It's not a gambling approach. In general, along with quote submission, you fill in their requested specs. You send Gerbers. And you have space to fill in any additional information. You can add note what this is. But you can also name Gerber layer "bottom stiffener," and in notes specify spec for material and thickness. It is pretty obvious. Vs asking them, where to put and/or what name they prefer for a gerber layer for stiffener. It saves a round of stupid question/answer, at a minimum. (Due to innumerable disprepancies/inconsistencies/ambiguities present in most all human languages, it could eliminate several rounds of question/answer). It saves their time; it saves your time; and it eliminates the gamble of after multiple back and forth clarification/reclarification that "I'm pretty sure we're on the same page, by now." Gerber layer is a very unambiguous form of communication across language barriers. If a picture is worth a thousand words, a picture with standard scaling is worth more than a thousand words.
If you send an additional gerber layer and they can't figure out what it is or why you sent it, but they give you a quote and/or make your board, anyway, you should find a new manufacturer, lol.
I had one screwup in the past in assembly order. I had a RA LED, so I sent placement layer with a dot indicator of the cathode AND an arc to denote the direction the LED should face. They screwed up anode/cathode of the LED. When I referred them to the placement gerber I sent, they apologized and fixed it no charge, no fuss. All 1000 LEDs.
*This was a weird one. The LED had symmetrical pads which by datasheet/footprint it could be placed upside down just as easily as right-side up. They just put them on the way they came out of the cut tape. Perhaps it is my noob mistake to not figure out which way they come out of the cut tape, but this is not information that is available looking at datasheet or footprint, AFAIK. But they accepted responsibility because I sent the unambiguous, indisputable placement Gerber, on which they based the original quote. AFAIK, they removed and replaced these LEDs by hand.