Today I am delighted to be doing a joint interview with early reader author Pepper Springfield and illustrator Kristy Caldwell. Last spring this dynamic team made their debut with Meet the Bobs and the Tweets, their first book in the new BOBS AND TWEETS series for emerging readers published by Scholastic. Today they’re here to chat about the recent release of the second book in the series, BOB AND TWEETS: Perfecto Pet Show. Thanks so much for joining us, Pepper and Kristy. Let’s get started.
Question #1: First of all, welcome. Since this is our first time meeting, please tell us a little bit about yourselves and your journey into the world of children’s book writing/illustrating.
Pepper: Thank you Laura, we really appreciate having the opportunity to talk with you about the Bobs and Tweets!
I deftly avoided going to law school after college, instead attending the Radcliffe Publishing Program, and started working at Dell Publishing as a publicity assistant. I worked with really talented adult book authors such as Richard (Revolutionary Road) Yates, Danielle Steel, Belva Plain, Gay Talese, and Gordon Liddy. I loved my job but I also liked being in school so I went to NYU at night to get an MBA. Shortly after I graduated, I was approached by someone at Dell who wanted the company to start a classroom book club to compete with Scholastic. I took the job, started a classroom book club called the Trumpet Club and have worked in children’s book publishing ever since.
I think now is a good time to come clean that my real name is Judy Newman and after running the Trumpet Club for 7 years, I came to Scholastic in 1993 and am now the President of Scholastic Book Clubs.
And while for all those years, I wanted to write a book I never had the courage to actually sit down and get my stories out of my head and onto a piece of paper (yes, paper in those days!). I am supposed to be an expert on children’s book publishing and I think I was terrified that if a book I wrote wasn’t perfect that I would be exposed as a fraud. But eventually—decades later—I finally got up enough nerve to start writing, find Kristy, and work with an editor. But I still felt the need—until very recently—to hide behind my pseudonym…Pepper Springfield. Although I’m still getting used to being an author and having people know that I am Pepper, it’s been wonderful to finally be able to talk openly to wonderful and supportive people like you about my passion for the Bobs and Tweets books and my journey as an author.
Well, henceforth, you will always be both Pepper and Judy to me. I’m so glad you overcame your hesitation to write!
Kristy: To me, it always looked like children’s book illustrators had the most fun, but initially I didn’t know how to become one of those people. I always hacked my jobs to incorporate some illustration duties. Everyone needs illustration at some point. Eventually, I moved from Monroe, Louisiana, to New York to attend the ‘Illustration as Visual Essay’ graduate program at the School of Visual Arts. Rachael Cole, the art director of Schwartz & Wade, generously agreed to be my thesis adviser, and she guided me to an understanding of what the process of creating a picture book can be, at its best. I also worked as an intern at Schwartz & Wade during that time. I think I was their first intern! After graduation I participated in Pat Cummings’ Children’s Books Boot Camp. I didn’t have a lot of confidence at that point, and Pat taught me a lot about standing behind my work.
I was very lucky to receive the initial email about Bobs and Tweets based on the strength of my portfolio on the Society for Children’s Book Writers and Illustrators website (SCBWI for short). Judy saw something in my work that made her think I could be trusted with these characters, and I’m so grateful for that.
What a wonderful story of how you got your start! I hope this inspires other illustrators to keep building their portfolios.
Question #2: I’m so delighted you found each other! Now, Pepper (aka Judy), please us a little bit about the inspiration behind the BOBS AND TWEETS books. And Kristy, what was your creative process for bringing Pepper’s characters to life pictorially?
Pepper (Judy): I visit many classrooms all over the country as part of my day job and I was always inspired to find books for kids who aren’t great readers—particularly 1st, 2nd, and 3rd grade emerging readers—those kids who struggle with vocabulary but don’t want to read “baby books.” I know those kids need books that have interesting stories and well developed characters that are funny and relatable but easy enough to read if you’re not a confident reader.
We know that rhyme—and engaging color illustration—work really well in helping kids read successfully so I wanted to try an unorthodox format: an 80 page rhyming, fully-illustrated chapter book.
