Okay so I was playing around with the idea of a multiclass rogue(assassin)/monk(?) build. I liked the thematic idea of an assassin changing his ways and joining a monastery, but I was having trouble deciding what monk subclass to go with. I decided to make a poll to see what other people thought and I've never done a poll and thought it would be fun :p. Feel free to comment with why you think one might work thematically and/or mechanically.
Thematically, Way of the Shadow makes the most sense. I could also see Way of Mercy being fun since you could stack Hand of Harm on top of your Sneak Attack. Since rogue's technically cannot sneak attack with Unarmed Strikes, Kensei would also be good to make your weapon attacks stronger. Kensei is also the best if you want your assassin to do their assassin-ing from a range.
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With Dedicated weapon, you don’t need Kensei to use a weapon well, and you are likely to be using either a Shortbow or a dagger and then either Cunning Action or Martial Arts, so you won’t be able to get the Kensei bonus damage very well. Shadow Monk let’s you get into position easier and gives you the ultimate ninja feel with both Assassin and Monk.
With Dedicated weapon, you don’t need Kensei to use a weapon well, and you are likely to be using either a Shortbow or a dagger and then either Cunning Action or Martial Arts, so you won’t be able to get the Kensei bonus damage very well. Shadow Monk let’s you get into position easier and gives you the ultimate ninja feel with both Assassin and Monk.
With Kensei you can pick up a longbow for better damage (the only way to do this with DW is if you are playing an elf or take the Weapon Master feat), and chances are if you have positioned yourself for making ranged attacks you won't need to use Martial Arts or Cunning Action every turn. If you get rushed by enemies, then you still have them both in your back pocket to attack or escape and reposition with your already high mobility.
I do agree that Shadow definitely feels more like an assassin though.
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I didn’t think it was worth it to go for the subclass just to get Proficiency for a little extra range and 1 extra damage per turn (especially with Rogue damage being more dependent on Sneak Attack than anything). You want to be using Cunning Action every turn either for mobility or for advantage on your sneak attack, which I thought was more valuable that 1d4 (2d4 with Assassin letting you crit) damage per turn (though it is certainly useful in situations where you have advantage). Unfortunately Rogue and Assassin don’t multiclass together well damage wise, so you won’t be doing much damage outside of assassinations anyways, but your utility will be incredible.
Thematically I'd say Mercy as he's changing his ways, Mechanically?, probably shadow, and then pick up Eldritch Adept for Devil's sight, You can see them, but they can't see you :).
Thematically I'd say Mercy as he's changing his ways, Mechanically?, probably shadow, and then pick up Eldritch Adept for Devil's sight, You can see them, but they can't see you :).
Actually a Shadow Monk with Devil Sight wont be able to Shadow Step, sorry, see the link below. But if you dont want to go and read it, to quote Jeremy Crawford.
"If you have Devil's Sight, darkness within 120 feet of you effectively isn't there. For purposes of sight, you can treat that area as if it's brightly lit."
PS: Yes, I looked into such myself and thought I would go and check to see if it was at all possible with such a combo.
Also to add, a Monk cant pick up Eldritch Adept. They dont have the Spellcasting ability, yes they can duplicate spell like effects, however those are Ki produced. Those who have Spellcasting will have it generally listed as their 1st level Class Feature.
Thematically I'd say Mercy as he's changing his ways, Mechanically?, probably shadow, and then pick up Eldritch Adept for Devil's sight, You can see them, but they can't see you :).
Actually a Shadow Monk with Devil Sight wont be able to Shadow Step, sorry, see the link below. But if you dont want to go and read it, to quote Jeremy Crawford.
"If you have Devil's Sight, darkness within 120 feet of you effectively isn't there. For purposes of sight, you can treat that area as if it's brightly lit."
PS: Yes, I looked into such myself and thought I would go and check to see if it was at all possible with such a combo.
Also to add, a Monk cant pick up Eldritch Adept. They dont have the Spellcasting ability, yes they can duplicate spell like effects, however those are Ki produced. Those who have Spellcasting will have it generally listed as their 1st level Class Feature.
