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Big enterprise customers can feel like the finish line: massive budgets, brand-name logos, and the kind of “we made it” credibility that looks great on a homepage. But we’ve seen the other side too, where the same deal becomes a slow grind of checkpoints, approvals, internal politics, and change resistance that can drain a young company’s time and cash.

Alex Romanovich sits down with Stephanie Anderson to separate enterprise romance from enterprise reality. We talk through what it actually takes to sell into large organizations, why enterprise sales cycles stretch into months, and how the real risk is often the cost of change, not the product itself. From CRM-style rollouts to training and adoption, we get specific about why behavior change is hard and how to plan for it so your enterprise's go-to-market strategy doesn’t collapse after the contract is signed.

We also dig into market entry strategy for companies expanding into the United States: how to build business development structure, run smarter discovery, and use partnerships to move faster than hiring a giant sales team. Then we shift to AI in the enterprise, including Stephanie’s recent AI certification and the ROAD methodology (requirements, operationalizing data, analytics, deployment). Finally, we face the uncomfortable question: is AI a threat to jobs and institutional knowledge, or a chance to build better systems without breaking what already works?

If you’re targeting enterprise customers, building a B2B sales motion, or planning responsible AI implementation, this conversation will help you stress-test your readiness. Subscribe for more Global Edge Talk, share this with a founder or sales leader, and leave a review with your biggest enterprise challenge.

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