* The percentage-based primary-attribute reduction effect of Whirling Death can be devastating for Pudge due to his high strength gain through Flesh Heap.
* Reactive Armor's health regeneration and common itemization for magic resistance and durability makes Timbersaw a poor target for Pudge.
* Timber Chain's high mobility makes it difficult for Pudge to hook or deal much Rot damage to Timbersaw.

* Phantasm's illusions make it difficult to land Meat Hook and Dismember.
* Chaos Bolt is a comparatively low cooldown tool to interrupt Dismember.
* Chaos Strike's lifesteal offsets Rot's damage.

* Timbersaw can take down Terrorblade's illusions with his area damage burst.
* Reactive Armor plus another armor item reduce much of Terrorblade's damage.
Additional:
* Timbersaw's abilities combos all deal magical and pure damage, completely ignoring Terrorblade's high base armor and clearing his illusions very quickly due to the AoE damage.
* Reactive Armor negates most of Terrorblade's damage against Timbersaw, and its high health regeneration and armor bonuses can help Timbersaw survive after being Sundered.

* Heroes who can summon illusions and summons because Terrorblade has no abilities to deal with multiple enemies at once: Shadow Shaman, Naga Siren, Broodmother, Lycan, Enigma, Chaos Knight, Phantom Lancer, Shadow Demon, Dark Seer, Nature's Prophet, Invoker, Morphling, Grimstroke with Aghanim's Scepter.

* Timber Chain can kite Troll Warlord extremely effectively.
* Whirling Death and Chakram deals lots of damage to Troll Warlord.
* Reactive Armor makes Timbersaw extremely resilient to Troll's attack damage and extreme attack speed, especially during Battle Trance.

* Phantasm gives Chaos Knight a significant advantage against single-target damage dealers: Lifestealer, Wraith King, Night Stalker, Troll Warlord.

Additional:
* Chaos Knight's tanky illusions easily take advantage of Troll Warlord's lack of AoE damage.
* Chaos Bolt can stun Troll for up to 4 seconds and Reality Rift prevents Troll Warlord from chasing down foes.
* Phantasm increases Chaos Knight's physical damage output up to 4 times and can easily kill Troll Warlord before he has a chance to use Battle Trance or a Black King Bar.

* Reactive Armor helps Timbersaw sustain harassment from Stifling Dagger.
* Phantom Assassin has a moderate health pool and usually appears in the front line of battle, making her vulnerable to Timbersaw's magic burst.
* Timbersaw can easily escape from Phantom Assassin thanks to his Timber Chain.
Additional:
* Reactive Armor helps Timbersaw sustain harassment from Stifling Dagger, as well as ganking attempts.
* Phantom Assassin is a hero with moderate HP pool, and usually appears in the front line of battle. Because Blur does nothing against spells, she is vulnerable to Timbersaw's skills.
* Timbersaw can easily escape from Phantom Assassin thanks to his Timber Chain.

* Heroes with illusions and summons can be hard for Phantom Assassin to deal with, as she lacks any AoE abilities to deal with them without items: Broodmother, Phantom Lancer, Chaos Knight, Naga Siren, Terrorblade.

* Heroes who rely on abilities to deal damage (e.g. Timbersaw, Tinker) can fight a Razor even after Static Link.

Additional:
* Razor deals mostly physical damage towards the later game, and Timbersaw is also very mobile, making him a difficult kill to earn.
* Timbersaw rarely resorts to attacks, thus does not suffer when his damage is stolen with Static Link.

* Razor has no way to deal with Chaos Knight's multiple illusions from Phantasm.

* Single-target disablers will have difficulty locking down a Chaos Knight with Phantasm active: Bane, Beastmaster, Bloodseeker, Clockwerk, Doom, Shadow Shaman.

* Reactive Armor is very effective against Beastmaster's summons during laning stage and entire game.
* Timbersaw can quickly clear Beastmaster's summons with his nukes.

* Reactive Armor will quickly stack up from Familiar attacks, making Timbersaw hard to kill.
* Visage's low mobility makes it easy for Timbersaw to line up his abilities.

* Heroes that can overwhelm Visage by sheer number like Chaos Knight, Meepo, Terrorblade and Phantom Lancer.