It can actually still work. It just can't work with things like darkness spells. I will point you down to his next response, which is completely RaW, that Devil's Sight from the Invocation does not in any way interact with Dim light. So naturally occuring Dim Light that exists will still be dim Light for such a user and still function for various powers.
Thematically I'd say Mercy as he's changing his ways, Mechanically?, probably shadow, and then pick up Eldritch Adept for Devil's sight, You can see them, but they can't see you :).
Actually a Shadow Monk with Devil Sight wont be able to Shadow Step, sorry, see the link below. But if you dont want to go and read it, to quote Jeremy Crawford.
"If you have Devil's Sight, darkness within 120 feet of you effectively isn't there. For purposes of sight, you can treat that area as if it's brightly lit."
PS: Yes, I looked into such myself and thought I would go and check to see if it was at all possible with such a combo.
Also to add, a Monk cant pick up Eldritch Adept. They dont have the Spellcasting ability, yes they can duplicate spell like effects, however those are Ki produced. Those who have Spellcasting will have it generally listed as their 1st level Class Feature.
It can actually still work. It just can't work with things like darkness spells. I will point you down to his next response, which is completely RaW, that Devil's Sight from the Invocation does not in any way interact with Dim light. So naturally occuring Dim Light that exists will still be dim Light for such a user and still function for various powers.
However, it cant work if you cant see the dim light, you cant tell what is darkness, dim light, or simple light. You forget the wording of Shadow Step. As his next response says;
"Devil's Sight has no interaction with dim light. It alters only how you experience darkness."
So yes, it does not interact with Dim Light, however you are forgetting that you cant have Dim Light without Darkness, and if you are viewing/experiencing Darkness as bright light, where does dim light come in, it doesnt.
"At 6th level, you gain the ability to step from one shadow into another. When you are in dim light or darkness, as a bonus action you can teleport up to 60 feet to an unoccupied space you can see that is also in dim light or darkness. You then have advantage on the first melee attack you make before the end of the turn."
So above is taken from Shadow Step, its the bolded part above that is your downfall. You dont know if that is dim light or darkness because everything is brightly lit. Therefore, as JC has said, you treat that area as if its brightly lit because that is all you can visualize with Devil's Sight.
Also, think of Devil's Sight as a more advanced form of darkvision, which if a creature has such, they treat dim light as if it were bright light, and darkness as dim light, except Devil Sight also gives them that added bonus of not being affected by magical Darkness.
Yes, it also raises the question, a creature with darkvision treat dim light as bright light, they cant tell the different between bright light and dim light, to them it simply doesnt exists, while darkness does, but as dim light. Of course they cant discern color in darkness, only shades of gray when it comes to darkvision.
Thematically I'd say Mercy as he's changing his ways, Mechanically?, probably shadow, and then pick up Eldritch Adept for Devil's sight, You can see them, but they can't see you :).
Actually a Shadow Monk with Devil Sight wont be able to Shadow Step, sorry, see the link below. But if you dont want to go and read it, to quote Jeremy Crawford.
"If you have Devil's Sight, darkness within 120 feet of you effectively isn't there. For purposes of sight, you can treat that area as if it's brightly lit."
PS: Yes, I looked into such myself and thought I would go and check to see if it was at all possible with such a combo.
Also to add, a Monk cant pick up Eldritch Adept. They dont have the Spellcasting ability, yes they can duplicate spell like effects, however those are Ki produced. Those who have Spellcasting will have it generally listed as their 1st level Class Feature.
It can actually still work. It just can't work with things like darkness spells. I will point you down to his next response, which is completely RaW, that Devil's Sight from the Invocation does not in any way interact with Dim light. So naturally occuring Dim Light that exists will still be dim Light for such a user and still function for various powers.
However, it cant work if you cant see the dim light, you cant tell what is darkness, dim light, or simple light. You forget the wording of Shadow Step. As his next response says;
"Devil's Sight has no interaction with dim light. It alters only how you experience darkness."
So yes, it does not interact with Dim Light, however you are forgetting that you cant have Dim Light without Darkness, and if you are viewing/experiencing Darkness as bright light, where does dim light come in, it doesnt.
"At 6th level, you gain the ability to step from one shadow into another. When you are in dim light or darkness, as a bonus action you can teleport up to 60 feet to an unoccupied space you can see that is also in dim light or darkness. You then have advantage on the first melee attack you make before the end of the turn."
