All my emails from scoutbook are flagged as suspicious by Gmail. This is because Scoutbook is incorrectly configured - so it fails DKIM/SPF.
These things are easy to fix by properly adding information about the mail servers that Scoutbook is using to the scouting.org DNS entries. Specifically, that IP (209.85.220.41) (or a block containing it) needs to be added to the SPF record. Currently the SPF record is:
v=spf1 ip4:209.246.150.0/24 include:spf.protection.outlook.com include:spf.constantcontact.com include:cust-spf.exacttarget.com include:zcsend.net include:_spf.stgi.net ip4:204.28.10.0/23 ip4:69.174.82.0/23 ip4:50.97.178.240 ~all
DKIM is a bit more complicated; your mail provider must generate an asymmetric key pair, and set the public key as the dkim entry in the DNS. How to do this will depend on your mail provider.
