Anonymous wrote:I love this style. When it's done right it just feels good. Wild, colorful, relaxed. I am having a really tough time executing it though

Take stock of what you do like about your house, which plants are successful, which colors you like together. Let that lead you.
Turns out I am awful at planning a garden but I keep plugging away at it (people are finally complimenting it!) and every fall and spring (depending on the kind of plant) I move some things around. Underperformers (looking at you, dianthus) get the hook to the backyard border (which looks worse but one thing at a time!) or if they’re really bad the yard bag. I’ll start shopping the end of season perennials to get more pale purple coneflower, blazing star and phenomenal lavender to fill in blank spots and add balance.
Cottage gardens are usually based on non-natives, work some in! They’re so much less work, don’t need staking, far less deadheading, etc. and they need so much less water. I walk through my neighborhood frequently and not many people have natives; I’m the only one who consistently has butterflies.