* With Timber Chain, Timbersaw can slow, catch up with, or escape from Chen and his creeps.
* Chakram can clear Chen's creeps and slow him.
* Attacks from multiple creeps quickly build Reactive Armor stacks.

* Illusion and heroes with summons are difficult to kill with Chen's single-target offensive spells: Terrorblade, Phantom Lancer, Chaos Knight, Broodmother, Naga Siren, Lycan, Visage. However, Chen can convert enemy summons with Holy Persuasion, as long as they don't bunch up.

* Timbersaw: Lone Druid will have a hard time dealing with Timbersaw due to his tankiness and high Armor from Reactive Armor

* Reality Rift lets Chaos Knight bypass the Spirit Bear and jump onto Lone Druid.
* The Spirit Bear's lack of scaling means it dies quickly to Chaos Knight during the late-game.

* Chaos Knight's multiple illusions from Phantasm can destroy Undying, as Soul Rip can't offset the damage from the high amount of damage from his illusions.

* Reactive Armor makes Timbersaw very effective against heroes that control a lot of units, such as Broodmother, Lycan and Undying.

* All three of Timbersaw’s abilities give him an easy way out of Sprout, and can also destroy nearby trees so Nature's Prophet can’t spawn Treants.
* If Prophet tries to escape with a self Sprout/Teleport, Timbersaw can easily cut down all its trees to get to him and deal increased Whirling Death damage as well.
* Chakram heavily discourages teleports.
* Timbersaw is quite well suited to clearing massive waves of Treants almost instantly with all of his area of effect pure damage abilities, preventing Nature's Prophet from pushing.
* Treants can give Reactive Armor many charges quite quickly.
Additional:
* Timbersaw can easily cut down trees from Sprout, making it very difficult for Nature's Prophet to teleport away or trap enemies.
* Timbersaw's abilities quickly clear out treants.
* Reactive Armor negates most of the damage of Nature's Prophet's treants, and Timbersaw can often allow himself to be attacked in order to heal himself.

* Phantasm removes Glimpse and dispels Thunder Strike. Additionally, the Phantasm illusions make it difficult to use Glimpse and Thunder Strike on the real Chaos Knight.
* Disruptor's lack of mobility, combined with his lack of innate defense, sets him up for a Reality Rift and a beatdown by Chaos Knight and his illusions.

* Dark Pact is minimally effective against Phantasm illusions, and Slark lacks area damage otherwise.
* Pounce can be counteracted by Reality Rift.
* Slark is naturally frail and dies quickly to Chaos Knight's burst damage before he can build Essence Shift stacks.
* Be aware, however, that Shadow Dance can make Slark hard to kill as he can't be targeted during its duration.
Additional:
* Phantasms have enough health to survive Dark Pact, and Slark has no other source of AoE damage to deal with them.

* Heroes with AoE abilities will hit Slark in Shadow Dance: Lina, Jakiro, Underlord, Leshrac, Dark Seer, Earthshaker, Timbersaw, Crystal Maiden

Additional:
* Timbersaw can use Chakram as a scouting tool to find Slark if he tries to Pounce into the trees.
* None of Timbersaw's abilities require a target to be cast, allowing him to hit Slark inside Shadow Dance.
* Reactive Armor can be effective protection against a Slark who attacks quickly, since the strong armor and health regen cannot be stolen by Essence Shift.
* Timber Chain makes Timbersaw very mobile, meaning he is among the very few heroes who can actually give chase to a fleeing Slark.

* Sniper is very fragile, along with his low movement speed, make an exceptionally easy target for Chaos Knight to initiate on.
* Sniper has no innate ability to deal with Phantasm or escape a Reality Rift and Chaos Bolt combo.
* In most cases, Sniper likes to stay far in the backline to deal damage, thus he is vulnerable if Chaos Knight manages to jump in the back line, which will usually spell a quick end for Sniper.

