I have the same problem on raspberry pi stretch.
I installed libssl1.0.0 but it still does not work.
Mar 6 23:40:59 raspberrypi systemd[1]: Starting LSB: Monitor and Control Everything IT from Any Smartphone or Tablet...
Mar 6 23:40:59 raspberrypi pulseway[19701]: /usr/sbin/pulsewayd: /usr/lib/arm-linux-gnueabihf/libcrypto.so.1.0.0: version `OPENSSL_1.0.0' not found (required by /usr/sbin/pulsewayd)
Mar 6 23:40:59 raspberrypi pulseway[19701]: /usr/sbin/pulsewayd: /usr/lib/arm-linux-gnueabihf/libssl.so.1.0.0: version `OPENSSL_1.0.0' not found (required by /usr/sbin/pulsewayd)
Mar 6 23:40:59 raspberrypi systemd[1]: Started LSB: Monitor and Control Everything IT from Any Smartphone or Tablet.
It now seems like I have 3 version of libssl
pi@raspberrypi:/etc/init.d $ dpkg -l | grep libssl
ii libssl1.0.0:armhf 1.0.1t-1+deb8u7 armhf Secure Sockets Layer toolkit - shared libraries
ri libssl1.0.2:armhf 1.0.2l-2+deb9u2 armhf Secure Sockets Layer toolkit - shared libraries
ri libssl1.1:armhf 1.1.0f-3+deb9u1 armhf Secure Sockets Layer toolkit - shared libraries
It seems like libssl1.0.0 still points to 1.0.2
pi@raspberrypi:/usr/lib/arm-linux-gnueabihf $ ls -l libssl*
lrwxrwxrwx 1 root root 44 Mar 6 23:08 libssl.so.1.0.0 -> /usr/lib/arm-linux-gnueabihf/libssl.so.1.0.2
-rw-r--r-- 1 root root 320924 Dec 14 07:09 libssl.so.1.0.2
-rw-r--r-- 1 root root 327952 Nov 2 20:29 libssl.so.1.1
pi@raspberrypi:/usr/lib/arm-linux-gnueabihf $ ls -l libcrypt*
-rw-r--r-- 1 root root 41292 Jun 16 2017 libcrypt.a
lrwxrwxrwx 1 root root 47 Mar 6 23:08 libcrypto.so.1.0.0 -> /usr/lib/arm-linux-gnueabihf/libcrypto.so.1.0.2
-rw-r--r-- 1 root root 1493272 Dec 14 07:09 libcrypto.so.1.0.2
-rw-r--r-- 1 root root 1827948 Nov 2 20:29 libcrypto.so.1.1
lrwxrwxrwx 1 root root 38 Jun 16 2017 libcrypt.so -> /lib/arm-linux-gnueabihf/libcrypt.so.1
I cannot remove 1.0.2 so somehow I need to get a version of 1.0.0 not pointing to anything else
How can we solve this?
