diff --git a/vlib/v/checker/assign.v b/vlib/v/checker/assign.v
index 1144816050..b48535e26e 100644
--- a/vlib/v/checker/assign.v
+++ b/vlib/v/checker/assign.v
@@ -11,12 +11,17 @@ pub fn (mut c Checker) assign_stmt(mut node ast.AssignStmt) {
 	defer {
 		c.expected_type = ast.void_type
 	}
+	is_decl := node.op == .decl_assign
 	right_first := node.right[0]
 	node.left_types = []
 	mut right_len := node.right.len
 	mut right_type0 := ast.void_type
 	for i, right in node.right {
 		if right in [ast.CallExpr, ast.IfExpr, ast.LockExpr, ast.MatchExpr] {
+			if right in [ast.IfExpr, ast.MatchExpr] && node.left.len == node.right.len && !is_decl
+				&& node.left[i] in [ast.Ident, ast.SelectorExpr] && !node.left[i].is_blank_ident() {
+				c.expected_type = c.expr(node.left[i])
+			}
 			right_type := c.expr(right)
 			if i == 0 {
 				right_type0 = right_type
@@ -66,7 +71,6 @@ pub fn (mut c Checker) assign_stmt(mut node ast.AssignStmt) {
 		return
 	}
 
-	is_decl := node.op == .decl_assign
 	for i, left in node.left {
 		if left is ast.CallExpr {
 			// ban `foo() = 10`
diff --git a/vlib/v/tests/match_expr_with_assign_sumtype_test.v b/vlib/v/tests/match_expr_with_assign_sumtype_test.v
new file mode 100644
index 0000000000..3e1a17aafc
--- /dev/null
+++ b/vlib/v/tests/match_expr_with_assign_sumtype_test.v
@@ -0,0 +1,124 @@
+fn test_match_expr_with_assign_sumtype() {
+	parse_args(['1', '+', '-', '*', '/', ' ']) or { println(err) }
+}
+
+enum Operator {
+	add
+	subtract
+	multiply
+	divide
+}
+
+type Value = Operator | int
+
+struct Expression {
+	left  ?&Expression = none
+	val   Value
+	right ?&Expression = none
+}
+
+enum State {
+	expecting
+	parse_num
+	parse_operator
+}
+
+fn tokenise(args string) ?[]Value {
+	mut rv := []Value{}
+
+	mut state := State.expecting
+	mut cur_value := Value(0)
+	for i in args.runes() {
+		match state {
+			.expecting {
+				match i {
+					`0`...`9` {
+						state = .parse_num
+						cur_value = int(i.str().parse_uint(10, 8) ?)
+					}
+					`+`, `-`, `*`, `/` {
+						state = .parse_operator
+						cur_value = match i {
+							`+` {
+								Operator.add
+							}
+							`-` {
+								Operator.subtract
+							}
+							`*` {
+								Operator.multiply
+							}
+							`/` {
+								Operator.divide
+							}
+							else {
+								Value(0)
+							}
+						}
+					}
+					` ` {
+						state = .expecting
+					}
+					else {
+						return error('invalid token $i')
+					}
+				}
+			}
+			.parse_num {
+				match i {
+					`0`...`9` {
+						cur_value = 10 + int(i.str().parse_uint(10, 8) ?)
+					}
+					`+`, `-`, `*`, `/` {
+						state = .parse_operator
+						rv << cur_value
+						cur_value = match i {
+							`+` { Operator.add }
+							`-` { Operator.subtract }
+							`*` { Operator.multiply }
+							`/` { Operator.divide }
+							else { Value(0) }
+						}
+					}
+					` ` {
+						state = .expecting
+						rv << cur_value
+					}
+					else {
+						return error('invalid token $i')
+					}
+				}
+			}
+			.parse_operator {
+				match i {
+					`0`...`9` {
+						state = .parse_num
+						rv << cur_value
+						cur_value = int(i.str().parse_uint(10, 8) ?)
+					}
+					` ` {
+						state = .expecting
+						rv << cur_value
+					}
+					else {
+						return error('invalid token $i')
+					}
+				}
+			}
+		}
+	}
+
+	return rv
+}
+
+fn parse_args(argv []string) ?Expression {
+	rv := Expression{
+		val: 1
+	}
+	tokens := tokenise(argv.join(' ')) ?
+
+	println(tokens)
+	assert '$tokens' == '[Value(1), Value(add), Value(subtract), Value(multiply), Value(divide)]'
+
+	return rv
+}