1To make a round object (like a ball or wheel) or something on wheels (a cart, a car) move by rolling it; colloquially, 'to drive' a car.
弟がサッカーボールを廊下で転がして怒られた。
My little brother got scolded for rolling a soccer ball in the hallway.
重い樽を転がして倉庫の奥まで運んだ。
I rolled the heavy barrel to the back of the warehouse.
休日はもっぱら愛車を転がして遠出している。
On my days off, I mostly just drive my car and go on long trips.
台車にタイヤを乗せて転がしながら運んだ。
I put the tire on a dolly and moved it by rolling it along.
2To turn something over, knock it down, or throw it down forcefully.
泥棒は追われて商品棚を転がして逃げた。
Being chased, the thief knocked over the product shelf and fled.
柔道の技で相手を転がした。
He threw his opponent down with a judo technique.
風で自転車が転がされて壊れてしまった。
The wind knocked over the bicycle and it broke.
3To leave something lying around or in place, without tidying it up - a somewhat colloquial expression.
使った工具をそのまま床に転がしておくのはやめて。
Stop just leaving the tools you used lying on the floor.
荷物を玄関に転がしたまま、彼は出かけてしまった。
He left his luggage sitting in the entryway and went out.
4To repeatedly buy and sell something in a short time to make a quick profit margin; used for flipping stocks, real estate, or goods.
彼は限定品を安く買って高く転がして稼いでいる。
He makes money by buying limited-edition items cheaply and flipping them at a higher price.
不動産を短期で転がして利益を得る手法はリスクも高い。
Flipping real estate for a short-term profit is a high-risk method.