diff --git a/internal/assertions/multi_line_assertion.go b/internal/assertions/multi_line_assertion.go
index f5a979b..654e418 100644
--- a/internal/assertions/multi_line_assertion.go
+++ b/internal/assertions/multi_line_assertion.go
@@ -3,54 +3,57 @@ package assertions
 import (
 	"fmt"
 	"regexp"
-	"strings"
-
-	"github.com/codecrafters-io/shell-tester/internal/utils"
-	virtual_terminal "github.com/codecrafters-io/shell-tester/internal/vt"
 )
 
 // MultiLineAssertion asserts that multiple lines of output matches against a given array of strings
 // Or a multi-line regex pattern(s)
 type MultiLineAssertion struct {
-	// ExpectedOutput is the array of expected output strings to match against
-	ExpectedOutput []string
-
-	// FallbackPatterns is a list of regex patterns to match against. This is useful to handle shell-specific variable behaviour
-	FallbackPatterns []*regexp.Regexp
-}
-
-func (a MultiLineAssertion) Inspect() string {
-	return fmt.Sprintf("MultiLineAssertion (%q)", a.ExpectedOutput)
+	SingleLineAssertions []SingleLineAssertion
 }
 
-func (a MultiLineAssertion) Run(screenState [][]string, startRowIndex int) (processedRowCount int, err *AssertionError) {
-	if len(a.ExpectedOutput) == 0 {
-		panic("CodeCrafters Internal Error: ExpectedOutput must be provided")
+func NewMultiLineAssertion(expectedOutput []string) MultiLineAssertion {
+	// No way to add fallbackPatterns through this constructor
+	singleLineAssertions := []SingleLineAssertion{}
+	for _, expectedLine := range expectedOutput {
+		singleLineAssertions = append(singleLineAssertions, SingleLineAssertion{
+			ExpectedOutput: expectedLine,
+		})
 	}
 
-	totalRows := len(a.ExpectedOutput)
-	rawRows := screenState[startRowIndex : startRowIndex+totalRows]
-	cleanedRows := []string{}
-	for _, rawRow := range rawRows {
-		cleanedRows = append(cleanedRows, virtual_terminal.BuildCleanedRow(rawRow))
+	return MultiLineAssertion{
+		SingleLineAssertions: singleLineAssertions,
 	}
-	cleanedRowsString := strings.Join(cleanedRows, "\n")
-	expectedOutputString := strings.Join(a.ExpectedOutput, "\n")
+}
 
-	for _, pattern := range a.FallbackPatterns {
-		if pattern.Match([]byte(cleanedRowsString)) {
-			return len(a.ExpectedOutput), nil
-		}
+func NewEmptyMultiLineAssertion() MultiLineAssertion {
+	return MultiLineAssertion{
+		SingleLineAssertions: []SingleLineAssertion{},
 	}
+}
+
+// AddSingleLineAssertion is the recommended way to add single line assertions
+// When they contain fallbackPatterns
+func (a *MultiLineAssertion) AddSingleLineAssertion(expectedOutput string, fallbackPatterns []*regexp.Regexp) *MultiLineAssertion {
+	a.SingleLineAssertions = append(a.SingleLineAssertions, SingleLineAssertion{
+		ExpectedOutput:   expectedOutput,
+		FallbackPatterns: fallbackPatterns,
+	})
+	return a
+}
+
+func (a *MultiLineAssertion) Inspect() string {
+	return fmt.Sprintf("MultiLineAssertion (%q)", a.SingleLineAssertions)
+}
+
+func (a *MultiLineAssertion) Run(screenState [][]string, startRowIndex int) (processedRowCount int, err *AssertionError) {
+	totalProcessedRowCount := 0
 
-	if cleanedRowsString != expectedOutputString {
-		detailedErrorMessage := utils.BuildColoredErrorMessage(expectedOutputString, cleanedRowsString)
-		return 0, &AssertionError{
-			StartRowIndex: startRowIndex,
-			ErrorRowIndex: startRowIndex,
-			Message:       "Output does not match expected value.\n" + detailedErrorMessage,
+	for _, singleLineAssertion := range a.SingleLineAssertions {
+		processedRowCount, err = singleLineAssertion.Run(screenState, startRowIndex+totalProcessedRowCount)
+		if err != nil {
+			return totalProcessedRowCount, err
 		}
-	} else {
-		return len(a.ExpectedOutput), nil
+		totalProcessedRowCount += processedRowCount
 	}
+	return totalProcessedRowCount, nil
 }
diff --git a/internal/stage_r1.go b/internal/stage_r1.go
index 2f3028d..ad385c2 100644
--- a/internal/stage_r1.go
+++ b/internal/stage_r1.go
@@ -7,6 +7,7 @@ import (
 	"regexp"
 	"slices"
 