* Morphling is mostly a single target damage dealer with low mobility and no wave clear, this leave him vulnerable to Chaos Knight illusion from Phantasm.
* A long duration stun from Chaos Bolt coupled with Reality Rift and high damage output from Phantasm can easily burst down Morphling before he can shifts Agility to Strength.
* Chaos Knight often buys Bloodthorn, rendering Morphling useless for 5 seconds (unless he has Linken's Sphere or Manta Style )

* Timbersaw’s reliance on nearby trees means he’ll usually be close to Hoodwink.
* More significantly, Timbersaw's tree destroying abilities cut off Hoodwink's escape options, passive and easily foil Acorn Shot or Bushwhack combos.
* While channeling Sharpshooter, Timbersaw can simply sit his Chakram on top of her and unleash his full combo, forcing her to cancel and disengage.
* Timber Chain can be used to dodge Sharpshooter.

* Chaos Knight's Level 20 Talent: Reality Rift Pierces Spell Immunity allows for quick bursting down of Lifestealer during his Rage.
* Lifestealer has no way of dealing with Chaos Knight's illusions.
Additional:
* Level 20 talent allows Reality Rift to bypass spell immunity provided by Rage, thus negating the advantage Lifestealer has in his kit.
* The fact that Lifestealer lacks wave clearing and reliable lockdown makes it difficult to fight Chaos Knight's illusions.
* Feast is largely negated by Chaos Knight's high burst damage from Chaos Strike.

* Reality Rift will disable Drow Ranger's Marksmanship, along with Chaos Bolt he can keep her locked for enough time to be killed.
* Phantasm's illusions are hard for Drow Ranger to deal with as she lacks of AoE damage.

* Phantasm dispels Track, and the illusions make it difficult to Track the real Chaos Knight.
* Bounty Hunter is fragile and can easily be killed by Chaos Knight and Phantasm's illusions.

* Wraith King has no form of AoE to clear Chaos Knight's illusions from Phantasm.
* Wraith King is very vulnerable if he reincarnates in the middle of his illusions.

* Phantasm dispels Ignite and makes targeting the real Chaos Knight much harder.

* Chaos Bolt and Reality Rift makes Tiny's low mobility non existent.
* Chaos Strike means Chaos Knight will most likely survive longer in a duel between the two because Tiny has much lower attack speed.
* Chaos Knight has a 3.2 strength growth, making him one of the most tanky heroes and a very difficult target for Tiny to burst.

* Not only are all of Timbersaw's active abilities capable of cutting down trees, but Whirling Death and Timber Chain also require it to be effective, counteracting both Treant Protector's Nature's Guise and Eyes in the Forest abilities.
Additional:
* Timbersaw can use his plethora of tree cutting abilities to level entire sections of the forest, making hiding in the trees more difficult for Treant Protector and his team.
* Timbersaw can easily cut down Treant Protector's Eyes In The Forest once his team has detection. He may even do it unknowingly due to the sheer destructive and chaotic nature of his abilities.

* Because multiple Meepos tend to clump up, they present an easy target for Timbersaw's many area abilities.
* Although be careful since Timbersaw cannot use Timber Chain to escape if rooted from Earthbind.

* Chaos Bolt can stun Night Stalker outside of Crippling Fears relatively small radius.
* Reality Rift is a great way to force Night Stalker to fight Chaos Knight, a hero with massive health and damage output. It also forces Night Stalker's Crippling Fear off his primary target.
* Night Stalker doesn't have a lot of ways to deal with multiple targets, which makes him vulnerable to Phantasm illusions unless Night Stalker buys Aghanim's Scepter.

* All of Timbersaw's spells deal AoE damage, killing Lycan's summons very quickly.
* Reactive Armor will gain stacks quickly because of Lycan's summons.

* Chaos Bolt can stun Huskar when he jump in with Life break, giving 4 seconds maximum for Chaos Knight to deliver a beatdown.
* Reality Rift further reduces Huskar's low armor, boosting Chaos Knight's damage even more.
* Berserker's Blood offer no protection against Chaos Strike, which deal physical damage.
* Phantasm can be used to dispel the disarm from Inner Fire.
* Although Huskar can use this to disarm the illusion instead, buying himself some times.
Additional:
* Huskar's low armor and movement speed make an easy target for Chaos Knight to initiate on with Reality Rift and Chaos Bolt.
* Beside Inner Fire, Huskar has no reliable area of effect ability to clear Phantasm illusions.
* Huskar likes to fight at low health to benefit from his Berserker's Blood, thus vulnerable to Chaos Knight's high burst physical damage.

