Investment bigamy is fine
Fortunately, comfort zone investing does not require you to be as straitlaced as relationship maturity might. Unlike marriage, multiple partners are fine in investing. Just be sure you know your needs and which investments fill those needs. If your need to conform at work is strong but you also know you need investments that you can drive by and look over now and then, there is nothing wrong with having money in both the 401(k) and rental houses. A mix of biotech stocks for excitement, real estate to tinker, and bonds for stability is fine if that fits your requirements. The trick is to get your mix correct.
The self-discovery process described in Step 2 is a powerful tool. Millions of people, including me, have used it to change their lives for the better.
Combined with the knowledge of emotional triggers for different classes of investment set out in Step 1, you will be able to dramatically improve your satisfaction from investing.