Expert

The Expert is a master of certain tasks or knowledge, favoring cunning over brawn. It might be a scout, a musician, a librarian, a clever street kid, a wily merchant or a burglar. 
To gain the Expert class, a creature must have at least one language in its stat block that it can speak. 
A sidekick gains the following class features as it gains levels, as summarized or the Expert table.

Bonus Proficiencies

1st-level Expert feature
The sidekick gains proficiency in one saving throw of your choice: Dexterity, Intellige4nce, or Charisma. 
In addition, the sidekick gains proficiency in five skills of your choice, and it gains proficiency with light armor. If it is a humanoid or has a simple or martial weapon in its stat block, it also gains proficiency with all simple weapons and with two tools of your choice.

Helpful

1st-level Expert feature
The sidekick is adept at giving well-timed assistance; the sidekick can take the Help action as a bonus action.

Cunning Action

2nd-level Expert feature
The sidekick's agility or quick thinking allows it to act speedily. On its turn in combat, it can take the Dash, Disengage, or hide action as a bonus action.

Expertise

3rd-level Expert feature
Choose two of the sidekick's skill proficiencies. The sidekick's proficiency bonus is doubled for any ability check it makes that uses any of the chosen proficiencies.
At 15th level, choose two more of the sidekick's skill proficiencies to gain this benefit.

Ability Score Improvement

4th-level Expert feature.
At 4th level and again at 8th, 10th, 12th, 16th, and 19th level, the sidekick increatses one ability score of your choice by 2, or the sidekick increases two ability scores of your choice by 1. The sidekick can't increase an ability score above 20 using this feature.

Coordinated Strike

6th-level Expert feature
The sidekick is adept at fighting in concert with a companion. When the sidekick uses its Helpful feature to aid an ally in attacking a creature, that target can be up to 30 feet away from the sidekick, and the sidekick can deal an extra 2d6 damage to it the next time the sidekick hits it with an attack roll before the end of the current turn. The extra damage is the same type of damage dealt by the attack.

Evasion

7th-level Expert feature
Because of extraordinary good luck, the sidekick is skilled at avoiding danger. When the sidekick is subjected to an effect that allows it to make a Dexterity saving throw to take only half damage, it instead takes no damage if it succeeds on the saving throw, and only half damage if it failed. The sidekick doesn't benefit from this feature while incapacitated.

Inspiring Help

11th-level Expert feature
When the sidekick takes that Help action, the creature who receives the help also gains a 1d6 bonmus to the d20 roll. If that roll is an attack roll, the creature can forgo adding the bonus to it, and then if the attack hits, the creature can add the bonus to the attack's damage damage roll against one target.
At 20th level, the bonus increases to 2d6.

Reliable Talent

14th-level Expert feature
The sidekick has refined its skills to an exceptional degree. When ever the sidekick makes an ability check that includes its whole proficiency bonus can treat a d20 roll of 9 or lower as a 10.

Sharp Mind

18th-level Expert feature
The sidekick gains proficiency in one of the following saving throws of your choice: Intelligence, Wisdom, or Charisma.

The Expert
Level	Proficiency Bonus	Features
1	2	Bonus Proficiencies, Helpful
2	2	Cunning Action
3	2	Expertise
4	2	Ability Score Improvement
5	3	-
6	3	Coordinated Strike
7	3	Evasion
8	3	Ability Score Improvement
9	4	-
10	4	Ability Score Improvement
11	4	Inspiring Help (1d6)
12	4	Ability Score Improvement
13	5	-
14	5	Reliable Talent
15	5	Expertise
16	5	Ability Score Improvement
17	6	-
18	6	Sharp Mind
19	6	Ability Score Improvement
20	6	Inspiring Help (2d6)