And more generally: does calibration in one area transfer to other areas? If I'm calibrated on tech trends, will I also be calibrated on politics?

This seems like a good place to look for studies:

The research I’ve reviewed broadly supports this impression. For example:

• Rieber (2004) lists “training for calibration feedback” as his first recommendation for improving calibration, and summarizes a number of studies indicating both short- and long-term improvements on calibration.⁴ In particular, decades ago, Royal Dutch Shell began to provide calibration for their geologists, who are now (reportedly) quite well-calibrated when forecasting which sites will produce oil.⁵
• Since 2001, Hubbard Decision Research trained over 1,000 people across a variety of industries. Analyzing the data from these participants, Doug Hubbard reports that 80% of people achieve perfect calibration (on trivia questions) after just a few hours of training. He also claims that, according to his data and at least one controlled (but not randomized) trial, this training predicts subsequent real-world forecasting success.