diff --git a/www/internetarchive/Makefile b/www/internetarchive/Makefile
index b64792c5b77..26862a3d2f5 100644
--- a/www/internetarchive/Makefile
+++ b/www/internetarchive/Makefile
@@ -1,8 +1,7 @@
 COMMENT =	python and cli interface to archive.org
 
-MODPY_DISTV =	4.1.0
+MODPY_DISTV =	5.5.1
 DIST_TUPLE +=	github jjjake internetarchive v${MODPY_DISTV} .
-REVISION =	0
 
 CATEGORIES =	www
 
@@ -21,7 +20,7 @@ RUN_DEPENDS =	devel/py-docopt \
 		textproc/py-jsonpatch \
 		www/py-urllib3
 TEST_DEPENDS =	${FULLPKGNAME}:${BUILD_PKGPATH} \
-		${RUN_DEPENDS} \
+		textproc/py-pygments \
 		www/py-responses
 
 .include <bsd.port.mk>
diff --git a/www/internetarchive/distinfo b/www/internetarchive/distinfo
index 5281540c4ff..01c59e6c1fc 100644
--- a/www/internetarchive/distinfo
+++ b/www/internetarchive/distinfo
@@ -1,2 +1,2 @@
-SHA256 (jjjake-internetarchive-v4.1.0.tar.gz) = d/B0lvvOWRN09vSFwGCiUbm0ugEzzlKUB7Cli0unTDY=
-SIZE (jjjake-internetarchive-v4.1.0.tar.gz) = 146793
+SHA256 (jjjake-internetarchive-v5.5.1.tar.gz) = z0At0yBdddavuPr7v4OHmets3UMkXCFKZK7JHsD3k94=
+SIZE (jjjake-internetarchive-v5.5.1.tar.gz) = 157751
diff --git a/www/internetarchive/pkg/PLIST b/www/internetarchive/pkg/PLIST
index b2d0638dd19..2965b4c3c59 100644
--- a/www/internetarchive/pkg/PLIST
+++ b/www/internetarchive/pkg/PLIST
@@ -14,6 +14,8 @@ lib/python${MODPY_VERSION}/site-packages/internetarchive/${MODPY_PYCACHE}__init_
 lib/python${MODPY_VERSION}/site-packages/internetarchive/${MODPY_PYCACHE}__init__.${MODPY_PYC_MAGIC_TAG}pyc
 lib/python${MODPY_VERSION}/site-packages/internetarchive/${MODPY_PYCACHE}__version__.${MODPY_PYC_MAGIC_TAG}${MODPY_PYOEXTENSION}
 lib/python${MODPY_VERSION}/site-packages/internetarchive/${MODPY_PYCACHE}__version__.${MODPY_PYC_MAGIC_TAG}pyc
+lib/python${MODPY_VERSION}/site-packages/internetarchive/${MODPY_PYCACHE}account.${MODPY_PYC_MAGIC_TAG}${MODPY_PYOEXTENSION}
+lib/python${MODPY_VERSION}/site-packages/internetarchive/${MODPY_PYCACHE}account.${MODPY_PYC_MAGIC_TAG}pyc
 lib/python${MODPY_VERSION}/site-packages/internetarchive/${MODPY_PYCACHE}api.${MODPY_PYC_MAGIC_TAG}${MODPY_PYOEXTENSION}
 lib/python${MODPY_VERSION}/site-packages/internetarchive/${MODPY_PYCACHE}api.${MODPY_PYC_MAGIC_TAG}pyc
 lib/python${MODPY_VERSION}/site-packages/internetarchive/${MODPY_PYCACHE}auth.${MODPY_PYC_MAGIC_TAG}${MODPY_PYOEXTENSION}
@@ -37,6 +39,7 @@ lib/python${MODPY_VERSION}/site-packages/internetarchive/${MODPY_PYCACHE}session
 lib/python${MODPY_VERSION}/site-packages/internetarchive/${MODPY_PYCACHE}utils.${MODPY_PYC_MAGIC_TAG}${MODPY_PYOEXTENSION}
 lib/python${MODPY_VERSION}/site-packages/internetarchive/${MODPY_PYCACHE}utils.${MODPY_PYC_MAGIC_TAG}pyc
 lib/python${MODPY_VERSION}/site-packages/internetarchive/__version__.py
+lib/python${MODPY_VERSION}/site-packages/internetarchive/account.py
 lib/python${MODPY_VERSION}/site-packages/internetarchive/api.py
 lib/python${MODPY_VERSION}/site-packages/internetarchive/auth.py
 lib/python${MODPY_VERSION}/site-packages/internetarchive/catalog.py
@@ -45,10 +48,12 @@ lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/__init__.py
 ${MODPY_COMMENT}lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/${MODPY_PYCACHE}/
 lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/${MODPY_PYCACHE}__init__.${MODPY_PYC_MAGIC_TAG}${MODPY_PYOEXTENSION}
 lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/${MODPY_PYCACHE}__init__.${MODPY_PYC_MAGIC_TAG}pyc
-lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/${MODPY_PYCACHE}argparser.${MODPY_PYC_MAGIC_TAG}${MODPY_PYOEXTENSION}
-lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/${MODPY_PYCACHE}argparser.${MODPY_PYC_MAGIC_TAG}pyc
+lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/${MODPY_PYCACHE}cli_utils.${MODPY_PYC_MAGIC_TAG}${MODPY_PYOEXTENSION}
+lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/${MODPY_PYCACHE}cli_utils.${MODPY_PYC_MAGIC_TAG}pyc
 lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/${MODPY_PYCACHE}ia.${MODPY_PYC_MAGIC_TAG}${MODPY_PYOEXTENSION}
 lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/${MODPY_PYCACHE}ia.${MODPY_PYC_MAGIC_TAG}pyc
+lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/${MODPY_PYCACHE}ia_account.${MODPY_PYC_MAGIC_TAG}${MODPY_PYOEXTENSION}
+lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/${MODPY_PYCACHE}ia_account.${MODPY_PYC_MAGIC_TAG}pyc
 lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/${MODPY_PYCACHE}ia_configure.${MODPY_PYC_MAGIC_TAG}${MODPY_PYOEXTENSION}
 lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/${MODPY_PYCACHE}ia_configure.${MODPY_PYC_MAGIC_TAG}pyc
 lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/${MODPY_PYCACHE}ia_copy.${MODPY_PYC_MAGIC_TAG}${MODPY_PYOEXTENSION}
@@ -57,6 +62,8 @@ lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/${MODPY_PYCACHE}ia_
 lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/${MODPY_PYCACHE}ia_delete.${MODPY_PYC_MAGIC_TAG}pyc
 lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/${MODPY_PYCACHE}ia_download.${MODPY_PYC_MAGIC_TAG}${MODPY_PYOEXTENSION}
 lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/${MODPY_PYCACHE}ia_download.${MODPY_PYC_MAGIC_TAG}pyc
+lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/${MODPY_PYCACHE}ia_flag.${MODPY_PYC_MAGIC_TAG}${MODPY_PYOEXTENSION}
+lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/${MODPY_PYCACHE}ia_flag.${MODPY_PYC_MAGIC_TAG}pyc
 lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/${MODPY_PYCACHE}ia_list.${MODPY_PYC_MAGIC_TAG}${MODPY_PYOEXTENSION}
 lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/${MODPY_PYCACHE}ia_list.${MODPY_PYC_MAGIC_TAG}pyc
 lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/${MODPY_PYCACHE}ia_metadata.${MODPY_PYC_MAGIC_TAG}${MODPY_PYOEXTENSION}
@@ -67,21 +74,26 @@ lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/${MODPY_PYCACHE}ia_
 lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/${MODPY_PYCACHE}ia_reviews.${MODPY_PYC_MAGIC_TAG}pyc
 lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/${MODPY_PYCACHE}ia_search.${MODPY_PYC_MAGIC_TAG}${MODPY_PYOEXTENSION}
 lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/${MODPY_PYCACHE}ia_search.${MODPY_PYC_MAGIC_TAG}pyc
+lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/${MODPY_PYCACHE}ia_simplelists.${MODPY_PYC_MAGIC_TAG}${MODPY_PYOEXTENSION}
+lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/${MODPY_PYCACHE}ia_simplelists.${MODPY_PYC_MAGIC_TAG}pyc
 lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/${MODPY_PYCACHE}ia_tasks.${MODPY_PYC_MAGIC_TAG}${MODPY_PYOEXTENSION}
 lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/${MODPY_PYCACHE}ia_tasks.${MODPY_PYC_MAGIC_TAG}pyc
 lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/${MODPY_PYCACHE}ia_upload.${MODPY_PYC_MAGIC_TAG}${MODPY_PYOEXTENSION}
 lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/${MODPY_PYCACHE}ia_upload.${MODPY_PYC_MAGIC_TAG}pyc
-lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/argparser.py
+lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/cli_utils.py
 lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/ia.py
+lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/ia_account.py
 lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/ia_configure.py
 lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/ia_copy.py
 lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/ia_delete.py
 lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/ia_download.py
+lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/ia_flag.py
 lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/ia_list.py
 lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/ia_metadata.py
 lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/ia_move.py
 lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/ia_reviews.py
 lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/ia_search.py
+lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/ia_simplelists.py
 lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/ia_tasks.py
 lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/ia_upload.py
 lib/python${MODPY_VERSION}/site-packages/internetarchive/cli/py.typed