So above is taken from Shadow Step, its the bolded part above that is your downfall. You dont know if that is dim light or darkness because everything is brightly lit. Therefore, as JC has said, you treat that area as if its brightly lit because that is all you can visualize with Devil's Sight.
Also, think of Devil's Sight as a more advanced form of darkvision, which if a creature has such, they treat dim light as if it were bright light, and darkness as dim light, except Devil Sight also gives them that added bonus of not being affected by magical Darkness.
Yes, it also raises the question, a creature with darkvision treat dim light as bright light, they cant tell the different between bright light and dim light, to them it simply doesnt exists, while darkness does, but as dim light. Of course they cant discern color in darkness, only shades of gray when it comes to darkvision.
nice long Rant. however it's entirely wrong.
Warlocks using the Devil's Sight Invocation can still see and are still affected by dim light. It is not invisible to them. It is not affected in any way what so ever. It is not made bright light or somehow imperceptable for them. Not any of that. Which Crawford actually tells you in that chain of comments if you bother to read it. Which apparantly your choosing to ignore.
Devil's Sight has no affect what so ever on Dim Light. It is still dim light for a Warlock with the Invocation. All the Invocation does is remove Darkness from the equation entirely. Basically turning Darkness into bright light but that still has no actual bearing on Dim Light. Because it's a matter of specificity and the specificity is only for Darkness, not for Dim light and it in no way makes the alterations to dim light that Dark Vision does. Dark Vision functions differently and in fact the Monster Ability found on things like the Imp improved Familiar also works different from the Invocation which actually does work like Dark Vision but treats magical Darkness the same as normal darkness in the case of dark vision. Which is written completely differently from the Invocation.
Thematically I'd say Mercy as he's changing his ways, Mechanically?, probably shadow, and then pick up Eldritch Adept for Devil's sight, You can see them, but they can't see you :).
Actually a Shadow Monk with Devil Sight wont be able to Shadow Step, sorry, see the link below. But if you dont want to go and read it, to quote Jeremy Crawford.
"If you have Devil's Sight, darkness within 120 feet of you effectively isn't there. For purposes of sight, you can treat that area as if it's brightly lit."
PS: Yes, I looked into such myself and thought I would go and check to see if it was at all possible with such a combo.
Also to add, a Monk cant pick up Eldritch Adept. They dont have the Spellcasting ability, yes they can duplicate spell like effects, however those are Ki produced. Those who have Spellcasting will have it generally listed as their 1st level Class Feature.
It can actually still work. It just can't work with things like darkness spells. I will point you down to his next response, which is completely RaW, that Devil's Sight from the Invocation does not in any way interact with Dim light. So naturally occuring Dim Light that exists will still be dim Light for such a user and still function for various powers.
However, it cant work if you cant see the dim light, you cant tell what is darkness, dim light, or simple light. You forget the wording of Shadow Step. As his next response says;
"Devil's Sight has no interaction with dim light. It alters only how you experience darkness."
So yes, it does not interact with Dim Light, however you are forgetting that you cant have Dim Light without Darkness, and if you are viewing/experiencing Darkness as bright light, where does dim light come in, it doesnt.
"At 6th level, you gain the ability to step from one shadow into another. When you are in dim light or darkness, as a bonus action you can teleport up to 60 feet to an unoccupied space you can see that is also in dim light or darkness. You then have advantage on the first melee attack you make before the end of the turn."
So above is taken from Shadow Step, its the bolded part above that is your downfall. You dont know if that is dim light or darkness because everything is brightly lit. Therefore, as JC has said, you treat that area as if its brightly lit because that is all you can visualize with Devil's Sight.
Also, think of Devil's Sight as a more advanced form of darkvision, which if a creature has such, they treat dim light as if it were bright light, and darkness as dim light, except Devil Sight also gives them that added bonus of not being affected by magical Darkness.
Yes, it also raises the question, a creature with darkvision treat dim light as bright light, they cant tell the different between bright light and dim light, to them it simply doesnt exists, while darkness does, but as dim light. Of course they cant discern color in darkness, only shades of gray when it comes to darkvision.
nice long Rant. however it's entirely wrong.
