It’s Not As Hard as You Think. 2 years ago I had no idea how easy it was to begin investing in startups. Like most, I thought this was exclusively for VCs and people sitting on fancy chairs on Shark Tank. However, that is rapidly changing, and now I am…

A quick introduction and some disclaimers. Hello, and thanks for reading! My name is Caleb Naysmith and I am a law school student for the class of 2023 at the University of Kentucky, and a Finance Officer in the United States Army Reserves. I also have a Bachelors's in Business…

Lessons learned and where to go from here. — I have been investing in startups for a little over two years now, and I have had a good run so far. A few weeks ago, I wrote a story about how it’s going and what my expectations for 2023 are. You can find that here: Two Years of Investing Startups: Here’s How It’s Going Everything I have learned and where we are now.medium.com One of the things…

I don’t think it will be as bad as everyone thinks. — The current market is an odd one. There’s no specific driving force other than tech and speculative assets like crypto essentially losing steam. Money was so easy to come by, people were throwing it at anything that even remotely seemed like it would make money. This was largely fueled by…

Everything I have learned and where we are now. — I would never have guessed two years ago discovering equity crowdfunding (and Medium about the same time) would have gotten me where I am now. It landed me a job as the head of Benzinga’s startup news division, I have made dozens of investments in startups and tons of great…

Should we be concerned? — This story was entirely written by AI: AI has become increasingly integrated into everyday life, and people now rely on it in a variety of ways. From virtual assistants that help with tasks like scheduling and organization, to recommendation systems that help us discover new products and services, AI is…

An update and a story — You might have noticed I haven’t been writing on Medium quite as much as I used to. Even when I branched out to my new website, democratizing.finance, I still published on Medium. So what changed? I am currently at a turning point in life, and many big changes are happening…

Thinking about investing in Arkhaus, the startup building exclusive floating clubs. We’ve all heard the story of Atlantis, the city at the bottom of the ocean. Obviously, that disaster could have been avoided if they just built the city to float. Jokes aside, long ago that would have been something…

reAlpha wants to help make investing in vacation rentals as easy as investing in stocks. — reAlpha is an exciting startup looking to make investing in the $1.2 Trillion vacation rental industry available to anyone. As part of this, reAlpha has opened an equity crowdfunding round to allow anyone to invest in their startup and raise funds to build their portfolio of vacation rentals. Vacation rentals…