diff --git a/docs/DeveloperGuide.md b/docs/DeveloperGuide.md
index 36b1b2a5a44..e71db0f239e 100644
--- a/docs/DeveloperGuide.md
+++ b/docs/DeveloperGuide.md
@@ -293,9 +293,12 @@ Examples:
 * `filter l/14 r/manager` returns employees with 14 days of leave and the manager role
 
 
-The following activity diagram summarizes what happens when a user executes the filter command:
+The following activity diagram summarizes what happens when a user executes the filter command, the Activity Diagrams
+are split into two part to ensure clarity/visibility of the diagrams, however the activities occur simultaneously:
+
+![FilterActivityDiagramPart1](images/FilterActivityDiagramPart1.png)
 
-![FilterActivityDiagram](images/FilterActivityDiagram.png)
+![FilterActivityDiagramPart2](images/FilterActivityDiagramPart2.png)
 
 The following is the filter feature's class diagram, illustrating the interaction between the FilterCommand,
 FilterCommandParser and the ContainsAllPredicate classes.
@@ -329,13 +332,11 @@ The following activity diagram summarizes what happens when a user executes the
   * Pros: Will use less memory (e.g. for `delete`, just save the employee being deleted).
   * Cons: We must ensure that the implementation of each individual command are correct.
 
-
 ### \[Proposed\] Data archiving
 
 Copy the current ManageHR json file into a backup, with the appropriate name.
 Load a new sample copy of ManageHR's data file.
 
-
 --------------------------------------------------------------------------------------------------------------------
 
 ## **Documentation, logging, testing, configuration, dev-ops**
@@ -597,3 +598,4 @@ testers are expected to do more *exploratory* testing.
 
    1. Modify `ManageHr.json` illegally. This is by adding illegal json tags, or destruction of the json structure.
    2. ManageHR will sense an issue, and replace the working file with the sample dataset.
+
diff --git a/docs/UserGuide.md b/docs/UserGuide.md
index 088242100cd..b565295d7b2 100644
--- a/docs/UserGuide.md
+++ b/docs/UserGuide.md
@@ -89,6 +89,7 @@ supervisors and subordinates.
 3. Both employees that are either `manager` or `subordinate` can have multiple `manager` in charge of them.
 4. An employee could have no designated "manager" responsible for overseeing them.
 5. A `manager` employee could not edit their `role` and `name` attribute when he or she is in charge of any subordinates.
+6. Cyclical manager-subordinate relationship between `employee` objects who are `manager` is allowed.
 
 ### Usage Instructions
 
@@ -104,11 +105,12 @@ When enrolling a new employee in ManageHR, you can also establish manager-subord
 #### Editing an Existing Employee with Manager-Subordinate Relationships
 When editing an existing employee in ManageHR, you can also establish or modify manager-subordinate relationships. Follow these steps:
 1. Include `r/ROLE` into `edit` command to change the current `role` of the employee.
-
     - The employee can only change his or her `role` from `manager` to `subordinate` only if he or she has no employees under his or her supervision.
     - The name of the employee can only be edited if he or she is a `manager` with no employees under his or her supervision.
 2. Include `m/MANAGER_NAME…` into the `edit` command. This will place the employee to be under that `manager`.
     - The `MANAGER_NAME` stated must correspond with an existing employee with the same name and is also a `manager`.
+3. `Employee` who are `manager` can edit their role to be `manager` again without violating any of the Manaer-Subordinate constraint
+since their hierarchy level still remains constant.
 
 #### Deleting an Existing Employee with Manager-Subordinate Relationships
 When deleting an existing employee from ManageHR, you will need to account for the manager-subordinate relationships. Follow these steps:
diff --git a/docs/diagrams/FilterActivityDiagram.puml b/docs/diagrams/FilterActivityDiagramPart1.puml
similarity index 62%
rename from docs/diagrams/FilterActivityDiagram.puml
rename to docs/diagrams/FilterActivityDiagramPart1.puml
index f221af82033..818818864d9 100644
--- a/docs/diagrams/FilterActivityDiagram.puml
+++ b/docs/diagrams/FilterActivityDiagramPart1.puml
@@ -30,26 +30,6 @@ fork again
         :Filter with given salary;
     else ([s/SALARY absent])
     endif
-fork again
-    if () then ([l/LEAVE present])
-        :Filter with given leave;
-    else ([l/LEAVE absent])
-    endif
-fork again
-    if () then ([r/ROLE present])
-        :Filter with given role;
-    else ([r/ROLE absent])
-    endif
-fork again
-    if () then ([m/MANAGER_NAME present])
-        :Filter with given manager name;
-    else ([m/MANAGER_NAME absent])
-    endif
-fork again
-    if () then ([d/DEPARTMENT present])
-        :Filter with given department;
-    else ([d/DEPARTMENT absent])
-    endif
 end fork
 
 :ManageHR UI shows filtered employees;
diff --git a/docs/diagrams/FilterActivityDiagramPart2.puml b/docs/diagrams/FilterActivityDiagramPart2.puml
new file mode 100644
index 00000000000..97ce18b4366
--- /dev/null
+++ b/docs/diagrams/FilterActivityDiagramPart2.puml
@@ -0,0 +1,33 @@
+@startuml
+'https://plantuml.com/activity-diagram-beta
+skin rose
+skinparam ActivityFontSize 15
+skinparam ArrowFontSize 12
+start
+:User uses filter command;
+fork
+    if () then ([l/LEAVE present])
+        :Filter with given leave;
+    else ([l/LEAVE absent])
+    endif
+fork again
+    if () then ([r/ROLE present])
+        :Filter with given role;
+    else ([r/ROLE absent])
+    endif
+fork again
+    if () then ([m/MANAGER_NAME present])
+        :Filter with given manager name;
+    else ([m/MANAGER_NAME absent])
+    endif
+fork again
+    if () then ([d/DEPARTMENT present])
+        :Filter with given department;
+    else ([d/DEPARTMENT absent])
+    endif
+end fork
+
+:ManageHR UI shows filtered employees;
+stop
+
+@enduml
diff --git a/docs/images/FilterActivityDiagram.png b/docs/images/FilterActivityDiagram.png
deleted file mode 100644
index af9e2770afb..00000000000
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diff --git a/docs/images/FilterActivityDiagramPart1.png b/docs/images/FilterActivityDiagramPart1.png
new file mode 100644
index 00000000000..19aa13bfcf2
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diff --git a/docs/images/FilterActivityDiagramPart2.png b/docs/images/FilterActivityDiagramPart2.png
new file mode 100644
index 00000000000..5814eeabc1a
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