Recommendations

Repeat and Meet Me @1006 both have time manipulation
Where Meet Me @ 1006 has more romance than Repeat
In Both dramas main characters regret there past doings where they get chance to correct them

Both series follows intelligent plot line with genius leads. In both series leads are trying to uncover truth behind death of their loved ones. Both leads teach harsh lessons to the people who tries to hurt their loved ones. Both leads are very good in foshadowing the future conditions and can manipulate other people and plays them like chess pieces.

Both the leads are genius in these dramas and hides their true selves and their actual feelings for others in childhood to protect themselves. With one major change in their adulthood they starts to show their true self and how genius they are. Both leads rise through ranks and position with the help of their mind. Both leads have are trying to know secret behind their mothers death. Both stories have intelligent plot line with intelligent writing.

Both about spoiled family that expect to inherit the family fortune that was built on food/restaurant business. In both, the elder brings in a hardworking outsider... Plus, you can not help but think of this drama, since the titles are so similar. Shining Inheritance is also called Brilliant Legacy. I just started watching Brilliant Heritage, but can highly recommend Shining Inheritance.

Both feature talented women who chases their dreams despite living in a patriarchal society. They both enter an institution where they were both trained by a woman who were initially strict but whom they eventually learned to love and respect. Because of their talents, both became known in her institution, even the king offering something for her. They both had bitter rivals, jealous of their talents and even obsessed with their lovers. Both overcame a lot of hardships to became well known in their institutions. Their choices of how they live their lives in the end can be a surprise.

There are so many similiarities in both dramas:
=> set in the time of King Jeongjo
=> Female lead has to pretend to be a man in order to live well in a patriarchal society.
=> Female lead has sort of a brother character who is much weaker and less talented than her, but the brother character still deeply cares for her
=> Female leads unique talents has led her to enter a male-only institution where she could prove her talents
=> There is a male character in the institution who is a rival for the female's talents.
=> Because of female's talents, she was able to prove herself in the institution she joined with even the King Jeogjo character acknowledging her skills.
=> One of the paintings in Painter of the Wind is a design on the clothes of the most flamboyant male character in Sungkyunkwan Scandal
=> Female lead is an orphan, her father's death is related to his work on King Jeongjo's father Crown Prince Sado
=> A gisaeng is in love with the female lead's male persona (watch the dramas to see if either female lead returns the gisaeng's love)
=> A lot of shenanigans involved, including the female leads having to dress as a gisaeng while in her male persona!
=> One of the villains of both shows has an assassin that was assigned to kill one of the good characters.
=> Considering the setting of both dramas is with the same King Jeongjo, the ending of one drama might make you think why is it not possible for the other drama.
Differences:
=> There is no similar version of Yoo Ah In or Song Joong Ki's characters in Painter of the Wind
=> The teacher and the main male love interest in Sungkyunkwan Scandal are different characters whereas they are the same character in Painter of the Wind
=> Sungkyunkwan Scandal focuses on lessons, books and Confucian teachings while Painter of the Wind's focus on painting.

If you admire Ha Ji Won in beautiful historical costumes, as well as portraying complex characters, then Hwang Jin Yi (2006 drama) is a must watch.
Similiarities:
=> actress Ha Ji Won
=> Ha Ji Won characters undergoes a lot of training to become a beautiful woman
=> The beautiful costumes that shows Ha Ji Won's characters' beauty
=> story is both about a woman who has to overcome the pain in her lovelife to become the best as she can be
=> Not really the same but can be comparable: If Empress Ki has fighting Ha Ji Won, Hwang Jin Yi has dancing Ha Ji Won
=> the beautiful way in which Ha Ji Won expresses her characters complexities in both dramas.
=> From what I know, these are the dramas that gave Ha Ji Won her Daesang (grand award) for the yearly tv station awards (Empress KI-MBC, 2013; Hwang Jin Yi-KBS 2006).

A historical drama featuring a star-crossed love triangle starring Ha Ji Won. The stories may be quite different but if you watched Empress Ki or Damo, and liked either of them really well, you must obviously have become a Ha Ji Won fan because since she's the lead of both shows. Therefore, I am recommending Damo to Empress Ki fans and Empress Ki to Damo fans. Both dramas feature Ha Ji Won as an orphan poor girl who has to overcome a lot of trials in her life. Both dramas are also her sageuks where she shows a lot of swordfighting and other action skills. Also in both shows, it appears that she had always loved a man who is kind and caring, but somehow became drawn to another man who she was not supposed to love. The love triangle in both dramas have great effects on Ha Ji Won's character since they both have/gave her something very important to her.
I suggests fans of either dramas watch the other since Ha Ji Won is fantastic in it. Also, because Damo was such a great drama for its time in 2003 but is somehow currently ignored because of so many newer dramas.

Detective, cops, justice, injustice, power, struggle, help, inner self, heart wrenching, crime, poverty, gangs, useless police, trap

Fatherly love, pure innocent young daughter, bad society, poverty, struggler, helping hands, corruption, injustice,

Fatherly love, young pure innocent daughter, poverty, struggling, society, injustice, crime, corruption, useless police, helping hands

Pure innocent young girl, poverty survivor, justice, injustice, crime, gang, love, heart touching, strong will, bad cops, will to live,

Pure little girl, poverty, survivor, society crime, good cop, justice injustice, fight, faith, love, care, help, relationship, strong will,

Father daughter love. Poverty. Victim of society crime, strong will, survivor, justice, faith, strong bond, pure little girl

part of the same series so it goes without saying that they're pretty similar. genres: action, adventure, fantasy, archaeology, etc