diff --git a/test/tree/test_tree_random.c b/test/tree/test_tree_random.c
new file mode 100644
index 0000000..d1b9ab0
--- /dev/null
+++ b/test/tree/test_tree_random.c
@@ -0,0 +1,59 @@
+#include "acutest.h"
+#include "vieter_tree_internal.h"
+
+#define TEST_SIZE(tree, size) \
+    TEST_CHECK(vieter_tree_size(tree) == size); \
+    TEST_MSG("Size: %zu", vieter_tree_size(tree))
+
+int uint64_t_compare(const void *a, const void *b) {
+    if ((*(uint64_t *)a) < (*(uint64_t *)b)) {
+        return -1;
+    } else if ((*(uint64_t *)a) > (*(uint64_t *)b)) {
+        return 1;
+    } else {
+        return 0;
+    }
+}
+
+void test_insert_random() {
+    const uint64_t n = 1000;
+    srand(0);
+
+    vieter_tree *tree = vieter_tree_init();
+
+    uint64_t *numbers = malloc(n * sizeof(uint64_t));
+    uint64_t num;
+    void *out = NULL;
+
+    for (uint64_t i = 0; i < n; i++) {
+        num = rand();
+        vieter_tree_insert(tree, num, (void *)num);
+        TEST_SIZE(tree, i + 1);
+        TEST_CHECK(vieter_tree_validate(tree));
+        TEST_CHECK(vieter_tree_search(&out, tree, num) == vieter_tree_ok);
+        TEST_CHECK(out == (void *)num);
+
+        out = NULL;
+
+        numbers[i] = num;
+    }
+
+    qsort(numbers, n, sizeof(uint64_t), uint64_t_compare);
+
+    vieter_tree_iterator *iter = vieter_tree_iterator_from(tree);
+    out = NULL;
+
+    for (uint64_t i = 0; i < n; i++) {
+        TEST_CHECK(vieter_tree_iterator_next(&out, iter) == vieter_tree_ok);
+        TEST_CHECK(out == (void *)numbers[i]);
+    }
+
+    free(numbers);
+    vieter_tree_iterator_free(&iter);
+    vieter_tree_free(tree);
+}
+
+TEST_LIST = {
+    {"tree insert random", test_insert_random},
+    {NULL, NULL}
+};