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šŸšŸŽ™ļøIt Started with a Typewriter and a WTF Moment: The Story Behind Wicked Title

Wicked isn’t about being edgy. It’s about refusing to accept chaos as normal—and building something better together.

šŸ“Œ EPISODE SUMMARY:
(Scroll down for the full story)

This episode isn’t about algorithms, hacks, or hot takes.
It’s about how Wicked Title Forum came to exist—and why it refuses to look, sound, or act like anything else in the title industry.

Wicked Title started with a typewriter, a teenage job in a one-woman Pennsylvania title shop, and a lot of ā€œwhat the hell am I doing?ā€ moments no one prepares you for. It grew through decades of curative puzzles, compliance chaos, undocumented workflows, and being told to ā€œjust figure it outā€ in an industry that quietly expects perfection.

In this video, Cheryl Evans—founder of Wicked Title Forum—shares the real origin story:
• Why ā€œWickedā€ has nothing to do with Boston
• How a domain name (Cheryl.wtf) became a philosophy
• Why title professionals don’t need more vague education, legalese, or jargon
• What happened at ALTA One 2022 that changed everything
• How a rainbow goat in a cape became a symbol of clarity, courage, and competence

Wicked Title Forum was built for the people behind the scenes—the agents, processors, closers, examiners, notaries, and operators who keep deals alive while juggling risk, regulation, and impossible timelines.

No fluff.
No corporate theater.
No pretending this work isn’t hard.

As we close out 2025, this video also looks ahead to what’s coming next:
• A deeper, more powerful searchable knowledge base
• Better tools, better organization, better access
• A continued commitment to making the complicated simple and the overwhelming manageable

If you’ve ever thought:
ā€œI should know this, but no one ever taught me.ā€
ā€œI don’t need theory—I need to know how.ā€
ā€œI’m tired of reinventing the wheel alone.ā€

You’re exactly who this was built for.

šŸ‘‡ Join the Wicked Title community
šŸ”Ž Explore the Wicked Title Knowledge Base
🐐 Meet Super Title Goat
šŸ’¬ Share your story in the comments—I read them

Wicked isn’t about being edgy.
It’s about refusing to accept chaos as normal—and building something better together.

Welcome to Wicked Title.


Hey there Wicked Title Folks, Cheryl here, your fearless title translator. As we wrap up 2025 I want to reflect a bit on where we’ve been.

šŸŽ„ Watch the video instead

What’s in a Name

People see ā€œWicked Title Forumā€ and ask if I’m from Boston. I’m not. The name started as a dare to myself.

A few years ago, I was hunting for a personal domain, something authentically me, and the registrar coughed up Cheryl.wtf. I laughed, but moved on, still stuck in the corporate mindset of ā€œprofessionalism.ā€ But it struck a nerve. I realized that pretty much defined my entire career: taking people from What the…? to Wicked Transformations. I was the go to problem solver and miracle worker for businesses large and small, all over the world, and each and every one of us has those ā€œI have no idea WTF I’m doing!ā€ moments.

Not too long after the birth of Cheryl.wtf, the title-world version clicked into place. The industry didn’t need another vague webinar that told us what do to but not how to do it. We didn’t need another lawyer or another tech developer. We needed a practical forum where operations, compliance, marketing, and tech actually connect in a way that is easy to understand (read: doesn’t put us to sleep) and actionable. We needed a salve for the never ending march of WTF moments that is life as a title professional.

Where The Spark Really Came From

My origin story isn’t glamorous. As a teenager, I got dropped into a one-woman title shop in Pennsylvania and handed multipart forms—for a typewriter. Three policies later I rebuilt the forms in Word, tripled output, and learned a permanent lesson: better systems create scalable businesses. Fast forward and I’m training staff, solving curative puzzles no one teaches, and building SOPs because ā€œgo figure it outā€ was the only manual available.

Two plus decades of consulting later, I was still seeing the same pattern everywhere:

  • Agents buried under rules, acronyms, and risk—but starved for clear, right-sized guidance.

  • Vendors publishing great education no one could find.

  • Associations doing vital regulatory work—but the day-to-day how to run a modern agency kept falling through the cracks.

  • Smart people isolated, reinventing wheels, losing time and margin to avoidable chaos.

  • Tech gurus who couldn’t stop speaking jargon long enough to understand their customers were too busy to think and just needed action and done-for-you solutions.

I’ve always been a solution architect at heart. Ideas are cheap. Implementation is what creates change. After twenty four years of my time in the industry, no one had stepped up to solve the problems that I’m sure predated me.

Wicked Transformations

In October 2022 at ALTA One, I stopped muttering about the gap and launched Wicked Title Forum. No confetti cannon—just a little goat in a cape and a promise: make the complicated simple and the overwhelming manageable for working title pros.

To be honest, I was terrified. Despite 20+ years in the industry, I’d never moved at the national level and here I was showing up with gritty, rainbow colored branding and a Super Title Goat mascot I’d drawn myself. Would I be laughed out of the industry? I had to try. I was certain I wasn’t the only one who needed something a little different.

I didn’t have a booth. I didn’t have a budget. I’d spent everything I had for a plane ticket and entrance to the event. Over the course of 4 days I handed out almost 400 business cards. (Did I mention I’m an introvert with social anxiety?)

On day four, two people said things that will stick with me forever.

The first was a title agent I’d not yet met. I introduced myself and handed her my card, a metallic rainbow colored indulgence featuring Super Title Goat flying over some houses. She then exploded in excitement, crying out, ā€œI got the goat! I got the goat! All my friends got the goat and I didn’t think I was going to get one!ā€ She made me believe I could actually do this. I could be myself with all my opinions and personality and expertise, and bring something new and valuable to the industry that gave a teenage mom, without a degree or hope, a successful future, all those years ago.

The other encounter was with Bill Svoboda from Closesimple. He crossed my path, once again, and said, ā€œWow! You are just everywhere!ā€ An hour later, we crossed paths one last time, oddly, way off the beaten path for the final party, as if the universe were sending a message. He just smiled at me and shook his head. He knew it wasn’t last he’d see of me or my plucky little goat and I was glad.

A Look Ahead

As we close out 2025 and the Wicked Title Forum’s most successful year yet, I’m making you a promise.

2026 will bring an unprecedented level of new content to the searchable knowledge base, along with improvements to the interface and searchability.

I’m doubling down on my goal of building the largest publicly available knowledge base for the title insurance industry - I hope you’re with me!

For those who have been with me since the very beginning. You have my gratitude for accepting me for who I am and seeing the potential of what I was building. To all those who have just joined us, welcome. I hope you find what you’re looking for.

I may not show my face very often, but I’m always here, just on the other side of your screen. I love hearing from you. Please feel free to hit reply to any email or comment at the bottom of any post, any time. Share your stories, ask your questions. I’m building this for you.


Support our vision for 2026, become a full member today and lock in 2025 pricing as we grow in 2026.


Stay Wicked,
Cheryl

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