This achievement will take a bit of time but isn't too difficult with patience. The objectives to gold medals do stack so you don't have to worry if you're taking too long at a mission since you're making sure you're getting a good accuracy. Make sure to use each characters abilities whenever you can to help with objectives that suit their ability.
It's best to work on this after you complete the campaign and all of the Strangers and Freaks missions. After completing as many as you can, look through your missions and see which ones are close to being completed and focus on those first. Strangers and Freaks missions as well as the setup missions for heist are usually quick and easy golds to achieve.
When working on time related objectives, skip any cutscenes and only focus on completing the mission. Don't worry about accuracy as it isn't advisable to work on them at the same time. If you die and restart at a checkpoint, it will void your time objective. If that happens it's best to work on a different objective during the mission so you can at least salvage it a bit.
Accuracy related objectives will be easier if you turn on auto aim so you can keep missing shots to a minimum as well as assist in getting headshots if you need them.
Mission specific objectives tend to be easy so take note of what is required before you replay a mission so you can get these ones while playing them.
Missions with the Unmarked objective should be avoided since there are plenty of missions that won't require having to worry about being shot. You'll usually spend more time trying to get this completed on a single mission rather than if you did two missions without it.
List of missions: http://www.gta.wikia.com/Missions_in_GTA_V