diff --git a/Strata/Languages/Laurel/LiftImperativeExpressions.lean b/Strata/Languages/Laurel/LiftImperativeExpressions.lean
index 65af0996d5..39062e7020 100644
--- a/Strata/Languages/Laurel/LiftImperativeExpressions.lean
+++ b/Strata/Languages/Laurel/LiftImperativeExpressions.lean
@@ -174,10 +174,13 @@ def containsAssignmentOrImperativeCall (model: SemanticModel) (expr : StmtExprMd
       containsAssignmentOrImperativeCall model cond ||
       containsAssignmentOrImperativeCall model th ||
       match el with | some e => containsAssignmentOrImperativeCall model e | none => false
+  | .Assert cond => containsAssignmentOrImperativeCall model cond.condition
+  | .Assume cond => containsAssignmentOrImperativeCall model cond
   | _ => false
   termination_by expr
   decreasing_by
     all_goals ((try cases x); simp_all; try term_by_mem)
+    all_goals (have := Condition.sizeOf_condition_lt cond; omega)
 
 /-- Check if an expression contains any nondeterministic holes (recursively). -/
 private def containsNondetHole (expr : StmtExprMd) : Bool :=
@@ -330,6 +333,28 @@ def transformExpr (expr : StmtExprMd) : LiftM StmtExprMd := do
           | none => pure none
         return ⟨.IfThenElse seqCond seqThen seqElse, source⟩
 
+  | .Assert cond =>
+      let prePrepends ← takePrepends
+      let savedSubst := (← get).subst
+      modify fun s => { s with subst := [] }
+      let seqCond ← transformExpr cond.condition
+      let argPrepends ← takePrepends
+      modify fun s => { s with subst := savedSubst }
+      let liftedAssert := [⟨.Assert { cond with condition := seqCond }, source⟩]
+      modify fun s => { s with prependedStmts := s.prependedStmts ++ argPrepends ++ liftedAssert ++ prePrepends }
+      return bare (.LiteralBool true)
+
+  | .Assume cond =>
+      let prePrepends ← takePrepends
+      let savedSubst := (← get).subst
+      modify fun s => { s with subst := [] }
+      let seqCond ← transformExpr cond
+      let argPrepends ← takePrepends
+      modify fun s => { s with subst := savedSubst }
+      let liftedAssume := [⟨.Assume seqCond, source⟩]
+      modify fun s => { s with prependedStmts := s.prependedStmts ++ argPrepends ++ liftedAssume ++ prePrepends }
+      return bare (.LiteralBool true)
+
   | .Block stmts labelOption =>
       let newStmts := (← stmts.reverse.mapM transformExpr).reverse
       return ⟨ .Block (← onlyKeepSideEffectStmtsAndLast newStmts) labelOption, source⟩
@@ -349,6 +374,7 @@ def transformExpr (expr : StmtExprMd) : LiftM StmtExprMd := do
   termination_by (sizeOf expr, 0)
   decreasing_by
     all_goals (simp_all; try term_by_mem)
+    all_goals (have := Condition.sizeOf_condition_lt cond; omega)
 
 /--
 Process a statement, handling any assignments in its sub-expressions.
@@ -359,24 +385,16 @@ def transformStmt (stmt : StmtExprMd) : LiftM (List StmtExprMd) := do
   | AstNode.mk val source =>
   match val with
   | .Assert cond =>
-      -- Do not transform assert conditions with assignments — they must be rejected.
-      -- But nondeterministic holes need to be lifted.
-      if containsNondetHole cond.condition && !containsAssignmentOrImperativeCall (← get).model cond.condition then
-        let seqCond ← transformExpr cond.condition
-        let prepends ← takePrepends
-        modify fun s => { s with subst := [] }
-        return prepends ++ [⟨.Assert { cond with condition := seqCond }, source⟩]
-      else
-        return [stmt]
+      let seqCond ← transformExpr cond.condition
+      let prepends ← takePrepends
+      modify fun s => { s with subst := [] }
+      return prepends ++ [⟨.Assert { cond with condition := seqCond }, source⟩]
 
   | .Assume cond =>
-      if containsNondetHole cond && !containsAssignmentOrImperativeCall (← get).model cond then
-        let seqCond ← transformExpr cond
-        let prepends ← takePrepends
-        modify fun s => { s with subst := [] }
-        return prepends ++ [⟨.Assume seqCond, source⟩]
-      else
-        return [stmt]
+      let seqCond ← transformExpr cond
+      let prepends ← takePrepends
+      modify fun s => { s with subst := [] }
+      return prepends ++ [⟨.Assume seqCond, source⟩]
 
   | .Block stmts metadata =>
       let seqStmts ← stmts.mapM transformStmt
diff --git a/StrataTest/Languages/Laurel/Examples/Fundamentals/T2_ImpureExpressionsError.lean b/StrataTest/Languages/Laurel/Examples/Fundamentals/T2_ImpureExpressionsError.lean
index 57e5a61ddd..1939880911 100644
--- a/StrataTest/Languages/Laurel/Examples/Fundamentals/T2_ImpureExpressionsError.lean
+++ b/StrataTest/Languages/Laurel/Examples/Fundamentals/T2_ImpureExpressionsError.lean
@@ -44,7 +44,6 @@ procedure impureContractIsNotLegal1(x: int)
   opaque
 {
   assert impure() == 1
-//       ^^^^^^^^ error: calls to procedures are not supported in functions or contracts
 };
 
 procedure impureContractIsNotLegal2(x: int)
@@ -53,7 +52,6 @@ procedure impureContractIsNotLegal2(x: int)
   opaque
 {
   assert (x := 2) == 2
-//        ^^^^^^ error: destructive assignments are not supported in functions or contracts
 };
 "
 
diff --git a/StrataTest/Languages/Laurel/LiftExpressionAssignmentsTest.lean b/StrataTest/Languages/Laurel/LiftExpressionAssignmentsTest.lean
index f3a3acbd6f..a68e9408d9 100644
--- a/StrataTest/Languages/Laurel/LiftExpressionAssignmentsTest.lean
+++ b/StrataTest/Languages/Laurel/LiftExpressionAssignmentsTest.lean
@@ -52,4 +52,44 @@ info: procedure assertInBlockExpr()
   for proc in program.staticProcedures do
     IO.println (toString (Std.Format.pretty (Std.ToFormat.format proc)))
 
+def assertWithAssignProgram : String := r"
+procedure foo()
+{
+  var x: int := 1;
+  var y: int := {
+     assert x > 0;
+     3
+  };
+  assert (x := 2) == 2
+};
+"
+
+/--
+info: procedure foo()
+{ var x: int := 1; assert x > 0; var y: int := { 3 }; var $x_0: int := x; x := 2; assert x == 2 };
+-/
+#guard_msgs in
+#eval! do
+  let program ← parseLaurelAndLift assertWithAssignProgram
+  for proc in program.staticProcedures do
+    IO.println (toString (Std.Format.pretty (Std.ToFormat.format proc)))
+
+def assumeWithAssignProgram : String := r"
+procedure bar()
+{
+  var x: int := 1;
+  assume (x := 2) == 2
+};
+"
+
+/--
+info: procedure bar()
+{ var x: int := 1; var $x_0: int := x; x := 2; assume x == 2 };
+-/
+#guard_msgs in
+#eval! do
+  let program ← parseLaurelAndLift assumeWithAssignProgram
+  for proc in program.staticProcedures do
+    IO.println (toString (Std.Format.pretty (Std.ToFormat.format proc)))
+
 end Laurel