Is it x2 or x100 or somewhere in between?
There are a lot of aspects to that, but the cost of doing all of the above is a lot less than not having it and failing to have it at the wrong moment and losing money that way. Each business needs to weigh their risk against how much they want to invest and how much they think they can tolerate in terms of downtime.
I've honestly never had a service with a single outbound path. Most datacenters where you rent colo have two or three providers as part of their network. In the cases where I've had to manage my own networking inside of a datacenter I always pick two providers in case one fails.
> Work is now underway to select a provider for a second transit connection directly into our servers — either via Megaport, or from a service with their own physical presence in 365’s New Jersey datacenter. Once we have this, we will be able to directly control our outbound traffic flow and route around any network with issues.
Having multiple transit options is High Availability 101 level stuff.
That's not the issue. With Cloudflare MagicTransit, packets come in from Cloudflare, and egress normally. They were able to get packets from Cloudflare, but egress wasn't working to all destinations. I wasn't able to communicate with them from my CenturyLink DSL in Seattle, but when I forced a new IP that happened to be in a different /24, because I was seeing some other issues too, the fastmail issues resolved (although timing may be coincidental). Connecting via Verizon and T-Mobile, or a rented server in Seattle also worked. It's kind of a shame they don't provide services with IPv6, because if 5% of IPv4 failed and 5% of IPv6 failed, chances are good that the overall impact to users would be less than 5%, possibly much less, depending on exactly what the underlying issue was (which isn't disclosed); if it was a physical link issue, that's going to affect v4 and v6 traffic that is routed over it, but if it's a BGP announcement issue, those are often separate.
Also calling them an armchair QB? Very mature. Their comment is more correct than yours.