Here’s a little story time to kick things off. A couple of years back, I created a list for “national boss day,” kind of on a whim. I don’t know what inspired it, but I suspect I happened to see that there was a day, like almost anything else, for bosses. Fast forward to this past week, and I’ve been scrambling to plan content for Sunday. I had Thursday, Friday and Saturday ready and in my mind. But Sunday? That stumped me. Then again, I saw next week, October 16, is “national boss day,” and thought, why not create another list of best boss characters? This time around, we’ll see if we can avoid the worst ones. This is where we are, so this is what we’re going to try to do.
LIST | SORT OF SPOOKY & FUN MOVIES + WHERE TO SEE THEM: 2022 EDITION
💼BOSS DAY: 10 OF THE BEST BOSS CHARACTERS💼 #CSI #GILGRISSOM #MYLIFEISMURDER #FRANKIEDRAKE #BLUEBLOODS #FRANKREAGAN Click To TweetGiven we know where this comes from and the why of it all, it’s time to start the search and see if I can find enough characters to fit (and I will say, most are from British or foreign TV shows!). Because of course, we try not to repeat from previous year’s lists. Time to jump in!
BEST BOSS CHARACTERS
ALEXA CROWE
Where you know her from: My Life is Murder (TV drama)
Thoughts: Kicking things off with an unusual pick. Alexa is a former detective who bakes her own bread which she sells to a local café. But to the side of this she operates as a special consultant. A detective uses her expertise on a regular basis, and Alexa employs the assistance of the hilarious and colorful Madison, her go to technology expert.
Find ‘My Life is Murder’ streaming with Acorn TV
FRANKIE DRAKE
Where you know her from: The Frankie Drake Mysteries (TV drama)
Thoughts: Frankie is sassy and opinionated. She lacks nothing in the confidence department and runs her own detective agency in 1920s Canada. Sadly the show ended after four years with QUITE the cliffhanger, so it’s one of those shows you have to write an ending to.
Find ‘Frankie Drake’ streaming on Masterpiece PBS
DAN FOREMAN
Where you know him from: In Good Company (Film)
Thoughts: Recently re-watched this Dennis Quaid film, and I love this character. He’s someone easy to relate to and yet we can also learn from, both good and bad lessons.
GIL GRISSOM
Where you know him from: CSI (CBS TV drama)
Thoughts: There’s something about Gil that I always appreciate. He’s quiet, yes, and I suspect that irks some viewers, especially where it comes to the people in his life. However, I think that’s part of what makes him good at his job. best boss characters
Find ‘CSI’ streaming on Paramount+
STEVE MCGARRETT
Where you know him from: Hawaii Five-0 (CBS TV drama)
Thoughts: Steve has some hot-head moments that don’t endear him in the way someone like Gil Grissom, who is pretty dang even keeled, but sometimes the situation calls for this. He’s a good guy overall, and I miss him and his gang on my TV screen.
Find ‘Hawaii Five-0’ streaming on Paramount+
WILLIAM MURDOCH
Where you know him from: Murdoch Mysteries (TV drama)
Thoughts: Ok, so William isn’t the “normal” boss character. Meaning he has a boss above him but he’s still a boss in the sense of there are ranks that he works with where he has the seniority. I like Brackenreid a lot too, who is William’s boss, I just sometimes wish he’d use a little more self-discipline and take more (good) pride of what he represents.
Find ‘Murdoch Mysteries’ streaming on Acorn TV
AGATHA RAISIN
Where you know her from: Agatha Raisin (TV comedy)
Thoughts: Agatha is a hilarious and unforgettable character. She starts out as a woman who owns a successful company that she gives up to live a quieter lifestyle. But eventually she becomes a sleuth who starts her own detective agency.
Find ‘Agatha Raisin’ streaming on Acorn TV
COMMISSIONER FRANK REAGAN
Where you know him from: Blue Bloods (CBS TV show)
Thoughts: This name should have been on the list from 2019. I love this character, and really family, so much as TV characters. They’re just epic and cool and all that jazz. Frank in particular is interesting because he’s the boss of an NYPD force, and has an immense burden over moral dilemmas and choices that he is faced with, and even sometimes working through how a choice aligns with his faith. Also, a couple people mentioned Frank last year, and I neglected to add him, so this is my thanks for remembering him to me!
Find ‘Blue Bloods’ streaming on Paramount+
JAMIE REAGAN
Where you know him from: Blue Bloods (CBS TV show)
Thoughts: Jamie has worked his way up to a sergeant during the 10+ year run of this show. He’s not, of course, THE boss because he also has someone to answer to, but he is A boss, and while I don’t always like how he leads, I do think overall, he’s good as a boss and always comes at a problem from a moral place of attaching a problem from what’s right. Plus, he is troubled by some of the things he has to address, and so he doesn’t take this lightly. Definitely one of my favorite best boss characters on this list.
Find ‘Blue Bloods’ streaming on Paramount+
MIKE SHEPHERD
Where you know him from: The Brokenwood Mysteries (TV drama)
Thoughts: I loved this character from the start, and still do. There’s just something interesting about him. He’s mysterious but not in a “bad” way.
Find ‘Brokenwood Mysteries’ streaming on Paramount+
SEE OUR LIST FROM 2019
15 OF THE BEST (AND NOT-SO-GOOD) BOSS CHARACTERS
Have you met any of these characters? Do you like any of them? Is so, why or why not? I like them outside of just being a boss, so it’s fun to feature them, but I want to know your thoughts! Let’s meet in the comments, shall we. Comment all the thoughts.
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