MEET THIS WEEK’S GUEST

Jaina Anne, Real Estate Investor & Financial Educator

Jaina Anne is a real estate investor and financial educator who has built a 10-property portfolio while maintaining her day job as a health educator in Orange County, California. After years following the “traditional” path, the 2020 market crash showed her she didn't have to choose between security and wealth-building—she could have both. Today, she shares insights on creative financing, travel hacking with real estate expenses, and overcoming the scarcity mindset that holds so many millennials back from taking calculated risks.

Jaina purchased her first property for less than $40k

Hey there!

You're reading Bear and the Bull — your regular dose of tech insights, plus stories about the financial moments that shape us. In this special edition, I'm highlighting the first of the promised Sunday excerpts: Money Memories, featuring conversations with people who've transformed their relationship with money — from scarcity to abundance, fear to confidence, and stuck to unstoppable. I hope you like it.

— Ilona
THE INTERVIEW

Talking Money Mindsets and Real Estate with Jaina Anne

In this conversation, I sat down with Jaina Anne to talk about breaking free from a scarcity mindset and building wealth through real estate investing. She shared how a childhood shaped by financial struggle led to her current success as a real estate investor with 10 properties, the moment that changed everything, and her advice for anyone paralyzed by fear of taking financial risks.

I asked her about overcoming her scarcity mindset, how she scaled her portfolio with creative financing, and what it really takes to build wealth while keeping your day job. Here’s what she had to say. 🚀

What’s your earliest money memory?

“Growing up in Washington State, Washington Mutual would actually come to my elementary school to teach kids the importance of saving money. I remember my mom being so adamant because we only had one parent that was working and made an income. She really made it a point to come with me to school on the days that Washington Mutual would come to deposit anything I had, even if that was just $2. From a young age, I understood that money was important. I didn't know in what aspect, but I just knew it was important from that time.”

Money moves - and understanding that movement is the first step in controlling it.

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