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Message: <blockquote data-quote="auburn2" data-source="post: 8204707" data-attributes="member: 6855259">1. 300 feet are rare, but 150 feet are not and that 1st attack on a 150ft engagement is usually going to be either with disadvantage or without any other way to get SA.  Assuming you do not get SA that first attack you would need 19 more rounds all with SA to bring that up to 95% and very few battles last 20 rounds.2. You do not need to be proficient to get SA.  There are several ways to get proficiency though, Racial proficiency and variant human or custom lineage with the weapon master feat being the two most obvious.  Weapon master is an awesome feat for a 1st level Rogue because it boosts dex, giving you up to a +3 when combined with custom lineage and lets you pick up whip, heavy crossbow, scimitar and net.  Crossbow gets you a 1d10 weapon, whip gets you a reach weapon,  RAW you can us a net and get SA damage while throwing a net if an ally is within 5 feet and you have advantage (canceling the long range disadvantage) and scimitar is not that beneficial, but hey if you find a magic scimitar you are proficient.  Getting sharpshooter down the road lets you shoot without disadvantage out to 400' with your crossbow and lets you  use your net without disadvantage.3. I was within 100 feet to some of them on the 5th round or so, but shortly after that the enemy was fleeing in different directions.  Following rounds were spent gaining little ground.  Regardless being within 100' did not and will not garner SA without any allies close by and without advantage.Taking double dash like you suggest would have put me well in front of anyone else in the party, made me the target of most of the enemies, and STILL would not have gotten me sneak attack, because I would not have had advantage on the attack, or any ally close enough to trigger it.   There was no way for me to get advantage until the Paladin got close.  Even if I was 3rd level and had steady aim I would not have been able to get it more than once more because steady aim cuts move to 0.  Finally even if I could have somehow got SA by doing double dash for two rounds that would have eliminated two entire attacks, so it would not have been 7 out of 9, instead it would be 5 out of 7 and 7d10+5d6+21<9d10+1d6+27 meaning even if i could have used that to get more SA later in the battle, it would have been less damage.</blockquote>

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