diff --git a/test/ruby/test_jit.rb b/test/ruby/test_jit.rb
index 5414904e5a..d0a3323dc5 100644
--- a/test/ruby/test_jit.rb
+++ b/test/ruby/test_jit.rb
@@ -10,10 +10,346 @@ class TestJIT < Test::Unit::TestCase
     'clang',
   ]
 
-  def test_jit
+  # Ensure all supported insns can be compiled. Only basic tests are included.
+  # TODO: ensure --dump=insns includes the expected insn
+  def test_compile_insns
     skip unless jit_supported?
 
-    assert_eval_with_jit('print proc { 1 + 1 }.call', stdout: '2', success_count: 1)
+    # nop
+    assert_compile_once('nil rescue true', result_inspect: 'nil')
+
+    # getlocal
+    # setlocal
+    assert_compile_once(<<~RUBY, result_inspect: '1')
+      foo = 1
+      foo
+    RUBY
+
+    # getblockparam
+    # setblockparam
+    assert_eval_with_jit(<<~RUBY, stdout: '3', success_count: 2)
+      def foo(&b)
+        a = b
+        b = 2
+        a.call + 2
+      end
+
+      print foo { 1 }
+    RUBY
+
+    # getblockparamproxy
+    # TODO: support this in mjit_compile
+
+    # getspecial
+    assert_compile_once('$1', result_inspect: 'nil')
+
+    # setspecial
+    assert_compile_once(<<~RUBY, result_inspect: 'true')
+      true if nil.nil?..nil.nil?
+    RUBY
+
+    # getinstancevariable
+    # setinstancevariable
+    assert_compile_once(<<~RUBY, result_inspect: '1')
+      @foo = 1
+      @foo
+    RUBY
+
+    # getclassvariable
+    # setclassvariable
+    assert_compile_once(<<~RUBY, result_inspect: '1')
+      @@foo = 1
+      @@foo
+    RUBY
+
+    # getconstant
+    # setconstant
+    assert_compile_once(<<~RUBY, result_inspect: '1')
+      FOO = 1
+      FOO
+    RUBY
+
+    # getglobal
+    # setglobal
+    assert_compile_once(<<~RUBY, result_inspect: '1')
+      $foo = 1
+      $foo
+    RUBY
+
+    # putnil
+    assert_compile_once('nil', result_inspect: 'nil')
+
+    # putself
+    assert_eval_with_jit(<<~RUBY, stdout: 'hello', success_count: 1)
+      proc { print "hello" }.call
+    RUBY
+
+    # putobject
+    assert_compile_once('0', result_inspect: '0') # putobject_OP_INT2FIX_O_0_C_
+    assert_compile_once('1', result_inspect: '1') # putobject_OP_INT2FIX_O_1_C_
+    assert_compile_once('2', result_inspect: '2')
+
+    # putspecialobject
+    # putiseq
+    assert_eval_with_jit(<<~RUBY, stdout: 'hello', success_count: 2)
+      print proc {
+        def method_definition
+          'hello'
+        end
+        method_definition
+      }.call
+    RUBY
+
+    # putstring
+    # concatstrings
+    # tostring
+    assert_compile_once('"a#{}b" + "c"', result_inspect: '"abc"')
+
+    # freezestring
+    assert_eval_with_jit(<<~'RUBY', stdout: 'true', success_count: 1)
+      # frozen_string_literal: true
+      print proc { "#{true}".frozen? }.call
+    RUBY
+
+    # toregexp
+    assert_compile_once('/#{true}/ =~ "true"', result_inspect: '0')
+
+    # intern
+    # newarray
+    # duparray
+    assert_compile_once('[:"#{0}"] + [1,2,3]', result_inspect: '[:"0", 1, 2, 3]')
+
+    # expandarray
+    assert_compile_once('y = [ true, false, nil ]; x, = y; x', result_inspect: 'true')
+
+    # concatarray
+    assert_compile_once('["t", "r", *x = "u", "e"].join', result_inspect: '"true"')
+
+    # splatarray
+    assert_compile_once('[*(1..2)]', result_inspect: '[1, 2]')
+
+    # newhash
+    assert_compile_once('a = 1; { a: a }', result_inspect: '{:a=>1}')
+
+    # newrange
+    assert_compile_once('a = 1; 0..a', result_inspect: '0..1')
+
+    # pop
+    assert_compile_once(<<~RUBY, result_inspect: '1')
+      a = false
+      b = 1
+      a || b
+    RUBY
+
+    # dup
+    assert_compile_once(<<~RUBY, result_inspect: '3')
+      a = 1
+      a&.+(2)
+    RUBY
+
+    # dupn
+    assert_compile_once(<<~RUBY, result_inspect: 'true')
+      klass = Class.new
+      klass::X ||= true
+    RUBY
+
+    # swap
+    # topn
+    assert_compile_once('{}["true"] = true', result_inspect: 'true')
+
+    # reverse
+    assert_compile_once('q, (w, e), r = 1, [2, 3], 4; e == 3', result_inspect: 'true')
+
+    # reput
+    # TODO: write test
+
+    # setn
+    assert_compile_once('[nil][0] = 1', result_inspect: '1')
+
+    # adjuststack
+    assert_compile_once(<<~RUBY, result_inspect: 'true')
+      x = [true]
+      x[0] ||= nil
+      x[0]
+    RUBY
+
+    # defined
+    assert_compile_once('defined?(a)', result_inspect: 'nil')
+
+    # checkkeyword
+    assert_eval_with_jit(<<~RUBY, stdout: 'true', success_count: 1)
+      def test(x: rand)
+        x
+      end
+      print test(x: true)
+    RUBY
+
+    # tracecoverage
+    # TODO: write test
