diff --git a/.ruby-version b/.ruby-version
index e70b4523ae..6a6a3d8e35 100644
--- a/.ruby-version
+++ b/.ruby-version
@@ -1 +1 @@
-2.6.0
+2.6.1
diff --git a/.travis.yml b/.travis.yml
index 25b232881a..6cf2181a8c 100644
--- a/.travis.yml
+++ b/.travis.yml
@@ -14,7 +14,7 @@ rvm:
   - '2.3.8'
   - '2.4.5'
   - '2.5.3'
-  - '2.6.0'
+  - '2.6.1'
 
 env:
   - CMD='bundle exec rake rspec-rerun:spec SPEC_OPTS="--tag content"'
diff --git a/Dockerfile b/Dockerfile
index 22843626a1..01a738ef5d 100644
--- a/Dockerfile
+++ b/Dockerfile
@@ -1,4 +1,4 @@
-FROM ruby:2.6.0-alpine3.8 AS builder
+FROM ruby:2.6.1-alpine3.9 AS builder
 LABEL maintainer="Rapid7"
 
 ARG BUNDLER_ARGS="--jobs=8 --without development test coverage"
@@ -16,7 +16,7 @@ RUN apk add --no-cache \
       bison \
       build-base \
       ruby-dev \
-      libressl-dev \
+      openssl-dev \
       readline-dev \
       sqlite-dev \
       postgresql-dev \
@@ -37,7 +37,7 @@ RUN apk add --no-cache \
     && chmod -R a+r /usr/local/bundle
 
 
-FROM ruby:2.6.0-alpine3.8
+FROM ruby:2.6.1-alpine3.9
 LABEL maintainer="Rapid7"
 
 ENV APP_HOME=/usr/src/metasploit-framework