440 what am I missing here?

Here’s the thing with a compression test with a hyd roller.......
Especially if it was done “cold” after the motor had sat a while.......

If the OP has the TF heads that come with the hyd roller springs...... it’s a pretty stout spring.
150+ on the seat, about 440lbs/in.

Most hyd roller lifters are going to be bled down after sitting a while with that kind of spring load, which makes the effective duration less for the test....... which makes the cranking compression numbers go up.
(It doesn’t always work out like that...... but it does periodically)

In any case, an L2266 in an uncut block is going to sit about .090 down the hole.

At .040 over, assuming a .040 thick gasket and uncut heads..... it’s at about 9.25:1 compression.

At this point I’d say it’s a pretty safe bet to recommend a noticeably shorter duration cam and a dual pane intake manifold.
And even then...... it might still want more stall speed(which would then be a try it first and see what happens situation).