+
+    # defineclass
+    # TODO: support this in mjit_compile (low priority)
+
+    # send
+    assert_eval_with_jit(<<~RUBY, stdout: '1', success_count: 2)
+      print proc { yield_self { 1 } }.call
+    RUBY
+
+    # opt_str_freeze
+    # opt_str_uminus
+    assert_compile_once(<<~RUBY, result_inspect: '"foobar"')
+      'foo'.freeze + -'bar'
+    RUBY
+
+    # opt_newarray_max
+    # opt_newarray_min
+    assert_compile_once(<<~RUBY, result_inspect: '3')
+      a = 1
+      b = 2
+      [a, b].max + [a, b].min
+    RUBY
+
+    # opt_send_without_block
+    assert_compile_once('print', result_inspect: 'nil')
+
+    # invokesuper
+    assert_eval_with_jit(<<~RUBY, stdout: '3', success_count: 4)
+      mod = Module.new {
+        def test
+          super + 2
+        end
+      }
+      klass = Class.new {
+        prepend mod
+        def test
+          1
+        end
+      }
+      print klass.new.test
+    RUBY
+
+    # invokeblock
+    # leave
+    assert_eval_with_jit(<<~RUBY, stdout: '2', success_count: 2)
+      def foo
+        yield
+      end
+      print foo { 2 }
+    RUBY
+
+    # throw
+    assert_eval_with_jit(<<~RUBY, stdout: '4', success_count: 2)
+      def test
+        proc do
+          if 1+1 == 1
+            return 3
+          else
+            return 4
+          end
+          5
+        end.call
+      end
+      print test
+    RUBY
+
+    # jump
+    # branchif
+    assert_compile_once(<<~'RUBY', result_inspect: 'nil')
+      a = false
+      1 + 1 while false
+    RUBY
+
+    # branchunless
+    assert_compile_once(<<~'RUBY', result_inspect: '1')
+      a = true
+      if a
+        1
+      else
+        2
+      end
+    RUBY
+
+    # branchnil
+    assert_compile_once(<<~'RUBY', result_inspect: '3')
+      a = 2
+      a&.+(1)
+    RUBY
+
+    # branchiftype
+    assert_compile_once(<<~'RUBY', result_inspect: '"42"')
+      a = '2'
+      "4#{a}"
+    RUBY
+
+    # getinlinecache
+    # setinlinecache
+    assert_compile_once('Struct', result_inspect: 'Struct')
+
+    # once
+    assert_compile_once('/#{true}/o =~ "true" && $~.to_a', result_inspect: '["true"]')
+
+    # checkmatch
+    # opt_case_dispatch
+    assert_compile_once(<<~RUBY, result_inspect: '"world"')
+      case 'hello'
+      when /hello/
+        'world'
+      end
+    RUBY
+
+    # opt_plus
+    # opt_minus
+    # opt_mult
+    # opt_div
+    # opt_mod
+    assert_compile_once('4 + 2 - ((2 * 3 / 2) % 2)', result_inspect: '5')
+
+    # opt_eq
+    # opt_neq
+    assert_compile_once('(1 == 1) && (1 != 2)', result_inspect: 'true')
+
+    # opt_lt
+    # opt_le
+    # opt_gt
+    # opt_ge
+    assert_compile_once('1 < 2 && 1 <= 1 && 2 > 1 && 1 >= 1', result_inspect: 'true')
+
+    # opt_ltlt
+    assert_compile_once('[1] << 2', result_inspect: '[1, 2]')
+
+    # opt_aref
+    # opt_aset
+    # opt_aset_with
+    # opt_aref_with
+    assert_compile_once(<<~RUBY, result_inspect: '8')
+      hash = { '1' => 2 }
+      hash['1'] + hash[1.to_s] + (hash['2'] = 2) + (hash[2.to_s] = 2)
+    RUBY
+
+    # opt_length
+    # opt_size
+    assert_compile_once(<<~RUBY, result_inspect: '4')
+      array = [1, 2]
+      array.size + array.length
+    RUBY
+
+    # opt_empty_p
+    assert_compile_once('[].empty?', result_inspect: 'true')
+
+    # opt_succ
+    assert_compile_once('1.succ', result_inspect: '2')
+
+    # opt_not
+    assert_compile_once('!!true', result_inspect: 'true')
+
+    # opt_regexpmatch1
+    assert_compile_once("/true/ =~ 'true'", result_inspect: '0')
+
+    # opt_regexpmatch2
+    assert_compile_once("'true' =~ /true/", result_inspect: '0')
+
+    # opt_call_c_function
+    # TODO: support this in opt_call_c_function (low priority)
   end
 
   def test_jit_output
@@ -27,6 +363,11 @@ class TestJIT < Test::Unit::TestCase
 
   private
 
+  # The shortest way to test one proc
+  def assert_compile_once(script, result_inspect:)
+    assert_eval_with_jit("p proc { #{script} }.call", stdout: "#{result_inspect}\n", success_count: 1)
+  end
+
   # Shorthand for normal test cases
   def assert_eval_with_jit(script, stdout: nil, success_count:)
     out, err = eval_with_jit(script, verbose: 1, min_calls: 1)
@@ -39,7 +380,7 @@ class TestJIT < Test::Unit::TestCase
       )
     end
     if stdout
-      assert_match(stdout, out, "Expected stdout #{out.inspect} to match #{stdout.inspect} with script:\n#{code_block(script)}")
+      assert_equal(stdout, out, "Expected stdout #{out.inspect} to match #{stdout.inspect} with script:\n#{code_block(script)}")
     end
   end