Today we’d like to introduce you to Crystal Conkle
Hi Crystal, we’d love for you to start by introducing yourself.
My story is one of resilience, determination, and growth, deeply rooted in a passion for creativity and problem-solving. I knew early on that I wanted to pursue a career in marketing — during a summer internship at an ad agency, I fell in love with the process of creating compelling campaigns and connecting with audiences. That experience solidified my dream of building a career in marketing.
I started my professional journey at HP, where I gained invaluable experience in the tech industry and developed a strong foundation in corporate strategy, teamwork, and innovation. Those early years taught me the importance of blending creativity with data-driven insights, a lesson that has guided my career ever since.
Later, while working full-time and pursuing two graduate degrees as a single mom, I learned the power of grit, discipline, and an unshakable determination to overcome challenges. Balancing those responsibilities shaped my perspective on perseverance and growth, and it’s a chapter of my life that continues to inspire me.
In 2015, I took a leap and sold my first business — a marketing services company. It was a humbling experience; I was naive and inexperienced, but it deepened my passion for marketing and strategic growth. That pivotal moment opened my eyes to new opportunities and shaped the trajectory of my career.
Today, as the CMO of The 20, I lead marketing for a rapidly growing IT services company that has transformed the MSP industry. Over the years, we’ve solved scalability challenges for our partners, acquired numerous companies, and built an incredible team. My role combines strategic vision, creativity, and a commitment to helping others succeed.
Looking back, each step has been a building block in a journey that’s taught me the value of resilience, adaptability, and chasing bold dreams. I’m incredibly grateful for the glittery highs and the tough days that have shaped me into who I am today.
We all face challenges, but looking back would you describe it as a relatively smooth road?
It has definitely not been a smooth road, but I’ve come to appreciate that the challenges are what shape you the most. Early in my career, I juggled being a single mom and working full-time while earning two graduate degrees. Those experiences taught me discipline and perseverance, which became invaluable as I navigated the twists and turns of my professional journey.
Professionally, one of my biggest lessons came when I sold my first business in 2015. I was inexperienced and made mistakes, but it was a turning point that taught me so much about business, leadership, and the importance of surrounding yourself with the right people.
Even now, the road isn’t smooth. Scaling a business like The 20, leading marketing for a fast-paced, rapidly growing company, and navigating constant industry change all come with their own hurdles. But I’ve learned to embrace those challenges as opportunities for growth, both personally and professionally. Every struggle has been a stepping stone that’s brought me to where I am today.
Thanks – so what else should our readers know about your work and what you’re currently focused on?
As the Chief Marketing Officer of The 20, I lead the marketing efforts for a rapidly growing IT services company that has redefined how managed service providers (MSPs) scale and succeed. My work centers on building powerful brands, creating compelling messaging, and driving strategies that connect with our audience and position The 20 as a leader in the industry.
I specialize in turning complex ideas into clear, impactful narratives and developing marketing initiatives that not only build awareness but also drive measurable results. I’m known for being highly strategic, creative, and relentlessly focused on achieving excellence. My passion lies in helping businesses grow, and I take immense pride in how The 20 has empowered MSPs nationwide to overcome scalability challenges and reach new heights.
One of the things I’m most proud of is how our marketing has helped build a brand that resonates deeply with our audience. Whether it’s crafting campaigns, creating a standout conference experience like VISION, or highlighting the success stories of our partners, our marketing efforts have become a true differentiator for the company.
What sets me apart is my ability to connect the dots between strategy, creativity, and execution. I bring a unique blend of business acumen and storytelling to my work, drawing on my years of experience, including lessons learned, to guide how we approach marketing at The 20. I also think my journey has given me a deep understanding of resilience and adaptability, which are key in this ever-evolving industry.
Ultimately, I’m most proud of the incredible team I get to work alongside. Marketing is never a solo effort, and I feel incredibly fortunate to collaborate with talented individuals who share the same passion for excellence and innovation.
Is there a quality that you most attribute to your success?
The quality I believe has been most important to my success is resilience. No matter the challenges I’ve faced — whether personal or professional — I’ve learned to adapt, persevere, and find a way forward. Resilience has allowed me to take risks, embrace change, and learn from setbacks, which are all essential for growth.
Another characteristic I value deeply is authenticity. Staying true to who I am — both in how I lead and how I connect with others — has been a cornerstone of my success. Authenticity builds trust, fosters meaningful relationships, and creates a sense of purpose in everything I do. It’s not about projecting perfection but about being real, even in moments of vulnerability. I believe that people gravitate toward those who are genuine, and that has been invaluable in my career.
Together, resilience and authenticity have helped me navigate challenges, seize opportunities, and contribute to the success of the teams and companies I’ve had the privilege to work with.
Contact Info:
- Website: https://www.the20msp.com
- Instagram: https://www.instagram.com/the20msp
- LinkedIn: https://www.linkedin.com/in/crystalconkle
Image Credits
Monika Normand Creative LLC
