As a child, he was friends with Lynn Sr. and they went to Camp Mastodon together. He attended Royal Woods Middle School where he was a school delinquent and often hid in the home economics classroom whenever he was called to the office. During his eight grade year, the school held a winter dance one night but he lost his ticket. He got conned by Scoots for a new ticket, and missed his chance to be with Tammy Gobblesworth. This also made him grew a mustache and was vowed to never be conned again which led to him becoming a swindler. Years later, he attended Royal Woods High School, with Rita, Chef Pat and Mrs. Gurdle. During his time in high school, he often did antics that annoyed Chef Pat which led to her friendship with Rita being ruined on their last day.
He appears to be a smug opportunist and a swindler where he manages to cheat each Loud sibling by giving them "Lily's blanket" in exchange for their garage sale money. Despite him changing this behavior in "A Flipmas Carol", he has since reverted back to his old ways; in "Farm to Unstable", his store was revealed to still be selling expired milk and eggs, and in "Frame on You", he forced Lincoln and his friends to pay him every time they asked him a question.
In "Out on a Limo", Lincoln states that he never gives him free smoothies, which means that Flip is stingy. This is also proven when he charges Papa Wheelie for double strawling his Flippee.
In "Intern for the Worse", he comes between Lincoln and Clyde's friendship, by making them compete for higher ranking staff positions at his store, much to his advantage.
Flip is also a very repulsive man, as seen in "Intern for the Worse" where he sells expired milk, and uses the melted cheese machine to put his dirty clothes, mostly his socks. He also falsifies lottery tickets with a black marker. The oil he uses in his store was actually hot dog grease. His disgusting behavior is shown again in "Roadie to Nowhere", where he has so much gunk on his teeth which Rita tries to remove. He also has a false tooth made out of beef jerky.
He cares a lot for his profits, but has no regard for safety or lives of his customers, because in "Washed Up" he let Louds hire a broken boat from him. He blamed them for ruining it, despite it was his own fault. In addition, in "Snow Way Out", he would have abandoned the Loud children and Hops if not given the tickets, despite them being in danger of developing hypothermia.
In The Loud House Movie, he is shown to not like singing or pity parties as he kicks Lincoln off his property while he lamented about his sisters being more successful than him.
In "Much Ado About Noshing", Kotaro explains that Flip siphoned the drinks from Lynn's Table with his van but got livid when he was told give everything back. Later, Flip received an invitation to Lynn's Table as an attempt to see who the bad reviewer was.
In "Time Trap!", in an alternate reality, Flip rebranded his store into "Phillip's Greens and Beans", going by his real name, Phillip, because Leni spilled kale juice on Rita's dress, he was inspired to sell all sorts of healthy foods.
Flip is a middle-aged man of short stature. He has gray hair, and a bald spot on the top of his head. He also has a gray mustache and eyebrows as well. He wears a brown pants, black shoes, and a t-shirt that was originally white in Season 1, but changed to red from Season 2 onward. In "Intern for the Worse", he wears a red button-up shirt.
In his youth, he used to be clean-shaven and slimmer with longer, black hair. He gained his signature mustache after being swindled by Scoots on the night of his middle school Christmas dance.
According to Lisa (or at least in Lincoln's fantasy), Flip is the only person in town who will hire a four-year-old with no experience.
The fact that he cuts corners, tampers with the expiration dates, and has unsanitary conditions with the food he sells is similar to Apu from The Simpsons.
His Flippees are also similar to Apu's Squishees that he sells at the Kwik-E-Mart.
He received a slight redesign in "Intern for the Worse", and for that episode only, with that redesign featuring a slightly different shape to his facial features (prominently his nose and mustache), as well as other fine details added to the rest of his face.
Flip owns a Humvee, which he uses as a snow plow.
He has bad dental hygiene which he states that running his store was more urgent, and furthermore, according to Rita, his appointment has been ready for ten years.
In "Net Gains", it is highly likely he has been to prison before since one of the inmates recognized him as both he and Lynn were driving by.
He also runs a pawn shop business called 'Pat's Pawn and Prawn', a ticket reselling business called 'Tucker's Tix and Tux'.
His great-great grandfather, Gip, founded the first ever business in Royal Woods, called "Gip's Girdles 'N' Garters".
Flip has impatience issues, as his struggles to fix the Flippee machine and nacho cheese machine completely aggravates him.
He was once a middle school delinquent and was in the same middle school as Lynn Sr.
Lincoln believes he is lactose intolerant, and he at least is in Lily's dream. However, it is unknown if this is true or if Lincoln and Lily just think it's true, since he's eaten cheese before with no problems.
He once got so angry that even his mustache turned red. 
When he sits on the Louds' dining room chairs, his butt falls asleep.
According to Clyde, Flip once threw out a kid for loitering while his mother was paying.