I think the question of hyperinflation or crash is a political question, and in that sense it isn't "predictable" because it depends on what actual individual political actors decide is their best-worst option when the time comes. Neither hyperinflation nor a crash is a phenomenon of nature, deterministic and with a mind of its own. Hyperinflation requires central monetary authorities to increase the money supply at an increasing rate. A crash requires them to hold the money supply constant relative to a growing or unstable debt burden, or to even sharply reduce the money supply in the face of such a debt burden, causing mass liquidations and a flight to cash. But either one of these is a political decision.
We can broadly understand the consequences of hyperinflation or deflation (asset prices rise and rise in money terms, or fall and fall in money terms), but we can't really predict which one will happen ahead of time. That being said, hyperinflation destroys the monetary system itself by completely undermining confidence in the medium of exchange, which is something you'd think a modern central banker would be hesitant to commit to as a policy because they'd be destroying their own franchise, or at least creating gross uncertainty about their future ability to influence such a franchise. With deflation/crash, certain crony capitalists get wiped out, which would be very "annoying" for the central banker who has relationships with them, but the monetary franchise remains in tact.
This is probably why we see modern economies "wobble" between inflationary growth and deflationary crashes from time to time-- the central bankers are essentially playing a big game of chicken where they veer from one risk to the other, not quite going all the way. The economy almost "overheated" in 2007/2008, so they engineered a crash... the crash was devastating so they engineered a reflation with quantitative easing. At no point has the system been "allowed" to fully experience one extreme or the other, either a hyperinflation and monetary reset, or a full liquidation of bad investments during a crash with an economic/financial reset. Every time they play chicken, they undermine the real economy even more. What Dalio is arguing, and I would agree, is that they probably play with things so much that it gets to a point where they can't play any further and the decision about how to reset is essentially made for them.