analyzing who you’re investing with, you’re not passive—you’re uninformed.

For example, investors who blindly follow a well-known sponsor without conducting due diligence often underperform. In contrast, those who take the time to understand deal structures and market fundamentals maximize their returns.

Myth #2: Active Investing Means Doing Everything Yourself
Reality: The best active investors don’t operate solo—they build teams, create systems, and delegate effectively.
Contrarian Take: Active investing can be structured to function like passive investing when done correctly.

Consider Sam Zell, who scaled his real estate empire not by micromanaging but by hiring experts and focusing on the big picture. This approach enabled him to achieve both financial and time freedom.

Myth #3: Passive Investing is Always the Safer Option
Reality: Many passive investments come with hidden fees, market risks, and lower returns.
Contrarian Take: Passive investing can be riskier than active investing because it often means giving up control.

For instance, many investors who passively invested in office REITs saw their holdings decline dramatically, while active investors pivoted to stronger asset classes such as industrial and multifamily properties.

The Smart Investor’s Approach

  • Passive investors must take an active approach when selecting investments.

  • Active investors must implement systems and delegate to maintain efficiency and avoid burnout.

  • The most successful investors blend both strategies to build long-term wealth.

The Takeaway
Passive and active investing are not opposites. True financial success comes from knowing when to apply each approach strategically.

If you’re looking to make smarter investment decisions—whether passive or active—let’s start the conversation.

Reply with your biggest investing mistake and what you learned from it either on my Facebook or LinkedIn.

If you are ready to take next steps and want to learn about opportunities, get on my calendar so we can talk. HERE

To your success,
Ryan