Cryptocurrency can be so crazy, I totally agree with you and your friend to bag more eth, cos this is alts season and eth is promising and I think it might get to $1000 as many have speculated. Let's be positive, but whatever the case turns out to be, eth is still a good to hold project with no regrets of many years success in cryptocurrency world. No regrets bagging eth and already smiling in profits.
He can start smiling now seeing Ethereum is performing good now in the market and it's a matter of time before we see another Ethereum all time high, the POS or coming proof of stakes and the DeFi hype is pushing the price of Ethereum and this is the best time to be a bag holders of Ethereum.