diff --git a/pkg/kv/kvserver/replica_application_result.go b/pkg/kv/kvserver/replica_application_result.go
index a0ad9beca3f4..d8b97b555244 100644
--- a/pkg/kv/kvserver/replica_application_result.go
+++ b/pkg/kv/kvserver/replica_application_result.go
@@ -115,6 +115,11 @@ func (r *Replica) prepareLocalResult(ctx context.Context, cmd *replicatedCmd) {
 			// that would be too risky to change at the time of writing.
 			//
 			pErr = nil
+			// If we failed to apply at the right lease index, try again with a
+			// new one. This is important for pipelined writes, since they don't
+			// have a client watching to retry, so a failure to eventually apply
+			// the proposal would be a user-visible error.
+			//
 			// If the command associated with this rejected raft entry already applied
 			// then we don't want to repropose it. Doing so could lead to duplicate
 			// application of the same proposal. (We can see hit this case if an application
@@ -131,11 +136,33 @@ func (r *Replica) prepareLocalResult(ctx context.Context, cmd *replicatedCmd) {
 			// multiple lease indexes, so don't repropose it again. This ensures that at
 			// any time, there is only up to a single lease index that has a chance of
 			// succeeding in the Raft log for a given command.
+			//
+			// Taking a looking glass to the last paragraph, we see that the situation
+			// is much more subtle. As tryReproposeWithNewLeaseIndex gets to the stage
+			// where it calls `(*Replica).propose` (i.e. it passed the closed
+			// timestamp checks), it *resets* `cmd.proposal.MaxLeaseIndex` to zero.
+			// This means that the proposal immediately supersedes any other copy
+			// presently in the log, including for the remainder of application of the
+			// current log entry (since the current entry's LAI is certainly not equal
+			// to zero). However, the proposal buffer adds another layer of
+			// possibility on top of this. Typically, the buffer does not flush
+			// immediately: this only happens at the beginning of the *next* raft
+			// handling cycle, i.e. the proposal will not re-enter the proposals map
+			// while the current batches of commands (recall, which may contain an
+			// arbitrary number of copies of the current command, both with various
+			// LAIs all but at most one of which are too small) are applied. *But*,
+			// the proposal buffer has a capacity, and if it does fill up in
+			// `(*Replica).propose` it will synchronously flush, meaning that a new
+			// LAI will be assigned to `cmd.proposal.MaxLeaseIndex` AND the command
+			// will have re-entered the proposals map. So even if we remove the
+			// "zeroing" of the MaxLeaseIndex prior to proposing, we still have to
+			// contend with the fact that once `tryReproposeWithNewLeaseIndex` may
+			// or may not be in the map. (At least it is assigned a new LAI if and
+			// only if it is back in the map!).
+			//
+			// These many possible worlds are a major source of complexity, a
+			// reduction of which is postponed.
 			if !cmd.proposal.applied && !cmd.proposal.Supersedes(cmd.Cmd.MaxLeaseIndex) {
-				// If we failed to apply at the right lease index, try again with a
-				// new one. This is important for pipelined writes, since they don't
-				// have a client watching to retry, so a failure to eventually apply
-				// the proposal would be a user-visible error.
 				pErr = tryReproposeWithNewLeaseIndex(ctx, cmd, (*replicaReproposer)(r))
 			}
 
@@ -164,6 +191,21 @@ func (r *Replica) prepareLocalResult(ctx context.Context, cmd *replicatedCmd) {
 				log.Infof(ctx, "failed to repropose %s at idx %d with new lease index: %s", cmd.ID, cmd.Index(), pErr)
 				cmd.response.Err = pErr
 
+				// This assertion can mis-fire if we artificially inject invalid LAIs
+				// during proposal, see the explanatory comment above. If, in the
+				// current app batch, we had two identical copies of an entry (which
+				// maps to a local proposal), and the LAI was stale, then both entries
+				// would be local. The first could succeed to repropose, which, if the
+				// propBuf was full, would immediately insert into the proposals map.
+				// Normally, when we then apply the second entry, it would be superseded
+				// and not hit the assertion. But, if we injected a stale LAI during
+				// this last reproposal, we could "accidentally" assign the same LAI
+				// again. The second entry would then try to repropose again, which is
+				// fine, but it could bump into the closed timestamp, get an error,
+				// enter this branch, and then trip the assertion.
+				//
+				// For proposed simplifications, see:
+				// https://github.com/cockroachdb/cockroach/issues/97633
 				r.mu.RLock()
 				_, inMap := r.mu.proposals[cmd.ID]
 				r.mu.RUnlock()