Ask HN: IT Topic Checklist for Startups?

I'm curious to know what kind of IT topic "checklists" are out there for a new startup. The startup is in the service industry consolidation space (think purchasing independent hotels and consolidating backend systems / rebranding) An example list of topics that may need to be thought through and decisions made on: Compliance: PCI, GDPR, CCPA, etc. Data: Extract out of hotel/property management software, warehousing, transformation, bi and analytics.

Engineering/Development: Cloud platforms vs colo, AWS/Azure/GCP, architectures, databases

Enterprise systems: HR management, payroll, ERP, CRM, Intranet, Office 365

Endpoint management / networking: AzureAD vs on prem, SSCM vs intune vs other, zero trust / vpns

What other general / specific things need to be considered? I'd welcome good comparisons of the solutions in these categories, but really just looking to see if there are any comprehensive handbooks or lists out there.

Thanks!