* While Blade Fury is on cooldown, Juggernaut can be easily killed by a standard Chaos Bolt & Reality Rift combo.
* Phantasm illusions can tank Omnislash.

* Chaos Knight can dispel Flux with Phantasm.
* Chaos Knight can use Reality Rift to pull Arc Warden out of Magnetic Field.
* Once Chaos Knight jumps on Arc Warden with Reality Rift, Arc Warden struggles to escape due to low mobility.

* Heroes with high magical or pure damage will bypass Bulwark: Timbersaw, Dark Willow, Enigma, Invoker, Pugna, Skywrath Mage, Tinker, Zeus, Oracle.

* Multiple attackers thanks to illusions: Phantom Lancer, Chaos Knight, Naga Siren (bonus for her Ensnare). Also despite the visual effects, Templar Assassin does not spill damage against illusions or buildings, so she is not a really good hero to clean up illusions.
* Heroes that can quickly deal damage to her, regardless of how weak they are, can easily break through her Refraction:
* Multiple attackers thanks to summoned units or clones: Meepo, Witch Doctor, Lycan, Enigma, Shadow Shaman
* Multiple attackers thanks to illusions: Phantom Lancer, Chaos Knight, Naga Siren (bonus for her Ensnare). Also despite the visual effects, Templar Assassin does not spill damage against illusions or buildings, so she is not a really good hero to clean up illusions.
* Weak damage but high tick rate or persist in a long time: Slark, Gyrocopter, Queen of Pain, Shadow Shaman (Shackles), Jakiro, Pugna

* Chaos Knight, Lone Druid, Meepo and Arc Warden can be hard targets since Shadow Demon's spells are ill-suited to fight many enemies at once.

* Single-target disablers will have difficulty locking down a Chaos Knight with Phantasm active: Bane, Beastmaster, Bloodseeker, Clockwerk, Doom, Shadow Shaman.

* Heroes who are not easily crippled by Fate's Edict or Fortune's End, such as Timbersaw, or those who can dispel them, such as Phantom Lancer, can kill Oracle unhindered.

* Heroes who relies on illusions and summons (Beastmaster, Chaos Knight, etc.).

* Warlock is a very strong hero when positioned correctly, and his long cast range helps him with this. However, some Heroes might disrupt or sneakily pass through his allies and deal with him, preventing him from doing his job. Such heroes include Chaos Knight, Spirit Breaker, Riki, and more.

* Timbersaw's innate durability is very hard to deal with as Naga Siren as she relies on sustained damage rather than burst damage. Timbersaw's high Pure Damage and low-cooldown AoE nukes can also destroy Naga Siren's illusions very fast.

* Reactive Armor prevents Broodmother's spiderlings from being able to effectively harass Timbersaw in the lane.
* Timber Chain's high mobility makes Silken Bola's slow irrelevant, unless Broodmother already bought her Orchid.
* Silken Bola's miss chance doesnt affect Rizzrack that much because he does not rely on his autoattacks much.
* Timbersaw's abilities can destroy any trees that Broodmother attempts to hide in and his AoE abilities can quickly clear her Spiderlings.
Additional:
* Spiderlings deal almost no damage against Reactive Armor. They also die quickly from Timbersaw's AoE abilities.
* Broodmother has no mobility ability except the movement speed buff from Spin Web, allowing Timbersaw to easily escape her Silken Bola with Timber Chain.
* Timbersaw's tree-cutting abilities makes it difficult for Broodmother to hide, especially near the edges of the map.

* Timbersaw can easily cut down the tree that Monkey King is standing on, stunning him for a lengthy period.
* Timbersaw can use Timber Chain to easily escape Wukong's Command and Primal Spring's slow.
Additional:
* Timbersaw's low cooldown and low mana cost abilities destroys the trees that Monkey King depends on.
* Timber Chain allows Timbersaw to escape Wukong's Command.

* Whirling Death deals damage as well while reducing 15% of Bristleback's strength, which reduces Bristleback's tankiness.
* Reactive Armor can sustain through multiple Viscous Nasal Goo and Quill Spray stacks.
* Timber Chain makes it hard for Bristleback to slow down Timbersaw with Viscous Nasal Goo.

