I keep losing more money because of compliance

So basically I manage my personal portfolio that is much larger than my expected earnings for the foreseeable future.

I play a lot around earnings and I used to win big 2017-2019, but now I consistently lose on sh*t like BABA (where I keep buying dips), AAPL, etc.

I get my thesis right but I keep missing the timing with my calls/puts. Value investing is completely dead and even huge positive catalysts do not move those stocks at all. Meanwhile, stupid tweets move degenerate stocks like crazy.

The issue is, at my new firm I cannot trade anything without a 30-day holding period, and I cannot cut my losses short and recover quickly. I keep losing more money than I make with my paycheck, and the rules are inherently so dumb, as even ETFs have a holding period of 30 days...where there is absolutely no implication of insider trading. So trading SQQQ/TQQQ is also impossible, and I am pretty uncertaint about a market crash soon, so I do not want to base my portfolio 100% off of that for the long term.

On the other hand, I cannot give my money to an active investor (HF, etc) without like 50 days of documenting stuff how I am not making the trades or telling them which trades to make. By the time I do that I worry that we'll be at ATHs with everything, and dollar-cost averaging will not help me if it crashes big.

What do I do? How do I invest right now? Everything is peaking, including art, watches, etc., and do not feel confident either buying big or holding cash due to inflation. 

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Comments (4)

  • Investment Manager in HF - Other
Nov 20, 2021 - 7:21pm

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