Promote Penn faster
When Penn gets to a reasonable level (12+ of CLASS 2 : Emperor Penn), he becomes a valuable character, very resistant to physical attacks.  Until then, he's just a sitting duck (no pun intended). 

To help him get stronger faster, here are a few tips :

1- If other fighters can use either Resist or Support magic, use BOTH on Penn to make him more resistant to attacks, thus giving him a fighting chance ;

2- If any fighter can use the Attack magic (Masqurin gets Attack LV1 when she reaches Wizard LV16 and Attack LV2 at LV 23, Hagane gets Attack LV1 when he reaches LV14 and Attack LV2 at LV22), use it on him to give him more attack power.  More damage scored means more XP, so you can level up faster.  To my knowledge, only Masqurin and Hagane get to LEARN the Attack spell.  Others can get to use it by being equipped with the right weapon or by using an item ;

3- Make him carry medical items : using the items gives him a little XP each time (1-3 XP for healing items, 3 XP for Antidote);

4- When you have a Silver Ring to give him, do so and equip it : it will raise his DEF and LCK ;

5- Keep Health Bread, Power Wine, Happy Cookie, Armor Milk and Nimble Onion for him.  He has no need for Brain Food, so use it on Synbios.  Use Brave Apple on Penn when his XP is 0, else he gains a level but loses his XP ;

6- If you can afford to promote him later than LV10, don't hesitate (this goes for every other character as well).  For most characters, LV15 of Class 1 is the last level at which you increase your status.  LV16 and more are just higher levels with no increase in status, except the occasional Weapon Level increase.  If you promote your character at LV15, he will be a much stronger LV1 Class 2 than if promoted from LV10.  NOTE: LV 20 of Class 1 is the absolute highest level before promotion ;

7- Give the promoted Penn the Ibiru Ring found in a pillar in Lookover Village.  The Ring can be used to cast Spark L2, a very powerful spell, with no need of MP.  The Ring can be equipped or not to cast the spell.  If you choose to epuip Penn with the Ring,  he will become cursed but his attack will be greatly improved.  Repair the Ring as soon as it cracks, don't let it break;

8- Promoted or not, keep Penn behind friends so he can't be attacked, and move him in for the kill when an enemy has very few HP left (kills always give more XP than non-lethal attacks);

9- Make him friends with many fighters and fight side-by-side with them, to have more powerful attacks.  Using the Ibiru Ring can help making friends faster, since it increases the number of enemies hit.  Increase REALLY faster: use Ibiru Ring on a group of enemies that has already been hit with Spark LV2 from another character (Synbios/Masqurin/Noon).  Should be SOULMATE real fast !
Things to know about Status Spells
Status spells (Resist, Support, Attack) can be combined but are not cumulative.  That means you can use all 3 spells on the same character(s) to make him virtually invincible, but you can't add the effects of many identical spells ( casting Attack twice won't increase his attack twice, even if the dialog box says "XXXX's Attack has increased" - same goes for Resist and Support ) .  And the effects of the spell wear off 3 moves after the initial cast, no matter how many times the spell has been cast after the initial cast.
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