+	"github.com/codecrafters-io/shell-tester/internal/assertions"
 	"github.com/codecrafters-io/shell-tester/internal/logged_shell_asserter"
 	"github.com/codecrafters-io/shell-tester/internal/shell_executable"
 	"github.com/codecrafters-io/shell-tester/internal/test_cases"
@@ -66,10 +67,9 @@ func testR1(stageHarness *test_case_harness.TestCaseHarness) error {
 	}
 
 	multiLineTestCase := test_cases.CommandWithMultilineResponseTestCase{
-		Command:          command2,
-		ExpectedOutput:   randomWords,
-		FallbackPatterns: nil,
-		SuccessMessage:   "✓ Received redirected file content",
+		Command:            command2,
+		MultiLineAssertion: assertions.NewMultiLineAssertion(randomWords),
+		SuccessMessage:     "✓ Received redirected file content",
 	}
 	if err := multiLineTestCase.Run(asserter, shell, logger); err != nil {
 		return err
diff --git a/internal/stage_r3.go b/internal/stage_r3.go
index f8599b9..8f4356c 100644
--- a/internal/stage_r3.go
+++ b/internal/stage_r3.go
@@ -5,6 +5,7 @@ import (
 	"path"
 	"slices"
 
+	"github.com/codecrafters-io/shell-tester/internal/assertions"
 	"github.com/codecrafters-io/shell-tester/internal/logged_shell_asserter"
 	"github.com/codecrafters-io/shell-tester/internal/shell_executable"
 	"github.com/codecrafters-io/shell-tester/internal/test_cases"
@@ -64,10 +65,9 @@ func testR3(stageHarness *test_case_harness.TestCaseHarness) error {
 	}
 
 	responseTestCase := test_cases.CommandWithMultilineResponseTestCase{
-		Command:          command2,
-		ExpectedOutput:   randomWords,
-		FallbackPatterns: nil,
-		SuccessMessage:   "✓ Received redirected file content",
+		Command:            command2,
+		MultiLineAssertion: assertions.NewMultiLineAssertion(randomWords),
+		SuccessMessage:     "✓ Received redirected file content",
 	}
 
 	if err := responseTestCase.Run(asserter, shell, logger); err != nil {
@@ -98,10 +98,9 @@ func testR3(stageHarness *test_case_harness.TestCaseHarness) error {
 	}
 
 	responseTestCase = test_cases.CommandWithMultilineResponseTestCase{
-		Command:          command6,
-		ExpectedOutput:   []string{message1, message2},
-		FallbackPatterns: nil,
-		SuccessMessage:   "✓ Received redirected file content",
+		Command:            command6,
+		MultiLineAssertion: assertions.NewMultiLineAssertion([]string{message1, message2}),
+		SuccessMessage:     "✓ Received redirected file content",
 	}
 	if err := responseTestCase.Run(asserter, shell, logger); err != nil {
 		return err
@@ -129,10 +128,9 @@ func testR3(stageHarness *test_case_harness.TestCaseHarness) error {
 	}
 
