Hi Daniel, just an update... I have done the following:

1 - Download src package for v5.0.2: # apt-src install kamailio.
2- Edit the control file: ./kamailio-5.0.2+stretch/debian/control.
3- In the "Build-Depends" section, replace libssl-dev with libssl1.0-dev.
4- Build: dpkg-buildpackage -b

I checked the resulting TLS module package:

# dpkg -I kamailio-tls-modules_5.0.2+stretch_amd64.deb
 new debian package, version 2.0.
 size 362518 bytes: control archive=1025 bytes.
      22 bytes,     1 lines      conffiles
     757 bytes,    18 lines      control
     842 bytes,    10 lines      md5sums
 Package: kamailio-tls-modules
 Source: kamailio
 Version: 5.0.2+stretch
 Architecture: amd64
 Maintainer: Debian VoIP Team <pkg-voip-maintainers@lists.alioth.debian.org>
 Installed-Size: 995
 Depends: kamailio (= 5.0.2+stretch), libc6 (>= 2.14), libcurl3 (>= 7.16.2), libssl1.0.2 (>= 1.0.2d)
 Section: net
 Priority: optional
 Multi-Arch: same
 Homepage: http://www.kamailio.org/
 Description: TLS support for the Kamailio SIP server (authentication, transport)
  Kamailio is a very fast and flexible SIP (RFC3261)
  server. Written entirely in C, Kamailio can handle thousands calls
  per second even on low-budget hardware.
  .
  This package provides TLS support for encrypted and authenticated
  SIP connections as well as generic TLS support for many Kamailio modules.
root@debian9build:/opt/kamailio-5.0.2-deb#

So it seems it is correctly linked to libssl1.0.2.

I will install this version of Kamailio on one of the SBCs tonight and keep it in close observation. I will update here as soon as I have more info.

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