I fix lawn mowers for fun and profit on the side.

The honda self propelled mowers are a solid choice. I would stay away from anything with a Tecumseh engine. They are especially bad (found mostly in older Sears and Toro mowers). Luckily, that company is out of business now (good riddance).

I suggest you start easy with just one basic self propelled mower and a weedwacker. Do not get a trailer yet just in case you change your mind about the whole venture.

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Ben
1987 190d 2.5Turbo