diff --git a/.github/workflows/standalone_tests.yml b/.github/workflows/standalone_tests.yml
new file mode 100644
index 0000000..445b753
--- /dev/null
+++ b/.github/workflows/standalone_tests.yml
@@ -0,0 +1,39 @@
+name: Standalone Tests
+
+#trigger when these occur
+on:
+  push:
+    branches:
+      - v2
+  pull_request:
+    types:
+      - opened
+      - edited
+      - reopened
+    branches:
+      - v2
+  workflow_dispatch:
+
+#These tests are more stand-alone than the others
+jobs:
+  run-test-cases:
+    continue-on-error: true
+    strategy:
+      matrix:
+        platforms:
+          - { os: ubuntu-latest, preinstall: sudo apt-get install gdb, gdb_enabled: true }
+          - { os: windows-latest, preinstall: , gdb_enabled: true }
+          - { os: macos-latest, preinstall: , gdb_enabled: false }
+        commands:
+          - { exec: make -C tests/standalone -k, gdb: false }
+          - { exec: make -C tests/standalone gdb -k, gdb: true }
+    
+    runs-on: ${{ matrix.platforms.os }}
+    steps:
+      - uses: actions/checkout@v4
+      - name: Preinstall dependencies
+        if: (matrix.commands.gdb == true && matrix.platforms.gdb_enabled == false) != true
+        run: ${{ matrix.platforms.preinstall }}
+      - name: run the tests
+        if: (matrix.commands.gdb == true && matrix.platforms.gdb_enabled == false) != true
+        run: ${{ matrix.commands.exec }}
diff --git a/repl/main.c b/repl/main.c
index 5f04af6..3d75cd3 100644
--- a/repl/main.c
+++ b/repl/main.c
@@ -40,7 +40,7 @@ unsigned char* readFile(char* path, int* size) {
 	return buffer;
 }
 
-int getDirPath(char* dest, const char* src) {
+int getFilePath(char* dest, const char* src) {
 	//extract the directory from src, and store it in dest
 #if defined(_WIN32) || defined(_WIN64)
 	char* p = strrchr(src, '\\');
@@ -58,11 +58,16 @@ int getDirPath(char* dest, const char* src) {
 int getFileName(char* dest, const char* src) {
 	//extract the directory from src, and store it in dest
 #if defined(_WIN32) || defined(_WIN64)
-	char* p = strrchr(src, '\\') + 1;
+	char* p = strrchr(src, '\\');
 #else
-	char* p = strrchr(src, '/') + 1;
+	char* p = strrchr(src, '/');
 #endif
 
+	//if we're not at the end of the string, skip the slash
+	if (*p != '\0') {
+		p++;
+	}
+
 	int len = strlen(p);
 	strncpy(dest, p, len);
 	dest[len] = '\0';
@@ -160,9 +165,9 @@ CmdLine parseCmdLine(int argc, const char* argv[]) {
 					exit(-1);
 				}
 
-				fprintf(stdout, TOY_CC_WARN "Debug: Parsing the infile name\n" TOY_CC_RESET);
+				fprintf(stdout, TOY_CC_WARN "Debug: Parsing the infile name from argv[0]: \n" TOY_CC_RESET, argv[0]);
 
-				getDirPath(cmd.infile, argv[0]);
+				getFilePath(cmd.infile, argv[0]);
 
 				fprintf(stdout, TOY_CC_WARN "\t%s\n" TOY_CC_RESET, cmd.infile);
 
