Rooom’s Enterprise Infrastructure Checklist: What to Build Before Your First Big Deal

Rooom’s Enterprise Infrastructure Checklist: What to Build Before Your First Big Deal

Enterprise buyers won’t take meetings until you can prove you’re enterprise-ready. Here’s everything Rooom built before landing their first major deal.

Every startup faces the same catch-22 when moving upmarket. Enterprise buyers want proof you can operate at their scale before they’ll give you the business to prove it. You need the infrastructure before you need the infrastructure. Most startups die in this gap, burning cash on certifications and capabilities they can’t monetize fast enough.

In a recent episode of Category Visionaries, Hans Elstner, CEO of Rooom, walked through how his team escaped this trap. They built enterprise credibility deliberately, strategically, and—critically—before they desperately needed it. For founders preparing to move upmarket, Hans’s checklist reveals exactly what enterprise buyers demand before they’ll take you seriously.

The Audit Requirement Nobody Prepares For

The first surprise for most startups is that enterprise buyers don’t just read your security documentation—they audit you. “When you start going into larger enterprise, you don’t only need to be certified, you need to be audited by them,” Hans explains. “You need to go and prove them that you can actually operate at scale.”

This distinction matters. Certifications are one-time achievements. You get SOC 2, you’re done. Audits are ongoing processes where enterprise security teams dig into your actual operations. They want to see your incident response procedures, your access controls, your data handling practices—not just the policies you claim to follow, but evidence that you follow them.

Rooom had to build audit-ready infrastructure before approaching enterprise buyers. This meant documentation that could withstand scrutiny, systems that could demonstrate compliance, and processes that were actually followed by the team. The documentation alone took months.

Most startups underestimate this timeline. They think enterprise readiness means checking boxes. It means building systems that can be verified under examination by skeptical security professionals who’ve seen every shortcut startups take.

The Infrastructure Stack That Passes Enterprise Review

Hans learned that enterprise buyers evaluate infrastructure across multiple dimensions simultaneously. It’s not enough to have good security. You also need reliability, scalability, and observability. All of these need to be demonstrable, not just theoretical.

Reliability means uptime guarantees backed by real infrastructure. Enterprise buyers expect 99.9% uptime or better. This requires redundancy, failover systems, and monitoring that detects issues before customers notice them. Rooom had to build infrastructure that could withstand component failures without impacting service.

Scalability means proving you can handle their data volumes. When an enterprise processes millions of documents monthly, they need confidence your platform won’t buckle. This requires load testing, performance benchmarks, and architecture that scales horizontally. Rooom documented their scaling characteristics with real data from stress tests.

Observability means giving enterprise customers visibility into system health. They want dashboards showing processing status, error rates, and performance metrics. They want API endpoints that expose system status programmatically. Rooom built monitoring and reporting capabilities that met these expectations.

Each dimension required investment before generating revenue. But without these capabilities, enterprise conversations never progressed past initial calls.

The Compliance Framework That Opens Doors

Beyond infrastructure, enterprise buyers demand compliance with regulatory frameworks. Which frameworks matter depends on your industry and geography, but the principle is universal: you need third-party validation of your practices.

SOC 2 Type II is table stakes for most enterprise SaaS. This certification validates that your security controls operate effectively over time. Getting SOC 2 requires months of preparation—implementing controls, documenting procedures, and running them long enough to demonstrate consistency before the audit.

GDPR compliance is essential for European customers. This isn’t just a technical problem—it’s an operational one. You need data processing agreements, privacy policies, data deletion procedures, and breach notification processes. All of these need to work at scale, not just exist on paper.

Industry-specific requirements add complexity. Financial services want additional controls. Healthcare demands HIPAA compliance. Each vertical has its own certification requirements that unlock deals but require upfront investment.

Hans didn’t try to get every certification before landing enterprise customers. Instead, Rooom identified which certifications their target enterprises demanded and prioritized those. “We managed to get partners that kind of believed in us early on where we could show that we can operate at scale,” Hans explains. Those early believers helped validate which certifications actually mattered.

The Support Model That Enterprises Demand

Enterprise buyers also evaluate your support capabilities. They’re not paying six figures to submit tickets and wait days for responses. They expect enterprise support—and that requires infrastructure most startups don’t have.

Service level agreements define response times for different severity levels. Critical issues need response within hours, not days. This requires on-call rotations, escalation procedures, and enough support staff to meet commitments. Rooom had to build this before signing enterprise deals that required these SLAs.

Dedicated support channels give enterprise customers priority access. They don’t want to compete with self-service users for attention. This might mean dedicated Slack channels, phone support, or assigned account managers. Each adds cost but signals that you take enterprise commitments seriously.

Technical account management provides proactive support. Enterprise customers expect someone who understands their implementation, anticipates issues, and helps optimize usage. This isn’t customer success—it’s technical consulting built into the relationship. Rooom staffed for this role before landing deals that required it.

The Strategic Believers Who Break the Cycle

The catch-22 remains: building all this infrastructure before landing enterprise deals requires capital most startups don’t have. Hans solved this through strategic early believers.

“We managed to get partners that kind of believed in us early on where we could show that we can operate at scale,” Hans explains. These weren’t typical enterprise customers. They were partners willing to take calculated risks on a startup that showed promise but lacked complete enterprise credentials.

These early relationships served multiple purposes. They provided reference customers for later deals. They generated revenue that funded further infrastructure investment. And they revealed which enterprise requirements actually mattered versus which were negotiable.

Hans recommends targeting these strategic believers deliberately. Look for enterprises that value innovation over perfect risk mitigation. Companies in competitive markets, facing urgent problems, with technical buyers who can evaluate your capabilities directly. These buyers can see past missing certifications to the underlying capability.

The Timeline Nobody Warns You About

Perhaps the most important insight from Hans’s journey is the timeline. Building enterprise credibility doesn’t happen in weeks or even months. It takes quarters—sometimes years—of sustained investment before you can credibly compete for major enterprise deals.

This timeline shapes fundraising strategy. You need capital to build enterprise infrastructure before that infrastructure generates revenue. Hans recognized this early, raising money with enough runway to complete the transition. “We wanted to build a sustainable business, not like burn through cash,” he explains. The goal was reaching enterprise readiness before the runway ended.

The timeline also affects product roadmap. Features that delight early customers might not matter to enterprise buyers. Rooom had to balance building new capabilities with hardening existing ones for enterprise scale. The bias toward new features is natural but dangerous when moving upmarket.

The Investment That Compounds

The infrastructure Rooom built for enterprise buyers became a moat. Once you’ve made these investments, competitors face the same expensive, time-consuming process. New entrants can’t easily replicate years of compliance work, audited infrastructure, and proven operational capabilities.

This creates defensibility that product features alone don’t provide. Features can be copied. Infrastructure and credibility compound over time. Each enterprise customer validates your capabilities for the next one. Each audit passed makes the next one easier. Each certification earned becomes a permanent asset.

For founders contemplating the move upmarket, Hans’s checklist provides a roadmap. The investment is substantial. The timeline is longer than you expect. But the result is a business that can compete credibly for enterprise deals—and the infrastructure that makes each subsequent deal easier to close.