Randall Chalawsky
Management Consultant at Great Land Media Group
Randall Chalawsky is a revenue, media, marketing, and product leader.
He has held senior production and programming roles at CBS and HBO, on multi-year, multi-platform franchise media properties. Chalawsky was instrumental in building Levity Live-IMPROV, which sold to MSG Entertainment and AMC Networks, for its industry-defining media and customer acquisition platform. He is a first adopter of consumer digital technologies, building fans through video, social, and mobile; an early strategic partner at Facebook, Google, Twitter, and Netflix, amassing global audiences for artists such as Trevor Noah. His creative and operational leadership built a multi-channel network of 100M+, generating hundreds of millions in revenue.
Chalawsky connected digital marketing to live events across Europe, South Africa, and Australia, with partners such as Sony, Viacom, and Universal, introducing an entire category of content monetization and concert ticket sales at tentpole venues, including London’s famed O2 Arena. His brand work includes Norwegian Cruise Line, Clorox, Pepsi, and Toyota. He has produced over 90 hours of primetime television programming. Previous board roles include PIAS-Belgium, a unit of the leading independent European music distribution company.
He has been a development partner with Amazon, Google, and Apple, among others, with dozens of web / mobile / software products to his credit.
Currently he is principal at Great Land Media. The management consultancy firm advises clients in product strategy, media and marketing, and data sustainability (ex: Marriott, JustAnswer, WireWheel, Revature). Having been part of two company acquisitions, launched, incubated and accelerated dozens, he advises a number of early stage startups.
Chalawsky is part-time faculty with California State University-Fullerton in the College of Business and Economics, a program mentor at the USC Marshall / Grief Incubator, and the Head of the Global Startup Program for Southern California’s largest data focused conference, DataConLA. He earned his MBA from USC.
Areas of focus --> product development, data, entrepreneurship, strategy, go to market, product-market fit, customer acquisition, technology roadmap, operations, marketing, growth, digital transcension, branding and creative content, sales, leadership.
Talks
Data Con LA 2026
No Permission Required: Turning a Data Problem Into a Product
You do not need permission to build. Whether inside a company or outside one, start with what you have: data, tools, curiosity, insights into customer / stakeholder pain, and the ability to create useful artifacts. Build from means, not permission. Treat new ideas as searches. Make AI the accelerator. Balance exploration with guardrails. Hear from five founders and operators on landing on a problem worth solving, getting from idea to a first version, reaching the right audience, and what AI has changed about all of it. For anyone who is inspired to build and has been waiting on a title, a budget, or someone else's green light.
Data Con LA 2023
Venture Capital and the Rise of Generative AI
A discussion on investment, innovation, and trends as we accelerate into the uncharted territory being created by advances in generative AI technologies, products, & organizations. Moderated by Randall Chalawsky with investment professionals from top LA VC firms including Struck Capital and Hawke Ventures. Learn how investment decisions are made and how investment professionals evaluate hype from opportunity. Hear why this decade will be transformational, and understand how advances in computing and foundational models are unlocking innovations that weren’t imaginable five years ago.
https://youtu.be/hJ_0CGJgntI?si=FqXEasl7zBVudqm7