Warlocks using the Devil's Sight Invocation can still see and are still affected by dim light. It is not invisible to them. It is not affected in any way what so ever. It is not made bright light or somehow imperceptable for them. Not any of that. Which Crawford actually tells you in that chain of comments if you bother to read it. Which apparantly your choosing to ignore.
Devil's Sight has no affect what so ever on Dim Light. It is still dim light for a Warlock with the Invocation. All the Invocation does is remove Darkness from the equation entirely. Basically turning Darkness into bright light but that still has no actual bearing on Dim Light. Because it's a matter of specificity and the specificity is only for Darkness, not for Dim light and it in no way makes the alterations to dim light that Dark Vision does. Dark Vision functions differently and in fact the Monster Ability found on things like the Imp improved Familiar also works different from the Invocation which actually does work like Dark Vision but treats magical Darkness the same as normal darkness in the case of dark vision. Which is written completely differently from the Invocation.
Again you missed the point, you cant have dim light without darkness.
But you run your games how you wish and continue calling my posts rants because you cant find fault :)
What Crawford says is that you can effectively see in darkness as if it were bright light, he never says, and it is never said a person with devil's sight can't see the darkness/dim light in and of itself. Further, shadow step states you have to choose a spot within 60 that is also in dim light or darkness, it never states you have to visually tell if it is in dim light or darkness, you just have to see the spot, not the darkness, and I don't think it's implausible for a way of shadow monk to learn what spots would and would not be in darkness.
I get what you're trying to say, but I think you're reading into too much into how these two abilities (shadow step and devil's sight) interact. As far as I can tell there's no anti-synergy between shadow step and devil's sight, and rules as written and intended they should pair well.
If you would make a shadow monk assassin warlock at all is another question, and a different discussion.
Okay so I was playing around with the idea of a multiclass rogue(assassin)/monk(?) build. I liked the thematic idea of an assassin changing his ways and joining a monastery, but I was having trouble deciding what monk subclass to go with. I decided to make a poll to see what other people thought and I've never done a poll and thought it would be fun :p. Feel free to comment with why you think one might work thematically and/or mechanically.
Thanks!
Mechanically a monk going rogue would be better than a rogue dipping into monk, but alas. Again, mechanically a way of shadow monk pairs very well with assassin, offering you spells like darkness and pass without trace to let you get easily to your target, but these can also be used quite successfully to avoid confrontation! Mechanically I think a kensei monk would pair well too, if you choose the weapon you used as an assassin as your kensei weapon, though if you use the dedicated weapon feature the benefit of this class is minimal.
Thematically? Honestly, it's up to you to decide. Maybe he becomes a drunken master, drinking away his sorrow and regret. Maybe he becomes a way of mercy monk to learn to heal people rather than to hurt them. Maybe he becomes an astral self or a sun soul monk, trying to become enlightened so he will never make the same mistakes that lead him to become an assassin.
Maybe he becomes a way of shadow monk to deepen his understand of stealth and darkness, vow to never kill again and swear to use his newfound knowledge to fight crime and evil? (batman).
Thematically I'd say Mercy as he's changing his ways, Mechanically?, probably shadow, and then pick up Eldritch Adept for Devil's sight, You can see them, but they can't see you :).
Actually a Shadow Monk with Devil Sight wont be able to Shadow Step, sorry, see the link below. But if you dont want to go and read it, to quote Jeremy Crawford.
"If you have Devil's Sight, darkness within 120 feet of you effectively isn't there. For purposes of sight, you can treat that area as if it's brightly lit."
PS: Yes, I looked into such myself and thought I would go and check to see if it was at all possible with such a combo.
Also to add, a Monk cant pick up Eldritch Adept. They dont have the Spellcasting ability, yes they can duplicate spell like effects, however those are Ki produced. Those who have Spellcasting will have it generally listed as their 1st level Class Feature.
It can actually still work. It just can't work with things like darkness spells. I will point you down to his next response, which is completely RaW, that Devil's Sight from the Invocation does not in any way interact with Dim light. So naturally occuring Dim Light that exists will still be dim Light for such a user and still function for various powers.
