You are becoming an 'ashir'
That famous mishna about being Sameach bechelko!
It means not just to count what we have but to enjoy and be happy with what we have. True wealth is to enjoy the pleasures of God. There are people with fat bank accounts that we may be jealous of but they probably have 99% of the issues that we have.
The happiness comes from looking at what we have and actually enjoying it. Ever go on a trip with a grump? They spend the whole time complaining about the weather/traffic/too squished etc, they never take the time to enjoy it. But other people on the same trip will have an amazing experience.
.and since this world is all about working and growing, someone who puts effort into enjoying the good in his life, is truly a believer in chazal that a genuinely rich person, enjoys the gifts he has been bestowed with. As Harav Eagle is doing, pointing out and focusing on the good in his life.
May you always continue to enjoy the wealth God has given you!