One night the phrase “Bob the Slob” popped into my head. Bit by bit, I developed that one phrase into a cast of characters who all live on Bonefish Street. There are the Bobs, a family of real slobs, but the youngest member of the family, Dean Bob, is quite fastidious. He and his dog, Chopper, navigate life with a family who is not above driving their jet ski into the Bonefish Street community pool and building a half pipe ramp for skateboarding in the middle of the street. Fortunately, Dean meets Lou Tweet—the youngest member of the Tweet family of neatniks who have unwittingly moved directly across the street from the Bobs. Lou is NOT like the rest of her family. She loves rock ‘n’ roll and isn’t too neat. Quickly, Dean and Lou become best friends.
There’s also Mo, the self-proclaimed Mayor of Bonefish Street. Lifeguard Mark, in charge at the Bonefish Street Community Pool, Ms. Pat, the kids’ incredible teacher, and a whole cast of kid and adult characters.
Kids have a lot of pressure on them—including dealing with complicated family lives—and I wanted to create empathic characters that readers would cheer for and feel connected to.
I think one of the most gratifying things so far is that Meet the Bobs and Tweets was voted by kids as one of 32 “Young Readers” titles chosen from 12,5000 for the ILA/CBC Children’s Choices 2017 Reading List. That says to me that kids are finding the books and liking them organically.
I LOVE your phrase “and finding them organically”! That is a great tribute to your books and what we, as writers, parents, teachers etc. want kids to be doing – finding and falling in love with books “organically”!
Kristy: The characters are so wild and woolly—even the Tweets, who are wound so tightly that they are always a hair’s breadth away from total breakdown—that there’s a lot of fun to be had in the details. The stories really embrace the messiness of family and friendship.
Since it’s a series, the biggest challenge was to design characters kids would want to spend a lot of time with. The Bobs play a lot of pranks, and I wanted to make sure they don’t feel mean. The Tweets can be very rigid, and I wanted to make sure they feel capable of having a good time, too. Pepper (aka Judy) had already done a great job of digging into the characters’ backstories. I think I did three or four rounds of character design before it started to feel right. I have some secret inspirations. I thought about some of the more eccentric members of my family and pulled details directly from them. That helps me think about the characters more three-dimensionally, too.
Note from Pepper: Me too! Some of the characters are definitely inspired by real people in my life.
Yep, I have to agree. The real-life people we know can certainly be inspirational.
Question #3: You are only the second author/illustrator team I’ve had the chance to interview. I’m curious to know how much and in what ways you collaborated in the process of bringing your first book and now this second illustrated reader to final publication stage?
Pepper (Judy): This is actually the first interview Kristy and I have done together as a team and it’s so much fun. And you are asking a key question about our collaboration. I know many picture book authors and illustrators never meet (and I just read about how you met Jane Chapman—your illustrator—for the first time. ). I do understand how the writer and the illustrator working on a project from different perspectives (and different countries even!) bring their individual visions to the book to create something special and amazing.
But for Bobs and Tweets I knew I needed to find an illustrator who could collaborate with me along the way at every step. I was so excited to find Kristy Caldwell through the SCBWI website. Her portfolio wasn’t that extensive at the time but there was something about the whimsical way she drew that just resonated with me.

An example of Kristy’s artwork from 2011 (5 years before Meet the Bobs and Tweets was published!)
She was brave enough to take a cold call and come and meet me for breakfast in Soho and then we just got started. I realized I had to be clear—in the text as well as in my verbal conversations—about who these characters are. Over many breakfasts at The Cupping Room in Soho in New York City, we worked through the personalities and signature behaviors of Lou and Dean and the whole cast of characters. Bit by bit we developed these characters over breakfasts—and that is saying a lot since really neither I not Kristy are morning people—but those breakfast meetings were the best for our schedules and creative flow.
I would write about the characters and Kristy would draw them and it felt like magic, watching the two points of view come together. There are so many characters in these books and each of them requires lots of discussion and back and forth. We also want to make sure the world of Bonefish Street includes diverse characters and feels real and relatable.
Kristy: I don’t remember much about our first meeting except that I almost immediately knocked my water over, but I guess it went well from there!
We met the most frequently in the beginning, during the concept stage for the first book. But we have continued to meet in person at critical stages like the early writing and thumbnailing—for Perfecto Pet Show and now for Book Three too. I think it sets us down a good path. In person it’s easy to see which ideas Pepper is particularly excited about, and that’s really helpful. We try to support each other. By talking together in the early stages we also have a rare opportunity to discuss new characters and dig deeper into the community we’re slowly building with each book.
