diff --git a/documentation/Makefile b/documentation/Makefile
--- a/documentation/Makefile
+++ b/documentation/Makefile
@@ -29,12 +29,31 @@
 
 .ORDER: all run
 
+.ORDER: requirements
 .ORDER: starting-message generate-books-toc
 .ORDER: starting-message build
 .ORDER: generate-books-toc build
 
-all: starting-message generate-books-toc build
-run: starting-message generate-books-toc run-local
+all: requirements starting-message generate-books-toc build
+run: requirements starting-message generate-books-toc run-local
+
+requirements:
+	@if ! [ -f ${PYTHON_CMD} ]; then \
+		echo python3 not found, please run 'pkg install python3'; \
+		exit 1; \
+	fi;
+	@if ! [ -f ${HUGO_CMD} ]; then \
+		echo hugo not found, please run 'pkg install gohugo'; \
+		exit 1; \
+	fi;
+	@if ! [ -f /usr/local/bin/asciidoctor ]; then \
+		echo asciidoctor not found, please run 'pkg install rubygem-asciidoctor'; \
+		exit 1; \
+	fi;
+	@if ! [ -f /usr/local/bin/rougify ]; then \
+		echo rougify not found, please run 'pkg install rubygem-rouge'; \
+		exit 1; \
+	fi;
 
 starting-message: .PHONY
 	@echo ---------------------------------------------------------------