TContent Model Designer, AI at Thumbtack

Helping AI sound less like …AI.

I design content models, prompts, and evaluation systems that help AI talk to people clearly. I’m a former principal and professor (still a teacher at heart 💜).

Sarah Mondestin
FocusContent model design
Writes ata 6th-grade level, on purpose
Now: AI Content Model Designer, Thumbtack Before Content designer· UX writer· Founder· Professor· Principal· Teacher
How I work

Good content still starts
with knowing your audience.

For years I wrote at a 6th-grade level so my students would understand. Now I do it so everyone can, including the models.

Listen

User interviews and research to find the real pain points before writing a word.

Structure

Content models and taxonomies that give AI and people the same mental map.

Write

Prompts, UX copy, and style guides. Keep what’s necessary, toss what’s not.

Evaluate

Rubrics and evals that show whether the words are actually doing their job.

Before Thumbtack

Earlier work

BrainPOP
2021–2025

BrainPOP

Senior UX content designer and researcher. Grew from community moderation into UX writing, research, and content strategy.

  • UX writing
  • Research
  • Onboarding
  • Growth
UX of EdTech
2022–present

UX of EdTech

Senior content designer, researcher, and former editorial lead for a community of edtech designers.

  • Editorial
  • Content design
  • Advising
Writer’s Grit
2004–2024

Classrooms & Writer’s Grit

Teacher, principal, writing professor, curriculum specialist, and founder of a writing coaching business.

  • Learning design
  • Coaching
  • Leadership
Kind words

Sarah reshaped how we design with words. Her strategic approach to UX content design improved countless opportunities for conversion, feature adoption, and user task completion.

Stephanie Hom · VP of Product Design, BrainPOP

Sarah has a knack for relating to the user, promoting an evidence-first approach, knowing the right questions to ask, and communicating clearly and effectively.

Chris Stare · People Scientist, Roblox
More reviews →
Companies I’ve worked with
Thumbtack BrainPOP UX of EdTech Quizizz Dallas College ECS Learning Systems Boston Public Schools La Sierra University Chapperone Writer’s Grit EduSports CEO Mom
Leadership style

Hire capable people. Expect their best.

I’m an adaptive, Agile leader. I take advice from my team, ask questions, share credit, admit and learn from mistakes, and focus on customers. I lead with integrity and humility.

Outside work: part-time homeschooler, full-time mom, California native by way of Oregon, and maker of very good vegan BBQ in Texas.

“If anything goes bad, I did it. If anything goes semi-good, we did it. If anything goes really good, then you did it.”Bear Bryant, University of Alabama