

Preparing for U.S. Expansion: A 2-Hour Interactive Masterclass & Tactical Workshop
“The U.S. market is a predator—it smells a lack of preparation from 12,000 kilometres away! If you don't want to be eaten alive, you need to prepare for the reality of the market, not your hopes for it.”
Foundational Imperatives to De-Risk and Accelerate Your Market Entry
‘Preparing for U.S. Expansion’ is a two-hour hands-on masterclass designed to help founders of high-growth technology ventures prepare for and de-risk their entry into the U.S. market. Delivered by Robert Gallup (founder of Oz2US Ventures) and built upon the collective expertise of Vanta, Deel, and over 40 U.S.-expansion mentors, service providers, and VC advisors, the curriculum provides a workbook-driven blueprint focused on actionable operational frameworks. Participants benchmark their expansion readiness across five core pillars—product, market, operations, finance, and team—while optimising their ICP, beachhead strategy, value propositions, and GTM channels for the U.S. market. Founders learn to navigate new AI-first realities, cross-border compliance requirements, and key cultural differences. Ultimately, founders actively work through critical pre-departure imperatives—equipping them with the essential frameworks to kickstart their preparation, avoid fatal expansion traps, and lay the foundation for a capital-efficient U.S. entry.
Key Workshop Outcomes
Audit Expansion Readiness Across 5 Pillars. Assess your venture against core cross-border benchmarks to surface foundational product, market, operational, financial, and team gaps.
Define ICP & Regional Beachhead. Identify high-probability U.S. target accounts and select an optimal geographic region to accelerate initial market learning loops.
Localise Value Proposition & GTM Channels. Adapt your messaging for U.S. buyers and select primary distribution channels aligned with American procurement velocity.
Navigate AI-First Realities & Sales Sequences. Adapt to modern AI-driven enterprise procurement shifts and establish founder-led sales frameworks that turn initial customer interest into repeatable deals.
Streamline Entity, HR & Payroll Sequencing. Map critical corporate setup triggers and compliance paths to hire U.S. talent efficiently, reduce administrative friction, and minimise cross-border legal risk.
Weaponise IP & Automate Security. Fortify critical IP moats and proprietary assets prior to expansion while automating SOC 2/ISO compliance to clear enterprise vendor screens and accelerate U.S. deal cycles.
Bridge the Cultural Chasm. Navigate deep cross-border differences in communication styles, executive presence, networking, and sales engagement to adapt and thrive in the competitive U.S. ecosystem.
Avoid Disastrous Mistakes. Learn from the top 10 expansion blunders to avoid catastrophic failure, safeguard your capital, and build a resilient pre-departure roadmap.
Who It’s For & Why Attend
High-Growth Tech Founders, CEOs, C-Suite & GTM Executives: This is not a fluff, passive lecture tour—it's a hands-on, workbook-driven masterclass built specifically for high-growth tech founders and CEOs preparing for U.S. expansion within the next 6–12 months. It is equally tailored for C-suite and GTM executives tasked with leading cross-border sales, marketing, operations, legal, or compliance setup.
Why Attend? Entering the U.S. market requires far more than local execution at scale; it demands a fundamental operational, cultural, and commercial step-change. Guided by an actionable workbook and insights from over 40 cross-border experts, this masterclass will kickstart your preparation with the immediate pre-departure priorities needed to mitigate cross-border risk, protect critical IP, and set an agile, capital-efficient expansion in motion.
Limited Seating — Apply Now
Interactive Masterclass & Networking: Join us for refreshments, networking, and our intensive 2-hour masterclass.
Complimentary, Approval Required: Registration is free; however, places are strictly limited and subject to approval via the application form above.
Hands-On Workshop Requirement: Participants must bring a fully charged laptop or tablet to complete the interactive workbook and related take-home materials.
About Gallup & Oz2US Ventures
A California expat with 25 years of growth experience across Silicon Valley, SoCal, and Melbourne, Robert Gallup is an international CxO, serial founder, and Valley VC advisor with both successful exits and valuable 'learnings' to his credit.
As the principal of Gallup Global Sales & Marketing, he has spent a decade leading a strategy, branding, and marketing agency dedicated to helping Australian and U.S. startups and national brands scale across both markets.
Doubling down on his commitment to helping Aussie founders lead globally, Robert founded Oz2US Ventures. Empowered by a network of over 40 U.S./AU experts, mentors, and VC advisors, the firm helps founders prepare, de-risk, and accelerate their U.S. expansion through comprehensive in-person programs and an optional immersive Valley Landing Pad residency.
Supported by Vanta
U.S. buyers won't sign without proof of security. SOC 2, HIPAA, FedRAMP, ISO 27001 and CMMC are now standard requirements before a contract closes, and building that proof from scratch can stall a market entry for months. Vanta automates the compliance work, including evidence collection, framework mapping, and continuous monitoring, so founders can pass security review and get in front of U.S. procurement teams faster. Used by 16,000+ companies, from early-stage startups to Atlassian and Anthropic, and named a Leader in The Forrester Wave™: GRC Platforms, Q2 2026. For ANZ founders expanding into the U.S., it's a faster, cheaper path to trust.
Supported by Deel
Deel is a leading global HR, payroll, and compliance platform that simplifies cross-border expansion for high-growth tech ventures entering the U.S. By serving as an Employer of Record (EOR), Deel enables founders to hire top-tier American talent in minutes without the expense and delay of establishing local state-by-state legal entities. From automated U.S. payroll, benefits administration, and tax compliance to equity management and visa support, Deel eliminates administrative friction and legal risk. Their all-in-one platform empowers founders to focus on go-to-market execution, scale their U.S. teams efficiently, and maintain full compliance across complex federal and state frameworks.
Supported by Stone & Chalk Adelaide
Stone & Chalk is Australia’s leading innovation hub and ecosystem partner, dedicated to helping high-growth tech startups and scaleups commercialise, raise capital, and scale globally. Located in the heart of Melbourne’s innovation precinct, Stone & Chalk provides founders with world-class flex workspaces, curated investor connections, corporate partnership opportunities, and a vibrant community of peer entrepreneurs. By connecting visionary founders with the capital, expertise, and networks needed to succeed, Stone & Chalk serves as a critical launchpad for Australian technology ventures expanding locally and internationally.