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Ok. Here's the short version since you asked so nicely on a few of your points.I could alway use some serious input. These are serious business ideas.
1) Shopify is actually very customizable. You just need to know what you're doing. Right now, we are running 7 stores on it...from large to small. I recently finished a migration from NetSuite's SuiteCommerce Advanced over to Shopify Plus that required all sorts of custom stuff, for a store that does over $50M a year and over 15,000 SKUs.
Wordpress + WooCommerce is a magnet for malware attacks. The footprint is big, and you're self hosting. Unless your a sysadmin type who wants to pay attention to maintaining all of that, go with a hosted solution and focus on the shit that actually drives the business (product, marketing, ops, etc). Unless you are running an e-commerce business with very specific functional requirements, and the vast majority of merchants are not.
2) Product - differentiation is key if you want long-term and sustainable growth. Research. Read reviews. Figure out how to source a better product. Drop shipping is bullshit as far as I'm concerned in the medium to long term. You need to figure out how to add some value, and branding. Source it small. Test. Fulfill out of your garage or spare bedroom. Marketing/customer acquisition is fucking expensive. Maybe look at Amazon FBA to tap into existing markets. Yes, lots of fees associated with that, but you're also not on an island trying to capture new customers from scratch. I'd recommend looking at something like Helium 10 for research into the Amazon FBA/FBM world. Then try to build a brand around it. We have some stores that are 10% Amazon and 90% Shopify and some that are the inverse of that.
I'm leaving out a TON, I could write a book at this point. But if you ask good questions, I'll try and get you pointed in the right direction (time permitting).