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For some applicants for new generic Top-Level Domains (gTLDs), the journey from application to delegation may not be quite as easy as a Sunday drive, but it likely will be fairly uneventful. The Internet Corporation for Assigned Names and Numbers (ICANN) expects an estimated 90 percent of applications will need to answer at least one clarifying question from the Initial Review committees, most of which likely will focus on financial consideration, including letters of credit, security policy and independent security assessments. Pending satisfactory answers to these questions, however, “straightforward” applications (those not subject to extended evaluation, formal objection or string contention proceedings) would proceed to the delegation phase without any significant detours or delays along the way. Many other applicants, including the largest players in the process, however, may meet multiple roadblocks, detours and delays—some anticipated and others perhaps unexpected—on the road to delegation. And at least 25 percent (and probably significantly more) will arrive at a dead end from which no alternate route exists.