However, it cant work if you cant see the dim light, you cant tell what is darkness, dim light, or simple light. You forget the wording of Shadow Step. As his next response says;
"Devil's Sight has no interaction with dim light. It alters only how you experience darkness."
So yes, it does not interact with Dim Light, however you are forgetting that you cant have Dim Light without Darkness, and if you are viewing/experiencing Darkness as bright light, where does dim light come in, it doesnt.
"At 6th level, you gain the ability to step from one shadow into another. When you are in dim light or darkness, as a bonus action you can teleport up to 60 feet to an unoccupied space you can see that is also in dim light or darkness. You then have advantage on the first melee attack you make before the end of the turn."
So above is taken from Shadow Step, its the bolded part above that is your downfall. You dont know if that is dim light or darkness because everything is brightly lit. Therefore, as JC has said, you treat that area as if its brightly lit because that is all you can visualize with Devil's Sight.
Also, think of Devil's Sight as a more advanced form of darkvision, which if a creature has such, they treat dim light as if it were bright light, and darkness as dim light, except Devil Sight also gives them that added bonus of not being affected by magical Darkness.
Yes, it also raises the question, a creature with darkvision treat dim light as bright light, they cant tell the different between bright light and dim light, to them it simply doesnt exists, while darkness does, but as dim light. Of course they cant discern color in darkness, only shades of gray when it comes to darkvision.
nice long Rant. however it's entirely wrong.
Warlocks using the Devil's Sight Invocation can still see and are still affected by dim light. It is not invisible to them. It is not affected in any way what so ever. It is not made bright light or somehow imperceptable for them. Not any of that. Which Crawford actually tells you in that chain of comments if you bother to read it. Which apparantly your choosing to ignore.
Devil's Sight has no affect what so ever on Dim Light. It is still dim light for a Warlock with the Invocation. All the Invocation does is remove Darkness from the equation entirely. Basically turning Darkness into bright light but that still has no actual bearing on Dim Light. Because it's a matter of specificity and the specificity is only for Darkness, not for Dim light and it in no way makes the alterations to dim light that Dark Vision does. Dark Vision functions differently and in fact the Monster Ability found on things like the Imp improved Familiar also works different from the Invocation which actually does work like Dark Vision but treats magical Darkness the same as normal darkness in the case of dark vision. Which is written completely differently from the Invocation.
Again you missed the point, you cant have dim light without darkness.
But you run your games how you wish and continue calling my posts rants because you cant find fault :)
I found the fault. Dim light can exist without Darkness. It's more accurate term. Shadow. Shadow is not the same things as Darkness. It's Shadow. It's an intermediary step between the two and a combination of the two that is unaffected by the ability that your trying to use. Your the one having the issue here and running your games differently here even though you don't seem to realize it. Shadows will still exist even if you see in Darkness as if it's normal light. Thus Dim Light will still exist and still be useful to you.
What Crawford says is that you can effectively see in darkness as if it were bright light, he never says, and it is never said a person with devil's sight can't see the darkness/dim light in and of itself. Further, shadow step states you have to choose a spot within 60 that is also in dim light or darkness, it never states you have to visually tell if it is in dim light or darkness, you just have to see the spot, not the darkness, and I don't think it's implausible for a way of shadow monk to learn what spots would and would not be in darkness.
I get what you're trying to say, but I think you're reading into too much into how these two abilities (shadow step and devil's sight) interact. As far as I can tell there's no anti-synergy between shadow step and devil's sight, and rules as written and intended they should pair well.
If you would make a shadow monk assassin warlock at all is another question, and a different discussion.
However, it states you have to see that the spot is in dim light, however Devil Sight states 'you can see'. If Devil Sight doesnt interact with Dim Light and only interacts with Darkness, then a character with Devil Sight is going to be at disadvantage in such conditions when it comes to that Perception roll. As per the rules in Basic Rules regarding Lightly Obscured areas when it comes to such as Dim Light. Dim Light is the difference between full light and darkness. And there is no reading too much into it when it comes to RAW, you cant say one rule applies to one thing and not another. Darkvision is pretty much the same as well.
