9 Comments

Great post. Didn't know about the Corporate Advantage Program. That is just insane. You missed a couple of benefits though - Walmart+ (which also gets you Paramount Plus) which is an annualized savings of $155 - $215 (depending on whether you want to count Paramount+ separately). When I add that in, my outlay is closer to +$700

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I had no idea what Walmart+ is but I know what Paramount Plus is and now I need to look into this! Thanks for the tip.

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Walmart+ is Walmart's compete to Amazon's Prime. Free shipping, etc.

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Why'd you divorce from Alaska mileage program? I'm kinda getting sick of them but it's so convenient being based in Seattle.

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Most of my Alaska flying was on partner airlines and I didn't fly enough Alaska flights to get 75K despite earning enough miles. So I switched to American where between Oneworld and Alaska flights and CV spending I can essentialy earn the same status as before without the Alaska requirements

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Good tips. Are your estimated taxes for investment income or a business? I only did estimated taxes when I owned businesses in the past.

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Investment income

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This was great Omar. We utilize a subset of this strategy to maximize Chase Ultimate Rewards points between 3 cards, and then use those points as transfers to Hyatt for free night redemptions at their properties (mostly in Hawaii but also Europe). It's really unlocked some vacation experiences that would have been cost prohibitive otherwise. Do you do any partner transfers for these cards? If not, why not?

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I have not done a lot of point transfers in my life. I know a lot of people that do and certainly it's a good approach. I just happen to like using to get plane tickets given the solid upside.

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