Question #4: Teachers and parents are always looking for ways to tie books into the curriculum or extend the enjoyment with post-reading activities. Do you have any extension activities your readers might enjoy?
Pepper: Because Meet the Bobs and Tweets was a non-traditional format we created a handmade dummy of the text with black and white illustrations. We sent out about 50 copies of that dummy—along with a survey—to teachers to share with their students and get some feedback. From those survey responses we knew that teachers would use Bobs and Tweets to do a variety of lessons: comparing and contrasting, rhymes and rhythm, conventions and usage of standard English grammar, recall and retelling, and more. We actually had a really wonderful teacher send us a lesson plan on these topics that is free to download on pepperspringfield.com!
The original dummy cover and our first student survey.
We are working on a program where kids can say whether they are a Bob or a Tweet, holding up a Tweet or Bob specific paddle, and then explain why they say that. We’ve been trying this out informally with kids we know and the responses are fascinating. I think teachers will get really rich lessons when kids use their critical thinking skills and stretch their vocabulary to describe their opinions about themselves within the Bobs and Tweets framework.
We don’t want to make these books too heavy handed or curricular but I do think they really lend themselves to be class conversation starters and generate very insightful and meaningful feedback. Also, to help teachers get some insight into students’ family lives.
Kristy: A third-grade class did put on a play based on the first Bobs and Tweets book. I was totally blown away. The school emailed me a few photos, and it was inspiring to see how big the actors’ smiles were. I recognized specific illustrations from the book in the painted backdrop, and I think they improved everything!
Like Pepper said, I think the strong contrasts throughout the books are an opportunity for kids to appreciate each other’s unique strengths. The relationship between the Bobs and the Tweets evolves. It was important to Pepper and to me that the “slobby Bobs” get to be the good guys sometimes.
These sound like wonderful extension ideas and I LOVE that a class decided to put on a play based on your first book. That’s a sure sign the loved it!
Question #5: Finally, what’s next for each of you? Any more collaborative, or independent, works in the pipeline?
Pepper (Judy): It took us three years to get Meet the Bobs and Tweets from that first coffee shop meeting to a published book. Since then we have spent so much time and creative energy developing the characters and the world of Bonefish Street that there is so much rich material to mine for future books.
We love Ms. Pat, Lou and Dean’s marvelous, pet loving teacher who has a real penchant for children’s literature (hint: check out the names of her pets!); the kids in the class, the colorful adults in the Bonefish Street community, and the always surprising Bobs and Tweets themselves.
Right now we are working on a Halloween book for Fall 18 and have lots of ideas for future books and interstitial material. My dream would be for this world to be turned into an animated series as a companion for the books! What I have learned in this process, is that if you believe in your characters and your stories strongly enough and have the courage to NOT hide (like behind a pseudonym!) anything is possible if kids love your books.
Kristy: As Pepper said, we are actually at work on Book 3 as we speak! The world of the Bobs and Tweets is growing richer. We get to explore new emotions and new connections between characters, and—not to give anything away—I’m having a lot of fun mapping out all of Bonefish Street, which we hadn’t done before.
I also have a picture book coming up that will tell the life story of Isabella Bird, a trailblazing adventurer who lived in the 1800s. Away with Words is written by Lori Mortensen and will be published by Peachtree Publishers in Spring 2019.
Congratulations to both of you! I shall look forward to the Halloween book with many more to follow, I hope. And AWAY WITH WORDS sounds marvelous, Kristy! Can’t wait to read that as well. Thanks for stopping by and best wishes for continued success. Enjoy the journey!
About the Author:

Pepper Springfield (aka Judy Newman to close friend and family) was born and raised in Massachusetts. She loves rock’n’roll and chocolate, just like Lou Tweet. And, like Dean Bob, she loves to read and do crossword puzzles. Judy hates the spotlight, but Pepper is getting used to it! If Pepper had to choose, she would be a Tweet by day and a Bob at night.
About the Illustrator:
Kristy Caldwell received an MFA in Illustration from the School of Visual Arts. She is a full-time illustrator and part-time Tweet. While working in her art studio in Brooklyn, NY, Kristy gets her creativity on like Lou Tweet, drinks tea like Dean Bob, and hangs out with her energetic dog, Dutch.
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