Okay so I was playing around with the idea of a multiclass rogue(assassin)/monk(?) build. I liked the thematic idea of an assassin changing his ways and joining a monastery, but I was having trouble deciding what monk subclass to go with. I decided to make a poll to see what other people thought and I've never done a poll and thought it would be fun :p. Feel free to comment with why you think one might work thematically and/or mechanically.
Thanks!
Thematically, Way of the Shadow makes the most sense. I could also see Way of Mercy being fun since you could stack Hand of Harm on top of your Sneak Attack. Since rogue's technically cannot sneak attack with Unarmed Strikes, Kensei would also be good to make your weapon attacks stronger. Kensei is also the best if you want your assassin to do their assassin-ing from a range.
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With Dedicated weapon, you don’t need Kensei to use a weapon well, and you are likely to be using either a Shortbow or a dagger and then either Cunning Action or Martial Arts, so you won’t be able to get the Kensei bonus damage very well. Shadow Monk let’s you get into position easier and gives you the ultimate ninja feel with both Assassin and Monk.
With Kensei you can pick up a longbow for better damage (the only way to do this with DW is if you are playing an elf or take the Weapon Master feat), and chances are if you have positioned yourself for making ranged attacks you won't need to use Martial Arts or Cunning Action every turn. If you get rushed by enemies, then you still have them both in your back pocket to attack or escape and reposition with your already high mobility.
I do agree that Shadow definitely feels more like an assassin though.
Three-time Judge of the Competition of the Finest Brews! Come join us in making fun, unique homebrew and voting for your favorite entries!
I didn’t think it was worth it to go for the subclass just to get Proficiency for a little extra range and 1 extra damage per turn (especially with Rogue damage being more dependent on Sneak Attack than anything). You want to be using Cunning Action every turn either for mobility or for advantage on your sneak attack, which I thought was more valuable that 1d4 (2d4 with Assassin letting you crit) damage per turn (though it is certainly useful in situations where you have advantage). Unfortunately Rogue and Assassin don’t multiclass together well damage wise, so you won’t be doing much damage outside of assassinations anyways, but your utility will be incredible.
Thematically I'd say Mercy as he's changing his ways, Mechanically?, probably shadow, and then pick up Eldritch Adept for Devil's sight, You can see them, but they can't see you :).
Mystic v3 should be official, nuff said.
Actually a Shadow Monk with Devil Sight wont be able to Shadow Step, sorry, see the link below. But if you dont want to go and read it, to quote Jeremy Crawford.
"If you have Devil's Sight, darkness within 120 feet of you effectively isn't there. For purposes of sight, you can treat that area as if it's brightly lit."
https://www.sageadvice.eu/2018/04/03/does-warlock-devils-sight-see-in-darkness-as-if-it-were-dim-light-or-as-if-it-were-bright-light/
PS: Yes, I looked into such myself and thought I would go and check to see if it was at all possible with such a combo.
Also to add, a Monk cant pick up Eldritch Adept. They dont have the Spellcasting ability, yes they can duplicate spell like effects, however those are Ki produced. Those who have Spellcasting will have it generally listed as their 1st level Class Feature.
It can actually still work. It just can't work with things like darkness spells. I will point you down to his next response, which is completely RaW, that Devil's Sight from the Invocation does not in any way interact with Dim light. So naturally occuring Dim Light that exists will still be dim Light for such a user and still function for various powers.
However, it cant work if you cant see the dim light, you cant tell what is darkness, dim light, or simple light. You forget the wording of Shadow Step. As his next response says;
"Devil's Sight has no interaction with dim light. It alters only how you experience darkness."
So yes, it does not interact with Dim Light, however you are forgetting that you cant have Dim Light without Darkness, and if you are viewing/experiencing Darkness as bright light, where does dim light come in, it doesnt.
"At 6th level, you gain the ability to step from one shadow into another. When you are in dim light or darkness, as a bonus action you can teleport up to 60 feet to an unoccupied space you can see that is also in dim light or darkness. You then have advantage on the first melee attack you make before the end of the turn."
So above is taken from Shadow Step, its the bolded part above that is your downfall. You dont know if that is dim light or darkness because everything is brightly lit. Therefore, as JC has said, you treat that area as if its brightly lit because that is all you can visualize with Devil's Sight.