diff --git a/tests/standalone/gdb_init b/tests/standalone/gdb_init
new file mode 100644
index 0000000..8475b20
--- /dev/null
+++ b/tests/standalone/gdb_init
@@ -0,0 +1,8 @@
+set breakpoint pending on
+
+break strlen
+
+command 1
+	bt
+	continue
+end
diff --git a/tests/standalone/makefile b/tests/standalone/makefile
new file mode 100644
index 0000000..9ede8a2
--- /dev/null
+++ b/tests/standalone/makefile
@@ -0,0 +1,60 @@
+#compiler settings
+CC=gcc
+CFLAGS+=-std=c17 -g -Wall -Werror -Wno-unused-parameter -Wno-unused-function -Wno-unused-variable -Wformat=2
+LIBS+=-lm
+LDFLAGS+=
+
+ifeq ($(shell uname),Linux)
+LDFLAGS=-Wl,--gc-sections
+else ifeq ($(OS),Windows_NT)
+LDFLAGS=-Wl,--gc-sections
+else ifeq ($(shell uname),Darwin)
+LDFLAGS=-Wl,-dead_strip
+else
+	@echo "LDFLAGS set failed - what platform is this?"
+endif
+
+#directories
+TEST_SRCDIR=
+
+TEST_OUTDIR=out/
+TEST_OBJDIR=obj/
+
+#file names
+TEST_SRCFILES=$(wildcard $(TEST_SRCDIR)*.c)
+
+#kick off
+all: $(TEST_OBJDIR) $(TEST_OUTDIR) build run
+
+gdb: $(TEST_OBJDIR) $(TEST_OUTDIR) build gdb-run
+
+#build
+build: $(TEST_OBJDIR)$(TEST_SRCFILES:.c=.o)
+
+.PRECIOUS: $(TEST_OBJDIR)%.o
+$(TEST_OBJDIR)%.o: $(TEST_SRCDIR)%.c
+	$(CC) -c -o $@ $< $(CFLAGS) -fdata-sections -ffunction-sections
+
+
+.PRECIOUS: $(TEST_OUTDIR)%.exe
+$(TEST_OUTDIR)%.exe: $(TEST_OBJDIR)%.o
+	$(CC) -o $@ $< $(CFLAGS) $(LIBS) $(LDFLAGS)
+
+#run
+run: $(addprefix $(TEST_OUTDIR),$(TEST_SRCFILES:.c=.exe-run))
+
+$(TEST_OUTDIR)%.exe-run: $(TEST_OUTDIR)%.exe
+	$<
+
+#gdb-run
+gdb-run: $(addprefix $(TEST_OUTDIR),$(TEST_SRCFILES:.c=.exe-gdb-run))
+
+$(TEST_OUTDIR)%.exe-gdb-run: $(TEST_OUTDIR)%.exe
+	gdb $< -ix gdb_init -ex=run --batch --return-child-result
+
+#util targets
+$(TEST_OUTDIR):
+	mkdir $(TEST_OUTDIR)
+
+$(TEST_OBJDIR):
+	mkdir $(TEST_OBJDIR)
diff --git a/tests/standalone/platform_behaviours.c b/tests/standalone/platform_behaviours.c
new file mode 100644
index 0000000..0237324
--- /dev/null
+++ b/tests/standalone/platform_behaviours.c
@@ -0,0 +1,93 @@
+#include <stdio.h>
+#include <string.h>
+
+int getFilePath(char* dest, const char* src) {
+	//extract the directory from src, and store it in dest
+#if defined(_WIN32) || defined(_WIN64)
+	char* p = strrchr(src, '\\');
+#else
+	char* p = strrchr(src, '/');
+#endif
+
+	int len = p != NULL ? p - src + 1 : 0;
+	strncpy(dest, src, len);
+	dest[len] = '\0';
+
+	return len;
+}
+
+int getFileName(char* dest, const char* src) {
+	//extract the directory from src, and store it in dest
+#if defined(_WIN32) || defined(_WIN64)
+	char* p = strrchr(src, '\\');
+#else
+	char* p = strrchr(src, '/');
+#endif
+
+	//if we're not at the end of the string, skip the slash
+	if (*p != '\0') {
+		p++;
+	}
+
+	int len = strlen(p);
+	strncpy(dest, p, len);
+	dest[len] = '\0';
+
+	return len;
+}
+
+#define APPEND(dest, src) \
+	strncpy((dest) + (strlen(dest)), (src), strlen((src)) + 1);
+
+#if defined(_WIN32) || defined(_WIN64)
+	#define FLIPSLASH(str) for (int i = 0; str[i]; i++) str[i] = str[i] == '/' ? '\\' : str[i];
+#else
+	#define FLIPSLASH(str) for (int i = 0; str[i]; i++) str[i] = str[i] == '\\' ? '/' : str[i];
+#endif
+
+int main() {
+	//check the platform
+	printf("Platform: ");
+#if defined(__linux__)
+	printf("Linux");
+#elif defined(_WIN64)
+	printf("Win64");
+#elif defined(_WIN32)
+	printf("Win32");
+#elif defined(__APPLE__)
+	printf("macOS");
+#else
+	printf("Unknown");
+#endif
+
+	printf("\n");
+
+	//run each test
+    {
+        char src[256] = "../folder/file.txt";
+        char dest[256];
+		FLIPSLASH(src);
+        getFilePath(dest, src);
+        printf("Path: %s\n", dest);
+    }
+    
+    {
+        char src[256] = "../folder/file.txt";
+        char dest[256];
+		FLIPSLASH(src);
+        getFileName(dest, src);
+        printf("Name: %s\n", dest);
+    }
+    
+    {
+        char src[256] = "../folder/file.txt";
+        char dest[256];
+		FLIPSLASH(src);
+        getFilePath(dest, src);
+        APPEND(dest, "target.txt");
+        FLIPSLASH(dest);
+        printf("Target: %s\n", dest);
+    }
+
+    return 0;
+}
\ No newline at end of file