diff --git a/homebrew/programming.Brewfile b/homebrew/programming.Brewfile
index c938ba4..274b658 100644
--- a/homebrew/programming.Brewfile
+++ b/homebrew/programming.Brewfile
@@ -2,6 +2,7 @@
 
 brew "shellcheck"    # Lint for bash
 brew "python"        # Latest version of Python
+brew "ipython"       # Better interactive Python shell
 brew "poetry"        # Project-based Python dependencies
 brew "ruby"          # Newer than default ruby
 brew "haskell-stack" # Latest version of Haskell
diff --git a/python/ipython/requirements.txt b/python/ipython/requirements.txt
deleted file mode 100644
index 2a72694..0000000
--- a/python/ipython/requirements.txt
+++ /dev/null
@@ -1,21 +0,0 @@
-appnope==0.1.0
-backcall==0.1.0
-certifi==2019.9.11
-chardet==3.0.4
-decorator==4.4.0
-idna==2.8
-ipython==7.8.0
-ipython-genutils==0.2.0
-jedi==0.15.1
-parso==0.5.1
-pexpect==4.7.0
-pickleshare==0.7.5
-prompt-toolkit==2.0.9
-ptyprocess==0.6.0
-Pygments==2.4.2
-python-dotenv==0.10.3
-requests==2.22.0
-six==1.12.0
-traitlets==4.3.2
-urllib3==1.25.6
-wcwidth==0.1.7
diff --git a/python/requests/poetry.lock b/python/requests/poetry.lock
new file mode 100644
index 0000000..1b2dd97
--- /dev/null
+++ b/python/requests/poetry.lock
@@ -0,0 +1,96 @@
+[[package]]
+name = "certifi"
+version = "2020.12.5"
+description = "Python package for providing Mozilla's CA Bundle."
+category = "main"
+optional = false
+python-versions = "*"
+
+[[package]]
+name = "chardet"
+version = "3.0.4"
+description = "Universal encoding detector for Python 2 and 3"
+category = "main"
+optional = false
+python-versions = "*"
+
+[[package]]
+name = "idna"
+version = "2.10"
+description = "Internationalized Domain Names in Applications (IDNA)"
+category = "main"
+optional = false
+python-versions = ">=2.7, !=3.0.*, !=3.1.*, !=3.2.*, !=3.3.*"
+
+[[package]]
+name = "python-dotenv"
+version = "0.15.0"
+description = "Add .env support to your django/flask apps in development and deployments"
+category = "main"
+optional = false
+python-versions = "*"
+
+[package.extras]
+cli = ["click (>=5.0)"]
+
+[[package]]
+name = "requests"
+version = "2.25.0"
+description = "Python HTTP for Humans."
+category = "main"
+optional = false
+python-versions = ">=2.7, !=3.0.*, !=3.1.*, !=3.2.*, !=3.3.*, !=3.4.*"
+
+[package.dependencies]
+certifi = ">=2017.4.17"
+chardet = ">=3.0.2,<4"
+idna = ">=2.5,<3"
+urllib3 = ">=1.21.1,<1.27"
+
+[package.extras]
+security = ["pyOpenSSL (>=0.14)", "cryptography (>=1.3.4)"]
+socks = ["PySocks (>=1.5.6,!=1.5.7)", "win-inet-pton"]
+
+[[package]]
+name = "urllib3"
+version = "1.26.2"
+description = "HTTP library with thread-safe connection pooling, file post, and more."
+category = "main"
+optional = false
+python-versions = ">=2.7, !=3.0.*, !=3.1.*, !=3.2.*, !=3.3.*, !=3.4.*, <4"
+
+[package.extras]
+brotli = ["brotlipy (>=0.6.0)"]
+secure = ["pyOpenSSL (>=0.14)", "cryptography (>=1.3.4)", "idna (>=2.0.0)", "certifi", "ipaddress"]
+socks = ["PySocks (>=1.5.6,!=1.5.7,<2.0)"]
+
+[metadata]
+lock-version = "1.1"
+python-versions = "^3.9"
+content-hash = "0e7791a51dfaac094d66da11fbe4465030798924ede1baef134e9a184d6eaa8b"
+
+[metadata.files]
+certifi = [
+    {file = "certifi-2020.12.5-py2.py3-none-any.whl", hash = "sha256:719a74fb9e33b9bd44cc7f3a8d94bc35e4049deebe19ba7d8e108280cfd59830"},
+    {file = "certifi-2020.12.5.tar.gz", hash = "sha256:1a4995114262bffbc2413b159f2a1a480c969de6e6eb13ee966d470af86af59c"},
+]
+chardet = [
+    {file = "chardet-3.0.4-py2.py3-none-any.whl", hash = "sha256:fc323ffcaeaed0e0a02bf4d117757b98aed530d9ed4531e3e15460124c106691"},
+    {file = "chardet-3.0.4.tar.gz", hash = "sha256:84ab92ed1c4d4f16916e05906b6b75a6c0fb5db821cc65e70cbd64a3e2a5eaae"},
+]
+idna = [
+    {file = "idna-2.10-py2.py3-none-any.whl", hash = "sha256:b97d804b1e9b523befed77c48dacec60e6dcb0b5391d57af6a65a312a90648c0"},
+    {file = "idna-2.10.tar.gz", hash = "sha256:b307872f855b18632ce0c21c5e45be78c0ea7ae4c15c828c20788b26921eb3f6"},
+]
+python-dotenv = [
+    {file = "python-dotenv-0.15.0.tar.gz", hash = "sha256:587825ed60b1711daea4832cf37524dfd404325b7db5e25ebe88c495c9f807a0"},
+    {file = "python_dotenv-0.15.0-py2.py3-none-any.whl", hash = "sha256:0c8d1b80d1a1e91717ea7d526178e3882732420b03f08afea0406db6402e220e"},
+]
+requests = [
+    {file = "requests-2.25.0-py2.py3-none-any.whl", hash = "sha256:e786fa28d8c9154e6a4de5d46a1d921b8749f8b74e28bde23768e5e16eece998"},
+    {file = "requests-2.25.0.tar.gz", hash = "sha256:7f1a0b932f4a60a1a65caa4263921bb7d9ee911957e0ae4a23a6dd08185ad5f8"},
+]
+urllib3 = [
+    {file = "urllib3-1.26.2-py2.py3-none-any.whl", hash = "sha256:d8ff90d979214d7b4f8ce956e80f4028fc6860e4431f731ea4a8c08f23f99473"},
+    {file = "urllib3-1.26.2.tar.gz", hash = "sha256:19188f96923873c92ccb987120ec4acaa12f0461fa9ce5d3d0772bc965a39e08"},
+]
diff --git a/python/requests/pyproject.toml b/python/requests/pyproject.toml
new file mode 100644
index 0000000..fb4576a
--- /dev/null
+++ b/python/requests/pyproject.toml
@@ -0,0 +1,16 @@
+[tool.poetry]
+name = "ipython"
+version = "0.1.0"
+description = ""
+authors = ["Your Name <you@example.com>"]
+
+[tool.poetry.dependencies]
+python = "^3.9"
+requests = "^2.25.0"
+python-dotenv = "^0.15.0"
+
+[tool.poetry.dev-dependencies]
+
+[build-system]
+requires = ["poetry-core>=1.0.0"]
+build-backend = "poetry.core.masonry.api"