Also, think of Devil's Sight as a more advanced form of darkvision, which if a creature has such, they treat dim light as if it were bright light, and darkness as dim light, except Devil Sight also gives them that added bonus of not being affected by magical Darkness.
Yes, it also raises the question, a creature with darkvision treat dim light as bright light, they cant tell the different between bright light and dim light, to them it simply doesnt exists, while darkness does, but as dim light. Of course they cant discern color in darkness, only shades of gray when it comes to darkvision.
nice long Rant. however it's entirely wrong.
Warlocks using the Devil's Sight Invocation can still see and are still affected by dim light. It is not invisible to them. It is not affected in any way what so ever. It is not made bright light or somehow imperceptable for them. Not any of that. Which Crawford actually tells you in that chain of comments if you bother to read it. Which apparantly your choosing to ignore.
Devil's Sight has no affect what so ever on Dim Light. It is still dim light for a Warlock with the Invocation. All the Invocation does is remove Darkness from the equation entirely. Basically turning Darkness into bright light but that still has no actual bearing on Dim Light. Because it's a matter of specificity and the specificity is only for Darkness, not for Dim light and it in no way makes the alterations to dim light that Dark Vision does. Dark Vision functions differently and in fact the Monster Ability found on things like the Imp improved Familiar also works different from the Invocation which actually does work like Dark Vision but treats magical Darkness the same as normal darkness in the case of dark vision. Which is written completely differently from the Invocation.
Again you missed the point, you cant have dim light without darkness.
But you run your games how you wish and continue calling my posts rants because you cant find fault :)
What Crawford says is that you can effectively see in darkness as if it were bright light, he never says, and it is never said a person with devil's sight can't see the darkness/dim light in and of itself. Further, shadow step states you have to choose a spot within 60 that is also in dim light or darkness, it never states you have to visually tell if it is in dim light or darkness, you just have to see the spot, not the darkness, and I don't think it's implausible for a way of shadow monk to learn what spots would and would not be in darkness.
I get what you're trying to say, but I think you're reading into too much into how these two abilities (shadow step and devil's sight) interact. As far as I can tell there's no anti-synergy between shadow step and devil's sight, and rules as written and intended they should pair well.
If you would make a shadow monk assassin warlock at all is another question, and a different discussion.
Mechanically a monk going rogue would be better than a rogue dipping into monk, but alas. Again, mechanically a way of shadow monk pairs very well with assassin, offering you spells like darkness and pass without trace to let you get easily to your target, but these can also be used quite successfully to avoid confrontation! Mechanically I think a kensei monk would pair well too, if you choose the weapon you used as an assassin as your kensei weapon, though if you use the dedicated weapon feature the benefit of this class is minimal.
Thematically? Honestly, it's up to you to decide. Maybe he becomes a drunken master, drinking away his sorrow and regret. Maybe he becomes a way of mercy monk to learn to heal people rather than to hurt them. Maybe he becomes an astral self or a sun soul monk, trying to become enlightened so he will never make the same mistakes that lead him to become an assassin.
Maybe he becomes a way of shadow monk to deepen his understand of stealth and darkness, vow to never kill again and swear to use his newfound knowledge to fight crime and evil? (batman).
I found the fault. Dim light can exist without Darkness. It's more accurate term. Shadow. Shadow is not the same things as Darkness. It's Shadow. It's an intermediary step between the two and a combination of the two that is unaffected by the ability that your trying to use. Your the one having the issue here and running your games differently here even though you don't seem to realize it. Shadows will still exist even if you see in Darkness as if it's normal light. Thus Dim Light will still exist and still be useful to you.
However, it states you have to see that the spot is in dim light, however Devil Sight states 'you can see'. If Devil Sight doesnt interact with Dim Light and only interacts with Darkness, then a character with Devil Sight is going to be at disadvantage in such conditions when it comes to that Perception roll. As per the rules in Basic Rules regarding Lightly Obscured areas when it comes to such as Dim Light. Dim Light is the difference between full light and darkness. And there is no reading too much into it when it comes to RAW, you cant say one rule applies to one thing and not another. Darkvision is pretty much the same as well.
Yeah rules as written users with devil's sight are still at a disadvantage in dim light regarding perception rolls.