 	responseTestCase = test_cases.CommandWithMultilineResponseTestCase{
-		Command:          command9,
-		ExpectedOutput:   append([]string{"List of files:"}, randomWords...),
-		FallbackPatterns: nil,
-		SuccessMessage:   "✓ Received redirected file content",
+		Command:            command9,
+		MultiLineAssertion: assertions.NewMultiLineAssertion(append([]string{"List of files:"}, randomWords...)),
+		SuccessMessage:     "✓ Received redirected file content",
 	}
 	if err := responseTestCase.Run(asserter, shell, logger); err != nil {
 		return err
diff --git a/internal/stage_r4.go b/internal/stage_r4.go
index 59c1634..944a2a2 100644
--- a/internal/stage_r4.go
+++ b/internal/stage_r4.go
@@ -131,17 +131,20 @@ func testR4(stageHarness *test_case_harness.TestCaseHarness) error {
 		"cat: nonexistent: No such file or directory",
 		"ls: nonexistent: No such file or directory",
 	}
+
 	linuxLSErrorMessage := "ls: cannot access 'nonexistent': No such file or directory"
+	linuxLSErrorMessageRegex := []*regexp.Regexp{regexp.MustCompile(fmt.Sprintf("^%s$", linuxLSErrorMessage))}
 	alpineCatErrorMessage := "cat: can't open 'nonexistent': No such file or directory"
-	essorMessagesInFileRegex := []*regexp.Regexp{
-		regexp.MustCompile(fmt.Sprintf("^%s\n%s$", errorMessagesInFile[0], linuxLSErrorMessage)),
-		regexp.MustCompile(fmt.Sprintf("^%s\n%s$", alpineCatErrorMessage, errorMessagesInFile[1])),
-	}
+	alpineCatErrorMessageRegex := []*regexp.Regexp{regexp.MustCompile(fmt.Sprintf("^%s$", alpineCatErrorMessage))}
+
+	multiLineAssertion := assertions.NewEmptyMultiLineAssertion()
+	multiLineAssertion.AddSingleLineAssertion(errorMessagesInFile[0], alpineCatErrorMessageRegex)
+	multiLineAssertion.AddSingleLineAssertion(errorMessagesInFile[1], linuxLSErrorMessageRegex)
+
 	multiLineResponseTestCase := test_cases.CommandWithMultilineResponseTestCase{
-		Command:          command7,
-		ExpectedOutput:   errorMessagesInFile,
-		FallbackPatterns: essorMessagesInFileRegex,
-		SuccessMessage:   "✓ Received redirected file content",
+		Command:            command7,
+		MultiLineAssertion: multiLineAssertion,
+		SuccessMessage:     "✓ Received redirected file content",
 	}
 	if err := multiLineResponseTestCase.Run(asserter, shell, logger); err != nil {
 		return err
diff --git a/internal/test_cases/command_reflection_test_case.go b/internal/test_cases/command_reflection_test_case.go
index 8465299..1cb5ff9 100644
--- a/internal/test_cases/command_reflection_test_case.go
+++ b/internal/test_cases/command_reflection_test_case.go
@@ -46,7 +46,7 @@ func (t CommandReflectionTestCase) Run(asserter *logged_shell_asserter.LoggedShe
 	}
 
 	if !skipSuccessMessage {
-		logger.Successf(t.SuccessMessage)
+		logger.Successf("%s", t.SuccessMessage)
 	}
 	return nil
 }
diff --git a/internal/test_cases/command_response_test_case.go b/internal/test_cases/command_response_test_case.go
index 1b0e06b..667a33a 100644
--- a/internal/test_cases/command_response_test_case.go
+++ b/internal/test_cases/command_response_test_case.go
@@ -48,6 +48,6 @@ func (t CommandResponseTestCase) Run(asserter *logged_shell_asserter.LoggedShell
 		return err
 	}
 
-	logger.Successf(t.SuccessMessage)
+	logger.Successf("%s", t.SuccessMessage)
 	return nil
 }
diff --git a/internal/test_cases/command_with_multiline_response_test_case.go b/internal/test_cases/command_with_multiline_response_test_case.go
index d4a12aa..b03ba1d 100644
--- a/internal/test_cases/command_with_multiline_response_test_case.go
+++ b/internal/test_cases/command_with_multiline_response_test_case.go
@@ -2,7 +2,6 @@ package test_cases
 
 import (
 	"fmt"
-	"regexp"
 
 	"github.com/codecrafters-io/shell-tester/internal/assertions"
 	"github.com/codecrafters-io/shell-tester/internal/logged_shell_asserter"
@@ -14,11 +13,8 @@ type CommandWithMultilineResponseTestCase struct {
 	// Command is the command to send to the shell
 	Command string
 
-	// ExpectedOutput is the expected output string to match against
-	ExpectedOutput []string
-
-	// FallbackPatterns is a list of regex patterns to match against
-	FallbackPatterns []*regexp.Regexp
+	// MultiLineAssertion is the assertion to run
+	MultiLineAssertion assertions.MultiLineAssertion
 
 	// SuccessMessage is the message to log in case of success
 	SuccessMessage string
@@ -34,15 +30,12 @@ func (t CommandWithMultilineResponseTestCase) Run(asserter *logged_shell_asserte
 		ExpectedOutput: commandReflection,
 	})
 
-	asserter.AddAssertion(assertions.MultiLineAssertion{
-		ExpectedOutput:   t.ExpectedOutput,
-		FallbackPatterns: t.FallbackPatterns,
-	})
+	asserter.AddAssertion(&t.MultiLineAssertion)
 
 	if err := asserter.AssertWithPrompt(); err != nil {
 		return err
 	}
 
-	logger.Successf(t.SuccessMessage)
+	logger.Successf("%s", t.SuccessMessage)
 	return nil
 }