* Heroes that can close the gap can easily chase her down, such as Timbersaw with Timber Chain and Anti-Mage with Blink.

* Heroes that create illusions: Spectre, Shadow Demon, Phantom Lancer, Naga Siren, Chaos Knight, Terrorblade) or bring other units into the fight (such as Nature's Prophet, Lone Druid, Chen, Enchantress, Meepo and Arc Warden) can cause Eclipse to strike the illusions/summons unintentionally. However, in many cases Moon Glaives can resolve this issue and eliminate them before activating Eclipse, but that will require lots of farming for right-click items.

* Timbersaw is often too mobile and durable for Gyrocopter to bring down with his area attacks.

* Timbersaw's pure damage will kill Dragon Knight surprisingly fast, especially if he gets caught in a bad position while laning.

* Chaos Knight's high health pool makes him resistant to Zeus' burst damage. Phantasm can dispel Veil of Discord, a typical item purchased by Zeus.
* Zeus is easily overwhelmed by Chaos Knight's strong illusions, as Arc Lightning is not enough to kill them fast enough to have any impact.
* Zeus' low base armor makes him extremely vulnerable to Chaos Knight's high damage output and armor reduction.

* Innately fragile heroes will die almost instantly to Reality Rift while Chaos Knight has illusions active: Drow Ranger, Bane, Necrophos, Crystal Maiden.

* Ursa has no way to clear illusion quickly, making him vulnerable to Chaos bolt and Phantasm combo.
* Reality Rift can quickly relocate or reinitiate on Ursa once the duration of Enrage is over.
* Phantasm can be used to dispel Earthshock's slow. Manta Style is another item that counter Ursa greatly.
* Ursa has low mobility, once jumped on by Reality Rift, Ursa struggles to escape.
Additional:
* Ursa cannot effectively fight against Phantasm's illusions with his single-target damage.
* Chaos Bolt's potentially long stun with Chaos Bolt gives Ursa little opportunity to Enrage.

* Whirling Death reduces Axe's strength by 15%, making him much less durable, especially in the early game. It is also stackable.
* Axe's Blade Mail is ineffective against attribute changes, and Timbersaw's mobility with Timber Chain means he can wait out Blade Mail's duration.
* Reactive Armor's armor and regeneration makes it much harder for Axe to finish Timbersaw with Culling Blade.
* Chakram disarms Timbersaw, making Counter Helix less effective.
Additional:
* Whirling Death reduces Axe's strength by 15%, which makes him less durable, especially from early game. It's also stackable.
* Blade Mail are not effective against attribute changes, and Timber Chain can wait out Blade Mail's duration to wear off.
* Reactive Armor makes it harder for Axe to finish off Timbersaw with Culling Blade.
* Chakram disarms Timbersaw, which makes Axe's Counter Helix useless against him.
* All Timbersaw skills deal pure damage, which bypass Axe's high armor or bonus armor from Berserker's Call.

* All Timbersaw's abilities deal AoE pure damage and can easily deal with Phantom Lancer's illusions.
* Reactive Armor highly negates Phantom Lancer's physical damage, making him having a hard time killing Timbersaw.
Additional:
* Phantom Lancer's lack of burst damage and constant attacks will increase Reactive Armor to max level immediately.
* Coupled with Timber Chain, it makes an easy escape and almost impossible for Timbersaw to be killed by Phantom Lancer.
* Whirling Death and Chakram can instantly destroy large groups of illusions, negating Phantom Lancer's advantage, although Phantom Lancer usually builds Diffusal Blade. It can be a problem in late game.

* Life Drain does not instantly kill the illusions from Phantasm
* Chaos Bolt easily interrupts the channeling from Life Drain
* Reality Rift makes it harder for Pugna to keep his distance
* Nether Ward barely deals any significant damage on Chaos Knight
* The overwhelming damage of Chaos Knight and his illusions will do a quick work on Pugna's poor HP poll, or safely remove the Nether Ward from the battlefield

* Timbersaw relies on dealing massive amounts of pure damage, making Cold Embrace a good setup for his nukes.
* If he has Reactive Armor stacks, Timbersaw can tank the damage from his allies if he is targeted by Winter's Curse. If he's not the target, Timbersaw's abysmal attack damage will contribute next to nothing when he is cursed to attack an ally.