Generally it is a request, FROM A FACTION / COMMUNITY (aka new londers, frostlanders etc), for a CRITICAL SHORTAGE (cold, disease, squalor, food, probably crime, work force and heatstamp shortages) you are facing.

I have found these requests can take a VERY LONG TIME to show up while a shortage is ongoing.

Note: As of hotfix 1.0.3 it seems that you can get 3 events by not passing laws to trigger events such as
Recommendations to pass childhood laws to reduce crime
Recommendations to pass outsider entrance policies
Recommendations to pass contagion laws
This guide mostly focuses on generating the shortage requests described earlier so if you miss one it's not a big a deal, but you may find that there is a much easier and faster way to get this achievement, especially with a bit of save scumming right before creating some artificial crisis / shortages to get 2 more events.

It's likely most other scripted events are not community requests

I found this the most difficult achievement to get, at the time of release as it requires to bad enough at the game to get community requests in the first place without actually losing the game, as simply getting 1 request on the easiest difficulty required months of starving a city, so in theory you may not even get one 'real' community request playing normally. (at least if you play on easy difficulties and have any amount of experience balancing resources from the story mode)

If you couldn't tell already we'll be doing some pretty awful stuff and abusing some mechanics, I found this difficult to discover hence the guide. Won't be doing the rest of the achievements so good luck with them, this was the last achievement I needed, hopefully it may be yours as well (until the next expansion probably)

Game mode: utopia (could play the story in theory, but I suspect this is more difficult
Win condition: Any (recommend resource hoarding we won't be completing this anyway)
Difficulty: citizen
Factions: Any (recommended: Forages and Mechanics I suspect they are more likely to give a 'suggestion' as they have researches related to FOOD and cold)

As for factions any is fine to, along with any map.
Recommended first laws to pass
REASON, equality, progress (will create the Technocrats, and respective opposing faction) (I used this, I suspect adaption is easier as Bohemians generate trust (more about that later))
OR
REASON, equality, adaption (Bohemians, and opposing Overseer faction)

You can play pretty normally, I do advise using settlements or colonies for economy management

Before trying to farm community requests You will NEED:
* DO NOT BUILD ANY FOOD STORAGE IN YOUR MAIN CITY. When we do want to starve the city we want to deplete any stockpile as quickly as possible.
* 1 colony with NO STORAGE for food, so food will disappear into the void
* All rule laws to get Captain's authority (no trust issues so this is almost mandatory)
* All reason laws that give pop growth, and any more you need to cap out reason. This is so you get the algorithm ability for even MORE pop growth.
* Most equality laws - specifically the no management law for reduced tension
* As many factions in the colony as possible (see faction maintenance below)

Faction maintaince
You will want as many factions in the colony as possible. This means no civil wars, and to do this we will need to keep their trust. So promote the main factions, and spam secret police to best their trust as well. Bohemians passive also improves trust with random factions so this will be very useful too.

Recommended:
* income from the frostland (fuel, materials you can skip food). We'll be tanking our workforce so this is handy for some stability

This is pretty straight forward but will take a while. MAKE SURE YOU SAVE BEFORE PROCEEDING just in case.

Switch the algorithm to pop growth if you haven't already.
Trade all your food to another colony, tanking your food increasing starvation.
Spin the wheel. Your pops will start starving but your pops should grow faster than they die. You will want to spam promote factions, and secret police improve factions to avoid riots.
Eventually after a very very long time a faction will suggest a solution. Pick the ignore option.
If your feeling lucky you can even turn off the generator to increase cold and disease.

Repeat this 5 times. I believe I got the same request from the same community after a whiteout, and I think it counted.

You do not need to finish the game, the achievement will be acquired after the 5th event of nothing / ignore was chosen.

Note: If your tension caps out you'll likely be asked to publish a book of quotes, which reduces tension but you MUST maintain trust. I'm not sure if this is a bug but with captains authority trust is always maxed out so I recommend publishing the book for the free tension reduction.

But anyway hopefully this helps and good luck achievement hunting