diff --git a/src/superannotate/lib/app/interface/base_interface.py b/src/superannotate/lib/app/interface/base_interface.py
index 5d4e141a5..0b58392ae 100644
--- a/src/superannotate/lib/app/interface/base_interface.py
+++ b/src/superannotate/lib/app/interface/base_interface.py
@@ -33,7 +33,7 @@ def __init__(self, token: TokenStr = None, config_path: str = None):
             if token:
                 config = ConfigEntity(SA_TOKEN=token)
             elif config_path:
-                config_path = Path(config_path)
+                config_path = Path(config_path).expanduser()
                 if not Path(config_path).is_file() or not os.access(
                     config_path, os.R_OK
                 ):
diff --git a/src/superannotate/lib/core/__init__.py b/src/superannotate/lib/core/__init__.py
index 7322412e4..fe97dabf9 100644
--- a/src/superannotate/lib/core/__init__.py
+++ b/src/superannotate/lib/core/__init__.py
@@ -44,6 +44,7 @@ def setup_logging(level=DEFAULT_LOGGING_LEVEL, file_path=LOG_FILE_LOCATION):
     stream_handler.setFormatter(formatter)
     logger.addHandler(stream_handler)
     try:
+        os.makedirs(file_path, exist_ok=True)
         log_file_path = os.path.join(file_path, "sa.log")
         open(log_file_path, "w").close()
         if os.access(log_file_path, os.W_OK):
@@ -59,7 +60,7 @@ def setup_logging(level=DEFAULT_LOGGING_LEVEL, file_path=LOG_FILE_LOCATION):
             file_handler.setFormatter(file_formatter)
             logger.addHandler(file_handler)
     except OSError as e:
-        logging.error(e)
+        logger.debug(e)
 
 
 DEFAULT_IMAGE_EXTENSIONS = ["jpg", "jpeg", "png", "tif", "tiff", "webp", "bmp"]
diff --git a/tests/unit/test_init.py b/tests/unit/test_init.py
index dcb353d70..d882ba293 100644
--- a/tests/unit/test_init.py
+++ b/tests/unit/test_init.py
@@ -2,6 +2,7 @@
 import os
 import tempfile
 from configparser import ConfigParser
+from pathlib import Path
 from unittest import TestCase
 from unittest.mock import patch
 
@@ -30,7 +31,6 @@ def test_init_via_token(self, get_team_use_case):
     @patch("lib.core.usecases.GetTeamUseCase")
     def test_init_via_config_json(self, get_team_use_case):
         with tempfile.TemporaryDirectory() as config_dir:
-            constants.HOME_PATH = config_dir
             config_ini_path = f"{config_dir}/config.ini"
             config_json_path = f"{config_dir}/config.json"
             with patch("lib.core.CONFIG_INI_FILE_LOCATION", config_ini_path), patch(
@@ -48,7 +48,6 @@ def test_init_via_config_json(self, get_team_use_case):
 
     def test_init_via_config_json_invalid_json(self):
         with tempfile.TemporaryDirectory() as config_dir:
-            constants.HOME_PATH = config_dir
             config_ini_path = f"{config_dir}/config.ini"
             config_json_path = f"{config_dir}/config.json"
             with patch("lib.core.CONFIG_INI_FILE_LOCATION", config_ini_path), patch(
@@ -65,7 +64,6 @@ def test_init_via_config_json_invalid_json(self):
     @patch("lib.core.usecases.GetTeamUseCase")
     def test_init_via_config_ini(self, get_team_use_case):
         with tempfile.TemporaryDirectory() as config_dir:
-            constants.HOME_PATH = config_dir
             config_ini_path = f"{config_dir}/config.ini"
             config_json_path = f"{config_dir}/config.json"
             with patch("lib.core.CONFIG_INI_FILE_LOCATION", config_ini_path), patch(
@@ -88,6 +86,34 @@ def test_init_via_config_ini(self, get_team_use_case):
                         self._token.split("=")[-1]
                     )
 
+    @patch("lib.core.usecases.GetTeamUseCase")
+    def test_init_via_config_relative_filepath(self, get_team_use_case):
+        with tempfile.TemporaryDirectory(dir=Path("~").expanduser()) as config_dir:
+            config_ini_path = f"{config_dir}/config.ini"
+            config_json_path = f"{config_dir}/config.json"
+            with patch("lib.core.CONFIG_INI_FILE_LOCATION", config_ini_path), patch(
+                "lib.core.CONFIG_JSON_FILE_LOCATION", config_json_path
+            ):
+                with open(f"{config_dir}/config.ini", "w") as config_ini:
+                    config_parser = ConfigParser()
+                    config_parser.optionxform = str
+                    config_parser["DEFAULT"] = {
+                        "SA_TOKEN": self._token,
+                        "LOGGING_LEVEL": "DEBUG",
+                    }
+                    config_parser.write(config_ini)
+                for kwargs in (
+                    {},
+                    {"config_path": f"~/{Path(config_dir).name}/config.ini"},
+                ):
+                    sa = SAClient(**kwargs)
+                    assert sa.controller._config.API_TOKEN == self._token
+                    assert sa.controller._config.LOGGING_LEVEL == "DEBUG"
+                    assert sa.controller._config.API_URL == constants.BACKEND_URL
+                    assert get_team_use_case.call_args_list[0].kwargs["team_id"] == int(
+                        self._token.split("=")[-1]
+                    )
+
     @patch("lib.core.usecases.GetTeamUseCase")
     @patch.dict(os.environ, {"SA_URL": "SOME_URL", "SA_TOKEN": "SOME_TOKEN=123"})
     def test_init_env(self, get_team_use_case):
@@ -103,7 +129,6 @@ def test_init_env_invalid_token(self):
 
     def test_init_via_config_ini_invalid_token(self):
         with tempfile.TemporaryDirectory() as config_dir:
-            constants.HOME_PATH = config_dir
             config_ini_path = f"{config_dir}/config.ini"
             config_json_path = f"{config_dir}/config.json"
             with patch("lib.core.CONFIG_INI_FILE_LOCATION", config_ini_path), patch(