diff --git a/CHANGELOG.md b/CHANGELOG.md
index 767615994..dbd993836 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -38,6 +38,8 @@ Each section organizes entries into the following subsections:
 - Removed outdated `jvm.options` configurations (#276)
 - Fixed permissions for Kibana plugin installation (#282)
 - Set default for `fqdn` Terraform variable (#282)
+- Explained Kibana sorting method (#285)
+- Documented FreeBSD's behavior with SSH check (#285)
 
 #### Removed
 
diff --git a/docs/checks/adding_teams.md b/docs/checks/adding_teams.md
index c4c888d3b..134aabedf 100644
--- a/docs/checks/adding_teams.md
+++ b/docs/checks/adding_teams.md
@@ -43,6 +43,10 @@ Once these values are correct for your environment, you can run `add-team.sh`. E
 
 In this case, three teams will be added: `team01`, `team02`, and `team03`.
 
+> Kibana sorts team names in alphabetical order. If your team names are numbered (i.e., `team01`, `team02`, `team03`, etc.) then you should left-pad with zeros so all teams have the same number of digits. If you don't left-pad, the order in which teams appear in Kibana will be counterintuitive.
+>
+> For example, if you have 12 teams you should number them like `team01`, `team05`, `team10`, etc. instead of `team1`, `team5`, `team10` for sorting to appear correctly.
+
 Adding Multiple Teams
 ---------------------
 
diff --git a/docs/reference/ssh.md b/docs/reference/ssh.md
index 16b2d2029..e31d56d2e 100644
--- a/docs/reference/ssh.md
+++ b/docs/reference/ssh.md
@@ -9,4 +9,9 @@ SSH
 | Cmd          | String | Y            | The command to execute once SSH connection established |
 | MatchContent | String | N :: "false" | Whether or not to match content like checking files    |
 | ContentRegex | String | N :: "\.\*"  | Tegex to match if reading a file                       |
-| Port         | String | N :: "22"    | The port to attempt an SSH connection on               |
\ No newline at end of file
+| Port         | String | N :: "22"    | The port to attempt an SSH connection on               |
+
+Notes on FreeBSD
+----------------
+
+SSH checks will fail on standard FreeBSD installations. This is because by default, FreeBSD does not enable `password` authentication for SSH. In order to fix this issue, you must ensure that `PasswordAuthentication yes` is set in your `/etc/ssh/sshd_config` file.
\ No newline at end of file