Familial Vagabond (Rom)

Some cultures are roguish by their very nature, and they live lifestyles where their families are troupes of traveling performers and vagabonds altogether. They may even put on touring "shows" in which they appear to be innocent performers, acrobats, or daredevils. However, these touring families have gained a reputation for being potentially criminal, sometimes having a rash of burglaries or robberies occur whilst they are in a town or area, yet often having little proof to indicate one of these artists as the culprit of such crimes. These peoples have lived a majority of their lives in an unusual balance with the darker elements of the country's residents. They aren't employed by evil forces, but they're still brave enough to perform in an Orcish fortress or a known vampire's citadel. The familial vagabonds survive these stresses by being cunning, quick-thinking, and smart. They band together for protection, learn specialized magics, and come to understand how almost all different groups of peoples act in order to be prepared for the challenges in any territory their travels take them to. And travel they do, with a wanderlust that marks their identity almost more than any other factor.

Wanderlust

3rd-level Family Vagabond feature

You live a life on the road, that of a traveler and a touring performer, which is often necessitated due to prejudice against your kind you might experience more terribly if you remain in place for too long. Travel for you is an easy affair in all but the hardest circumstances. As an action, you can choose a number of creatures equal to your Charisma modifier and yourself. You know tactics and advisories which make all of you capable of traveling faster, and you add +5 to speed for those creatures and each such creature ignores difficult terrain for a number of hours equal to your Proficiency Bonus. You may use this feature once before you must finish a long rest to use it again.

Additionally, you are able to find your way under most circumstances, and your family keeps important and detailed maps of the regions you travel to. You gain proficiency in Cartographer's tools and you double your proficiency bonus with all rolls for such tools.

Cousin's Cousins

9th-level Family Vagabond feature

Starting at 9th level, you have earned enough respect in your family to attract a constant follower from among the many cousins or members of your family. You gain a Sidekick which can be of your race, or a beast of CR 1/2 or less. A Sidekick who can speak a language can choose any of the Sidekick classes out of the Expert, Spellcaster, and Warrior, and a beast can choose only the Warrior class. If your Sidekick is killed or otherwise lost, you will find, receive, or recruit a replacement Sidekick in 1d8 days. If you already have a Sidekick, you do not gain an additional one from this feature, or also you may choose to forgo the Sidekick granted by this feature. If you choose not to have a Sidekick from this feature, you are then entitled to a continual stipend of the family's earnings. You receive your character level times ten gold pieces on the first day of each month in a safe place, like a secured lockbox or in a special secure spot in your home.

Additionally, you have become well-versed in the layouts of most major security plans for cities, forts, and encampments. You gain proficiency in History, and you have advantage on any Investigation roll to determine the rounds, guard rotations, and potential blind spots of any security team or guard force.

Rromano Respect

13th-level Family Vagabond feature

When the Rom culture recognizes one of their own as being a good member of their family and a good person of their culture, they are said to be a Rromano. Often, a fully recognized Rromano can call upon their families for any number of tasks, as the Rom tend to work together devotedly and well when directed by a trusted Rromano, because to do so increases their own cultural honor and esteem. You can, as a one-hour process, explain your needs to a member of your family, and then you will be able to call upon the service of 2d4 sidekicks which are either Experts or Warriors, which will arrive after the hour has elapsed. You cannot command these sidekicks to follow you or your party, but they may be called upon to guard a location, research information, perform a hard labor task, or find an object or person in a large area (about 3 miles) nearby. Alternately, you can have your family perform a job which will make a day's wage for you to take advantage of, and after 8 hours, these individuals will return with 2 gold pieces for each sidekick you summon with this feature. Once you use this feature, you must wait 1d4 long rests to use it again.

Additionally, you have had to adapt much more than others to survive this long intact, due to continual life on the road and perpetual possible persecution. Once after you finish a long rest, you may choose a skill you have proficiency in, and you gain Expertise in the chosen skill until you finish a long rest.

Liege of the Clan

17th-level Family Vagabond feature

At 17th level, you are seen as a Voivode, a major leader of your entire familial clan or group. The Voivode is one of the heads of the entire family and clan, and once chosen, is usually chosen for life. You can employ your entire family to accomplish any goals you deem worthy of their time and effort, and they will abide and obey. Failure to serve the Voivode can cause expulsion from the family at worst, and a loss of much-valued family honor at least, so most Rom will not hesitate to do as you say. As an action, you can administer a command to any member of your family or clan, and that person will do everything to the best of their ability to fulfill your request. This command cannot immediately endanger that family member (so you can't tell them to go jump off a cliff or run into a burning building, for instance) but it can be a command which violates local laws (i.e. "go steal from that shop,").

Additionally, you are able to call upon the usage of your Rromano Respect feature to summon family member sidekicks once before you must finish a long rest to use it again, and if your sidekick from the Cousin's Cousins feature is destroyed or you dismiss them, you can receive the service of another sidekick in 1d4 hours after you contact your family. This new sidekick can be of the same sidekick class or a different one.