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Diamond Draw Media
A sunlit office overlooking a river and autumn trees.

Independent product studio

Diamond Draw
Media.

We build our own products and partner with people who have something worth building.

Partner with DDM

Let's Build Something Brilliant

We work with a small number of founders, brands, and creators to turn ambitious ideas into thoughtfully built digital products—from the first conversation to launch.

  • Strategy
  • Design
  • AI & engineering
  • Launch

Our flagship product

My Lotto Boost

Lottery data. A clearer view.

Explore draw history, build custom reports, and organize your own number combinations. Our agentic-first entertainment product puts data—and curiosity—at the heart of the experience.

Explore My Lotto Boost

Conceived, designed, and built by Diamond Draw Media.

Powerball Report Builder in My Lotto Boost, showing a frequency chart and number co-occurrence analysis.
Inside the product · Powerball Report BuilderView full-size report (opens in a new tab)

AI, inside the product

Meet Oddsi.

My Lotto Boost's AI lottery agent, with a love for Odds, Data, Signals & Statistical Insights. Built by Diamond Draw Media.

AI Fluency Accelerator

Build quality software faster, with AI approaches that work.

A few engineers are moving ahead. Others are still finding their footing. We help product and engineering teams turn scattered experimentation into a shared way of working—using what we learn building our own products.

  1. Understand the gap

    Look at how AI is actually used across planning, coding, testing, and review—not just how many people have a license.

  2. Improve the workflow

    Turn individual successes into practical habits the whole team can use, adapt, and improve.

  3. Measure what changes

    Look beyond adoption to the things that matter: delivery speed, software quality, and less rework.

Where is your team today?

Tell us what you're trying to improve. Let's see if there's a fit.

Ask about the accelerator

Opens your email app · hello@diamonddraw.media

About Diamond Draw Media

Founded in early 2026, Diamond Draw Media is an independent product studio in Columbus, Ohio. Our first build is My Lotto Boost: an agentic-first entertainment product that puts AI to work in an experience people can use.

Jeff Holmes, founder of Diamond Draw Media

Meet the founder

Jeff Holmes

25+ years of technology leadership. A builder at heart.

Jeff brings more than 25 years of technology leadership to Diamond Draw Media, with a career spanning Fortune 50 financial platforms and fast-moving innovation companies. He has modernized enterprise systems, scaled engineering teams, and guided investments exceeding $230 million.

Along the way, he has helped steward platforms responsible for more than $55 billion in assets, turning emerging technology into practical products. Today, he brings that experience and hands-on curiosity to building a new kind of entertainment company, beginning with My Lotto Boost.

Founded
Early 2026
Based in
Columbus, Ohio
First product
My Lotto Boost
Explore My Lotto Boost

Work With Us

Selective project partnerships

Bring us the idea you can't stop thinking about.

We work with a small number of founders, brands, and creators to shape, build, and launch digital products. You don't need a polished deck—just a meaningful problem, a clear ambition, and an openness to build together.

A useful first note

  • What are you building?
  • Who is it for?
  • Why does it need to exist now?
  • What would a great outcome look like?

A short, honest note is enough. If there's a fit, we'll continue the conversation.

Project partnerships only. We're not currently accepting general employment or freelance applications.

Share your idea by email

Opens your email app

hello@diamonddraw.media

Privacy Policy

Effective September 2, 2026

Diamond Draw Media LLC, an Ohio company ("Diamond Draw Media," "we," "us," or "our"), respects your privacy. This policy explains how we collect, use, and disclose information when you visit diamonddraw.media or contact us through the site.

1. Scope

This policy applies only to diamonddraw.media. It does not apply to My Lotto Boost, Oddsi, or other websites and services linked from this site. Those services may have their own privacy practices and policies.

2. Information we collect

Information you provide. If you email us, we receive your email address and any name, company information, message content, or other information you choose to include.

Technical information. Our site is hosted by Vercel. When you visit, Vercel may process standard technical information needed to deliver, secure, and maintain the site, such as your IP address, browser or device information, requested pages, timestamps, diagnostics, and request logs. We may have access to limited operational information through Vercel.

What we do not use. As of the effective date, this site does not use cookies, Vercel Web Analytics, Speed Insights, advertising pixels, or newsletter tracking.

3. How we use information

  • Respond to questions, proposals, and other messages.
  • Evaluate and manage potential or existing business relationships.
  • Operate, protect, troubleshoot, and improve the site.
  • Comply with law and protect our rights, safety, and property.

4. How we disclose information

We do not sell, rent, or trade personal information, and we do not disclose it for targeted advertising. We may disclose limited information to service providers that help us operate the site and communicate with you, including Vercel and our email provider; when required by law or a valid legal process; to protect rights, safety, or security; or as part of a merger, acquisition, financing, or sale of all or part of our business. Service providers may use information only to perform services for us or as otherwise permitted by law.

5. Data retention

We retain contact details and correspondence only as long as reasonably necessary to respond, maintain appropriate business records, resolve disputes, enforce agreements, and meet legal obligations. Retention periods vary based on the purpose and applicable requirements. Vercel retains technical information according to its own terms and policies.

6. Security

We use reasonable administrative and technical measures designed to protect information. No method of transmission or storage is completely secure, so we cannot guarantee absolute security.

7. Your privacy choices

You may ask about, correct, or request deletion of personal information you have provided to us by emailing hello@diamonddraw.media. We will review and respond to requests as required by applicable law and may need to verify your identity.

8. Children's privacy

This site is intended for a general audience and is not directed to children under 13. We do not knowingly collect personal information from children under 13. If you believe a child has provided information to us, please contact us so we can take appropriate action.

This site links to websites and services we do not control. Their privacy practices are governed by their own policies, and we encourage you to review them before providing information.

10. Changes to this policy

We may update this policy as our site or practices change. We will post the revised policy here and update the effective date. When appropriate, we may provide additional notice of material changes.

11. Contact us

Questions or privacy requests may be sent to:

Diamond Draw Media LLC
100 E Broad St Ste 1350
Columbus, OH 43215
hello@diamonddraw.media

For diamonddraw.media only.

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