diff --git a/requirements-docs.txt b/requirements-docs.txt
index 9cfa1b7b..bc930c58 100644
--- a/requirements-docs.txt
+++ b/requirements-docs.txt
@@ -4,7 +4,7 @@
 #
 #    pip-compile --no-index --output-file requirements-docs.txt requirements-docs.in
 #
-acme==0.25.1
+acme==0.26.0
 alabaster==0.7.11         # via sphinx
 alembic-autogenerate-enums==0.0.2
 alembic==0.9.10
@@ -15,8 +15,8 @@ asyncpool==1.0
 babel==2.6.0              # via sphinx
 bcrypt==3.1.4
 blinker==1.4
-boto3==1.7.48
-botocore==1.10.48
+boto3==1.7.56
+botocore==1.10.56
 certifi==2018.4.16
 cffi==1.11.5
 click==6.7
@@ -36,7 +36,7 @@ flask-script==2.0.6
 flask-sqlalchemy==2.3.2
 flask==0.12
 future==0.16.0
-gunicorn==19.8.1
+gunicorn==19.9.0
 idna==2.7
 imagesize==1.0.0          # via sphinx
 inflection==0.3.1
@@ -54,7 +54,7 @@ mock==2.0.0
 ndg-httpsclient==0.5.0
 packaging==17.1           # via sphinx
 paramiko==2.4.1
-pbr==4.0.4
+pbr==4.1.0
 pem==18.1.0
 psycopg2==2.7.5
 pyasn1-modules==0.2.2
@@ -69,7 +69,7 @@ pyrfc3339==1.1
 python-dateutil==2.7.3
 python-editor==1.0.3
 pytz==2018.5
-pyyaml==3.12
+pyyaml==3.13
 raven[flask]==6.9.0
 requests-toolbelt==0.8.0
 requests[security]==2.11.1
@@ -78,7 +78,7 @@ s3transfer==0.1.13
 six==1.11.0
 snowballstemmer==1.2.1    # via sphinx
 sphinx-rtd-theme==0.4.0
-sphinx==1.7.5
+sphinx==1.7.6
 sphinxcontrib-httpdomain==1.7.0
 sphinxcontrib-websupport==1.1.0  # via sphinx
 sqlalchemy-utils==0.33.3
diff --git a/requirements-tests.txt b/requirements-tests.txt
index 219c445a..55836e9a 100644
--- a/requirements-tests.txt
+++ b/requirements-tests.txt
@@ -8,9 +8,9 @@ asn1crypto==0.24.0        # via cryptography
 atomicwrites==1.1.5       # via pytest
 attrs==18.1.0             # via pytest
 aws-xray-sdk==0.95        # via moto
-boto3==1.7.56             # via moto
+boto3==1.7.59             # via moto
 boto==2.49.0              # via moto
-botocore==1.10.56         # via boto3, moto, s3transfer
+botocore==1.10.59         # via boto3, moto, s3transfer
 certifi==2018.4.16        # via requests
 cffi==1.11.5              # via cryptography
 chardet==3.0.4            # via requests
diff --git a/requirements.in b/requirements.in
index 2a5051a7..0e028261 100644
--- a/requirements.in
+++ b/requirements.in
@@ -31,10 +31,10 @@ paramiko  # required for the SFTP destination plugin
 pem
 psycopg2
 pyjwt
-pyOpenSSL==17.2.0 # PINNED for a specific reason. This needs to be merged in before upgrade: https://github.com/shazow/urllib3/pull/1246
+pyOpenSSL
 python_ldap
 raven[flask]
-requests==2.11.1 # PINNED for a specific reason. This needs to be merged in before upgrade: https://github.com/shazow/urllib3/pull/1246
+requests
 retrying
 six
 SQLAlchemy-Utils
diff --git a/requirements.txt b/requirements.txt
index d80d7e09..82817e7e 100644
--- a/requirements.txt
+++ b/requirements.txt
@@ -4,19 +4,20 @@
 #
 #    pip-compile --no-index --output-file requirements.txt requirements.in
 #
-acme==0.26.0
+acme==0.26.1
 alembic-autogenerate-enums==0.0.2
-alembic==0.9.10           # via flask-migrate
+alembic==1.0.0            # via flask-migrate
 aniso8601==3.0.2          # via flask-restful
 arrow==0.12.1
 asn1crypto==0.24.0        # via cryptography
 asyncpool==1.0
 bcrypt==3.1.4             # via flask-bcrypt, paramiko
 blinker==1.4              # via flask-mail, flask-principal, raven
-boto3==1.7.56
-botocore==1.10.56         # via boto3, s3transfer
+boto3==1.7.59
+botocore==1.10.59         # via boto3, s3transfer
 certifi==2018.4.16
 cffi==1.11.5              # via bcrypt, cryptography, pynacl
+chardet==3.0.4            # via requests
 click==6.7                # via flask
 cloudflare==2.1.0
 cryptography==2.2.2
@@ -35,7 +36,7 @@ flask-sqlalchemy==2.3.2
 flask==0.12
 future==0.16.0
 gunicorn==19.9.0
-idna==2.7                 # via cryptography
+idna==2.7                 # via cryptography, requests
 inflection==0.3.1
 itsdangerous==0.24        # via flask
 jinja2==2.10
@@ -54,11 +55,11 @@ pbr==4.1.0                # via mock
 pem==18.1.0
 psycopg2==2.7.5
 pyasn1-modules==0.2.2     # via python-ldap
-pyasn1==0.4.3             # via ndg-httpsclient, paramiko, pyasn1-modules, python-ldap, requests
+pyasn1==0.4.3             # via ndg-httpsclient, paramiko, pyasn1-modules, python-ldap
 pycparser==2.18           # via cffi
 pyjwt==1.6.4
 pynacl==1.2.1             # via paramiko
-pyopenssl==17.2.0
+pyopenssl==18.0.0
 pyrfc3339==1.1            # via acme
 python-dateutil==2.7.3    # via alembic, arrow, botocore
 python-editor==1.0.3      # via alembic
@@ -67,12 +68,13 @@ pytz==2018.5              # via acme, flask-restful, pyrfc3339
 pyyaml==3.13              # via cloudflare
 raven[flask]==6.9.0
 requests-toolbelt==0.8.0  # via acme
-requests[security]==2.11.1
+requests[security]==2.19.1
 retrying==1.3.3
 s3transfer==0.1.13        # via boto3
 six==1.11.0
 sqlalchemy-utils==0.33.3
-sqlalchemy==1.2.9         # via alembic, flask-sqlalchemy, marshmallow-sqlalchemy, sqlalchemy-utils
+sqlalchemy==1.2.10        # via alembic, flask-sqlalchemy, marshmallow-sqlalchemy, sqlalchemy-utils
 tabulate==0.8.2
+urllib3==1.23             # via requests
 werkzeug==0.14.1          # via flask
 xmltodict==0.11.0