diff --git a/spring-boot-project/spring-boot-cli/src/main/java/org/springframework/boot/cli/compiler/DependencyCustomizer.java b/spring-boot-project/spring-boot-cli/src/main/java/org/springframework/boot/cli/compiler/DependencyCustomizer.java
index 1615b43a82c..5f60b1a5ed2 100644
--- a/spring-boot-project/spring-boot-cli/src/main/java/org/springframework/boot/cli/compiler/DependencyCustomizer.java
+++ b/spring-boot-project/spring-boot-cli/src/main/java/org/springframework/boot/cli/compiler/DependencyCustomizer.java
@@ -1,5 +1,5 @@
 /*
- * Copyright 2012-2019 the original author or authors.
+ * Copyright 2012-2020 the original author or authors.
  *
  * Licensed under the Apache License, Version 2.0 (the "License");
  * you may not use this file except in compliance with the License.
@@ -144,7 +144,6 @@ public class DependencyCustomizer {
 						if (DependencyCustomizer.this.loader.getResource(path) == null) {
 							return false;
 						}
-						return true;
 					}
 					catch (Exception ex) {
 						// swallow exception and continue
diff --git a/spring-boot-project/spring-boot-cli/src/test/java/org/springframework/boot/cli/compiler/DependencyCustomizerTests.java b/spring-boot-project/spring-boot-cli/src/test/java/org/springframework/boot/cli/compiler/DependencyCustomizerTests.java
index cd1cdc9c7d0..d77cafc8d22 100644
--- a/spring-boot-project/spring-boot-cli/src/test/java/org/springframework/boot/cli/compiler/DependencyCustomizerTests.java
+++ b/spring-boot-project/spring-boot-cli/src/test/java/org/springframework/boot/cli/compiler/DependencyCustomizerTests.java
@@ -1,5 +1,5 @@
 /*
- * Copyright 2012-2019 the original author or authors.
+ * Copyright 2012-2020 the original author or authors.
  *
  * Licensed under the Apache License, Version 2.0 (the "License");
  * you may not use this file except in compliance with the License.
@@ -138,6 +138,48 @@ public class DependencyCustomizerTests {
 		assertThat(this.classNode.getAnnotations(new ClassNode(Grab.class))).hasSize(1);
 	}
 
+	@Test
+	public void allResourcesPresentWithAllResourcesPresentPerformsAdd() {
+		this.dependencyCustomizer.ifAllResourcesPresent("dependency-customizer-tests/resource1.txt",
+				"dependency-customizer-tests/resource2.txt").add("spring-boot-starter-logging");
+		assertThat(this.classNode.getAnnotations(new ClassNode(Grab.class))).hasSize(1);
+	}
+
+	@Test
+	public void allResourcesPresentWithSomeResourcesPresentDoesNotPerformAdd() {
+		this.dependencyCustomizer.ifAllResourcesPresent("dependency-customizer-tests/resource1.txt",
+				"dependency-customizer-tests/does-not-exist.txt").add("spring-boot-starter-logging");
+		assertThat(this.classNode.getAnnotations(new ClassNode(Grab.class))).isEmpty();
+	}
+
+	@Test
+	public void allResourcesPresentWithNoResourcesPresentDoesNotPerformAdd() {
+		this.dependencyCustomizer.ifAllResourcesPresent("dependency-customizer-tests/does-not-exist",
+				"dependency-customizer-tests/does-not-exist-either.txt").add("spring-boot-starter-logging");
+		assertThat(this.classNode.getAnnotations(new ClassNode(Grab.class))).isEmpty();
+	}
+
+	@Test
+	public void anyResourcesPresentWithAllResourcesPresentPerformsAdd() {
+		this.dependencyCustomizer.ifAnyResourcesPresent("dependency-customizer-tests/resource1.txt",
+				"dependency-customizer-tests/resource2.txt").add("spring-boot-starter-logging");
+		assertThat(this.classNode.getAnnotations(new ClassNode(Grab.class))).hasSize(1);
+	}
+
+	@Test
+	public void anyResourcesPresentWithSomeResourcesPresentPerforms() {
+		this.dependencyCustomizer.ifAnyResourcesPresent("dependency-customizer-tests/resource1.txt",
+				"dependency-customizer-tests/does-not-exist.txt").add("spring-boot-starter-logging");
+		assertThat(this.classNode.getAnnotations(new ClassNode(Grab.class))).hasSize(1);
+	}
+
+	@Test
+	public void anyResourcesPresentWithNoResourcesPresentDoesNotPerformAdd() {
+		this.dependencyCustomizer.ifAnyResourcesPresent("dependency-customizer-tests/does-not-exist",
+				"dependency-customizer-tests/does-not-exist-either.txt").add("spring-boot-starter-logging");
+		assertThat(this.classNode.getAnnotations(new ClassNode(Grab.class))).isEmpty();
+	}
+
 	private void assertGrabAnnotation(AnnotationNode annotationNode, String group, String module, String version,
 			String classifier, String type, boolean transitive) {
 		assertThat(getMemberValue(annotationNode, "group")).isEqualTo(group);
diff --git a/spring-boot-project/spring-boot-cli/src/test/resources/dependency-customizer-tests/resource1.txt b/spring-boot-project/spring-boot-cli/src/test/resources/dependency-customizer-tests/resource1.txt
new file mode 100644
index 00000000000..e69de29bb2d
diff --git a/spring-boot-project/spring-boot-cli/src/test/resources/dependency-customizer-tests/resource2.txt b/spring-boot-project/spring-boot-cli/src/test/resources/dependency-customizer-tests/resource2.txt
new file mode 100644
index 00000000000..e69de29bb2d