Some ideas off the top of my head: Someone who is pragmatic and expreienced may be "an old pro". I am a speech pathologist with a co-worker who has been working for 30+ years and will be retiring soon. She fits what I consider "pragmatic and experiienced." I'd say that she "could write the book" on speech pathology knows our field "forwards and backwards" or "from A-Z" is the "Queen" of speech pathology or a "speech pathologist extrodinare"
A babe in the woods is an idiomatic term for a person who is innocent, naive, or inexperienced.
A bankbook is an alternative term for a passbook or chequebook, or an idiomatic term for a person's individual wealth.
An amen curler is an idiomatic term for a parish clerk.
An amber gambler is an idiomatic term for someone who accelerates when traffic lights change from green to amber, instead of stopping, hoping that no other vehicle will cross their path.
A pack of lies is an idiomatic term for a list of group of untruths.
A big daddy is an idiomatic term for a man of great importance.
Some examples of pragmatic actions include making decisions based on practicality and feasability, focusing on what works rather than on theoretical aspects, and adapting to the situation at hand to achieve a desired outcome.
Digging into the past is an archeological term, where you would literally dig down into the soil and rocks from long ago. The idiom means to investigate or learn about someone's past.
The idiomatic phrase "have to" means "must" but may be shown as the slang term haveta.
A best bet is an idiomatic term for a best proposal or plan in any situation.
The term "b player" is sometimes used to refer to someone that is less experienced than many other players.
"Touch base" is typically written as two words. It is used informally to indicate making contact or reconnecting with someone.