Stat Legend

As Co-Founder and CEO of Stat Legend, Chris is dedicated to making sports moments timeless for youth athletes through customized memorabilia.

Starting in 2023, Chris launched Stat Legend out of a passion for making youth sports more fun. Operating from a homemade basement office with his co-founder, Nick, he has grown the company from concept to delivering its first batch of personalized cards.

With a background in digital products and a lifelong love of sports, Chris spearheads Stat Legend's product development, recently releasing an innovative online card customization tool (CardJam!). He is also responsible for strategic planning, operations and connecting with potential customers and partners.

When not growing the business, Chris loves cheering on his sons at games and thinking of ways to commemorate milestones through unique keepsakes. Witnessing the joy a customized card brought his family strengthened his mission to spread more of that magic.

As Stat Legend enters its initial stages, Chris remains dedicated to continuous learning as an entrepreneur. He is focused on nurturing key partnerships, gathering customer feedback and prudently scaling offerings to best serve more communities.

Chris welcomes connecting with like-minded founders, sports enthusiasts and anyone interested in Stat Legend's vision of creating cherished memories through personalized cards. He looks forward to witnessing the company's positive impact as it helps families treasure moments that last forever.

Co-Founder

Steadily

Slinging landlord insurance; 400% partner growth rate in 10 months; then I quit to make baseball cards

Vice President Strategic Partnerships

BOLD PENGUIN

Product Evangelist

Vice President, Product and Content Marketing

Vice President Product, Insurance Intelligence

RiskGenius

RiskGenius solves complex problems for the insurance industry.
Acquired in 2020 by Bold Penguin (which was acquired by American Family Insurance).

Cheatham Consulting, LLC

Strategic consulting to resolve construction and surety issues.  Services include surety underwriting expert analysis, construction claims preparation, and green building consulting.

Managing Partner

The Law Office of Christopher W. Cheatham LLP

The Law Office of Christopher W. Cheatham LLP provides contract preparation, counseling and claims and litigation services.  The Law Office focuses on five primary practice areas: construction, government contracts, green building, renewable energy, and surety.  By focusing on these specific practice areas, attorney Chris Cheatham has developed a more thorough understanding of these industries and the laws and regulations that apply.

Principal

Crowell & Moring LLP

Christopher Cheatham is an attorney in Crowell &amp; Moring LLP's Washington D.C. office.  He practices in the Government Contracts Group, with a focus on construction and green building matters.  He is also a LEED Accredited Professional.  

Government Contracts

Chris counsels and represents clients in a range of government contract issues, including regulatory compliance and investigations.  He conducts internal investigations to ensure compliance with government regulations and he also represents companies in litigation and bid protests. 

Construction 

Chris represents prime contractors, owners, design professionals and subcontractors in both public and private construction matters, both nationally and regionally.  Chris supports companies in all aspects of the construction claims process including assessment, preparation and litigation of complex design defect and delay claims.  Significant matters include: 

Representing a consortium of insurance companies in a class action lawsuit related to the design and construction of the New Orleans levee system. 

Representing sureties in a substantial delay claim against the Corps of Engineers stemming from a lock and dam project.   

Green Building

Chris represents both established and emerging companies in the green building industry, including contractors, design professionals, consultants, and owners.  He provides analysis of green building regulations, prepares contracts to appropriate risk, and resolves disputes arising from green building projects.  Significant matters include:

Preparing contract language allocating risk associated with green building certification for a design professional and government entity.  

Advising a major developer as to green building regulations, incentives and trends in the Washington, D.C. metropolitan area.

Attorney

Watt, Tieder, Hoffar & Fitzgerald

Spencer Fane Britt & Browne

Summer Intern

Moore for Congress

Deputy Fundraiser

Making insurtech things happen

As an entrepreneur with a background in technology, I founded Stat Legend, a youth sports company creating custom trading cards to showcase athlete photos and stats. Previously, I founded and sold an insurtech startup utilizing AI for insurance analytics (called RiskGenius). Now, I apply my experience scaling startups to help Stat Legend bring the joy of personalized memorabilia to youth sports families. Beyond building the business, I enjoy supporting my sons' athletic pursuits and exploring ways to make youth sports a more cherished experience for all through customized commemorations of achievements both on and off the field.

🏠 Chris Cheatham

Tony Caudill

Duesy

Building the all-in-one financial management platform for youth sports clubs and tournaments.

Today, our text-first chatbot automates dues, fees, and ticketing—eliminating administrative headaches and creating revenue predictability for club and tournament operators while delivering simplicity, financial flexibility, and transparency for families.

✅ No apps. No friction. Just the game.

Founder + CEO

Tony Caudill, LLC

In addition to building my own companies, I partner with a small handful of B2B2C vertical saas companies, usually with $1M - $10M in ARR, to launch and/or scale their payments strategy.

That typically looks like:

Board Member / Advisor
Go-to-Market Lead
Fractional Chief Payments Officer
PE/VC Portfolio Payments Advisor

I help vertical saas companies launch and scale payments.

aware3

I led aware3 from concept in 2013, through a $1M seed round, to acquisition by Nelnet (NYSE: NNI) in 2018.

Co-founder & CEO (acquired by NYSE: NNI)

Accenture

My 12+ years at Accenture were spent helping wireless and cable companies build and launch innovative mobile-led products and services. I worked with US and international clients including Comcast, AT&T/Cingular, Microsoft, Verizon Wireless, Sprint, Disney Mobile, T-Mobile USA, SK Telecom, Pivot (Sprint + MSO JV), and more.

Senior Manager

My passion is building online products that help people engage in real-life community.

My first company, @aware3, helped ~6,000 churches, schools, and nonprofits process $600M+ in online donations before being acquired by Nelnet (NYSE: NNI) in 2018.

Now, I’m building @duesy. As the dad of an all-things-sports-all-the-time son, I deeply believe in the value of youth sports. I’ve seen firsthand the impact it has on kids and the community it creates for parents.

We’re on a mission to become the first AI-powered all-in-one financial engine for youth sports clubs and tournaments. Today, our text-first chatbot automates dues, fees, and ticketing—eliminating administrative headaches and creating revenue predictability for club and tournament operators while delivering simplicity, financial flexibility, and transparency for families.

✅ No apps. No friction. Just the game.

Learn More: 
https://tonycaudill.com
https://www.justduesyme.com/

I build and advise B2B SaaS + payments companies.

In addition to building my own companies, I partner with a small handful of B2B SaaS + payments companies with $0-$10M in ARR.

- Fractional CXO (e.g. CMO, CRO, COO, etc.)
- Board Advisor / Member
- Payments GTM

taplio

The Battle

🏠 Chris Cheatham

Tony Caudill

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