Jarrett Annenberg’s Success Story

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As a part of our exclusive Real Estate Investor Success Stories series, we spotlight inspiring stories of the most successful real estate investors in the industry!

In today’s issue, we’re going to highlight the fascinating story of a highly successful real estate investor in Illinois — Mr. Jarrett Annenberg.

Jarrett is the Co-Founder, Senior Vice President, and Head of Investments of NewLake Capital Partners, a triple-net lease REIT that acquires industrial and retail properties through sale-leaseback transactions, third-party purchases, and build-to-suit projects.

Jarrett’s impressive achievements:

  • closes up to 5 deals per month
  • earns over $10M of annual net profit
  • is proficient in creative financing
  • has been in business for over 5 years

Read Jarrett’s success story below to learn how he got to where he is today. We hope Jarrett’s story inspires you and serves as a stepping stone for your own real estate investing career.


What led you to start investing in real estate?

What led you to start investing in real estate

My journey into the industry began at a young age, influenced by my father’s involvement in real estate.

I remember missing a day of class in 5th grade to attend a groundbreaking ceremony, an early indicator of where I’d focus my career.

What captivated me about real estate then, and now, is its tangibility.

Unlike many other forms of investment, it’s not just numbers on a screen; it’s physical, it’s concrete, and it has the potential to reshape the way communities live, work, and interact with each other.


What challenges did you face at the beginning of your real estate investment career?

I started my career at CBRE as a Tenant Rep Advisor during the aftermath of the Global Financial Crisis, a particularly turbulent period that presented a unique set of challenges and opportunities.

I was making around 50 cold calls a day which, as many in the industry can attest, was an uphill battle.

Capturing the attention of potential clients and convincing them of the value I could bring to the table was a challenge, but it was also an invaluable experience that shaped my understanding of what it takes to be successful.

These early experiences taught me the importance of resilience, adaptability, and building trust in an industry where relationships are paramount.


What helped you to overcome those challenges?

First and foremost, persistence and consistency kept me moving forward. I was fortunate to be surrounded by great real estate mentors and a fantastic group of colleagues who motivated and supported me.

We pushed each other to excel while facing the same challenges, teaching me the importance of a disciplined work ethic and a collaborative environment.


What was the most stressful challenge you had to overcome during your career?

The most stressful moments in my career were typically at the onset of new challenges. When I began at CBRE, that was undeniably stressful.

Similarly, when I transitioned away from CBRE to co-found NewLake, and we were in the early stages of raising capital without having completed any transactions, that too presented significant stress.

Through strategic planning, leveraging my work ethic, building strong relationships, and having great partners, today NewLake has a portfolio of 32 cultivation facilities and dispensaries across 12 states.


What has been the most rewarding part of your career?

The most rewarding aspect of my career has undoubtedly been the people I’ve had the privilege of building lasting relationships with — from real estate attorneys to real estate accountants, construction consultants and property managers, C-Suite executives, and more.

Working alongside people smarter than me, learning from their expertise, and collectively tackling complex challenges has not only developed my professional career but also broadened my perspective.


What lead generation strategy have you found to be the most effective for your business?

In my experience, lead generation doesn’t need to be overly complex.

To achieve real effectiveness boils down to having a clear understanding of your target audience and developing a strategy on how to reach it.

First and foremost, utilize any personal connections, through LinkedIn, Indeed, or the like. If there aren’t existing connections, don’t hesitate to send emails and make cold calls.

It’s essential to be prepared, well researched, and offer something valuable in your communications.

Networking through in-person events, lunches, coffees, drinks, etc., will also result in opportunities. You never know where one conversation can lead you.

Find more suggestions of the best real estate investor lead generation software reviewed by Real Estate Bees.

— Kimberly Anderson, Senior Creative Editor at Real Estate Bees

What essential software tools do you use in your investing business that you can’t live without?

Monday.com has been extremely effective in supporting relationship management and deal tracking. I also use CoStar often for researching property information.

Find more suggestions of the best real estate investment tools reviewed by Real Estate Bees.

— Kimberly Anderson, Senior Creative Editor at Real Estate Bees

Can you recommend one or more training programs/courses that catapulted your business to the next level?

Can you recommend one or more training programs courses that catapulted your business to the next level

During my time at CBRE, I had a mentor who conducted weekly lease training sessions, bright and early at 6:30 a.m.

These sessions were incredibly valuable as he dissected complex leases, line-by-line, ensuring that everyone in the room grasped both sides of the negotiation.

The knowledge I gained from these training sessions was the foundation for my understanding of leases and I use that knowledge in all my negotiations today.

Find more suggestions of the best real estate investment courses reviewed by Real Estate Bees.

— Kimberly Anderson, Senior Creative Editor at Real Estate Bees

Can you recommend one or more must-read books that have greatly impacted your business?

Can you recommend one or more must-read books that have greatly impacted your business

Each book I’ve read over the course of my career has taught me something that’s guided me through each stage.

When I first started out, I read SPIN Selling by Neil Rackham, which was helpful in learning new techniques.

More recently, Shoe Dog by Phil Knight, Am I Being Too Subtle? by Sam Zell, and The Ride of a Lifetime by Bob Iger have provided invaluable insights.

Find more suggestions of the best real estate investing books reviewed by Real Estate Bees.

— Kimberly Anderson, Senior Creative Editor at Real Estate Bees

Can you share any funny or unusual anecdotes from your career?

I had a pivotal kick-off meeting with a client, following a hard-fought competition to secure their business.

On my way to the meeting, I stopped to put air in my tires and encountered an unexpected wardrobe malfunction — my pants split wide open.

In a race against time, I hopped into my car, phoned a colleague back at the office, and sought their assistance in locating a clothing store near the client’s office.

Fortunately, there was a Banana Republic nearby — just in the nick of time. The mishap taught me a valuable lesson: always leave early and allocate plenty of time for unforeseen obstacles.


What is your advice to newbies who are just starting out in their real estate investing career?

Stay persistent in your efforts and consistently work towards your goals while remaining kind and reasonable.

Real estate investing is a long ballgame. Collaborative relationships can open doors, lead to partnerships, and create opportunities you might not have imagined.

Combine persistence and strong relationships, and you’re well on your way to a successful career in this dynamic industry.


If you also want to share your real estate investing success story with the thousands of Real Estate Bees’ readers nationwide, apply here. It’s absolutely free!

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