It took me years to convince my wife to invest in real estate. It was obvious that we wouldn't be able to retire before 67 if we didn't do something to bring in money from something other than our regular jobs. She had no solutions and the only thing I wanted to do was to buy rentals. She finally allowed me to buy the first rental but I would be 100% on my own. I bought a house, did some repairs, and got some really good tenants. Things went smooth and it changed her thinking. A year later, she was actually pushing me to get the next house.
What helped was her realizing that $40,000 sitting in a savings account was earning us $2 a month. That same money could buy us a house and make us $400 a month, someone else would be paying off the mortgage, and the value of the house would go up 3-5% a year (it's been going up 10%). If things went bad, we could always sell the house. We might lose some money but if you never take a chance you will never get far in life. We started in 2015 and have 3 rentals so far and are working towards #4. I've always been good with money. If the rental thing wasn't working out I would be the first one to sell everything and look for something else. My wife is retiring next month (she's 57) and part of the reason is because of the extra income we make. If things don't go as planned, i'm the one who will have to work more years at a regular job before I can retire. All the pressure is on me so it's not like i'm asking her to follow me off a cliff. I only asked her to have a little faith that I can make this work. We agreed to buy the first one then wait a year to see how things go. If things went well we would consider buying another one. If it wasn't going well, we would sell it and move on. Luckily things went well but it's a lot of work.
I self manage and do all the repairs myself. We just had tenants move out and new tenants move in at one house. The house needed some work. Between working my regular job, planning a vacation, getting taxes done, doing repairs, showing the house, etc... I've worn myself out the past couple of weeks. I got 5 hours sleep yesterday and 5 more today. It isn't like this all the time but be prepared to put in some real work from time to time.