There are different ways to get lifesteal.
It’s a charged attack and starts with the %30 of the stats it has and in the end it provides %10 more than it shows. It’s not the best AA skill but it’s the best you have with Spellbreaker.
And if you wanna play hit&run then you should choose another gear because ‘‘Deathmark set’’ is an AA+WPS set which doesn’t support SS, RoS nor OFF. So yes if you wanna stick with DM set you gonna adjust your game to more static playstyle.
Night’s Embrace also a good alternative but not the Executioner’s Judgment, that one is for Blademasters. And Deathbound Amethyst is for cold casters.
The problems with your character is you lack some OA/DA, you didn’t invested your defensive skill like Maiven’s Sphere of Protection, you don’t have any damage reduction, you have low slow resistance. You invested SS but not invested Nidalla’s Justifiable Ends that provides cooldown reduction to it nor Star Pact that provides global CDR. And you definitely need more health and more skill points. Serenity relic it’s a good option for defensive manners also skill points is useful for your offensive stats aswell.
And for the last, you need Alkamos Rings, as a set. Now you are using one 75 version and one 94 version which doesn’t combine with each other. I’m gonna make some adjustments without changing the gear so much and find ring replacements until you got purple Alkamos Rings from SoT dungeon.(or atleast blue set)
https://www.grimtools.com/calc/0V090DMZ This setup would be very close to ideal. Didn’t fill the MI affixes nor the Serenity bonus but build needs some stun resist, health and chaos/pierce resistance.
Check skill point distribution, devotions, components and augments etc.
And this is a version without changing your items except again pants and amulet and with blue alkamos set. https://www.grimtools.com/calc/lNkGQxbN it needs chaos/acid/pierce resistances and slow resistance mostly along with health.
For your information, I don’t know what you’re aiming to achieve with this character but as long as you know the game mechanics and act like; it everything works in Ultimate Main Campaign. Such as Adcth, Damage Reduction, RR, Armor Absorption, Resistance overcapping, Damage Absorption, Physical Resistance, Monster skills and Damage types etc. So you can work your SS+Basic Attack combination up to a point but if you wanna have more efficient character and maybe do some end-game content like SR and Crucible, you need to make a choice between AA damage and SS damage becuase hybrids don’t work well in this game. I never made a Shadow Strike build so I don’t know how to make a cold SS Spellbreaker but I can try to theorycraft something like that without Morgoneth set nor SR set if you want.
And you can put SS into lmb, when you hold it it will hit basic attack when it’s CD, hit SS whenever it’s possible.