I expect that's a symlink to somewhere under /usr/local/Cellar, and that would be a better place to look for this.

The core problem here is that Apple hasn't shipped an up-to-date OpenSSL in years and years, probably part of this whole anti-GPL thing they've got going on, so we've got to go digging for third-party installs.

I've got an M1 coming, but it's somewhere between here and China at the moment. Maybe someone will beat me to a well-considered fix before it arrives.

Really? Because on my Big Sur system in which I just ran "brew upgrade openssl" to get OpenSSL 1.1.1i, it still puts the libraries in /usr/local/opt/openssl.

Nevertheless, I have added /opt/homebrew/opt/openssl to the list of directories searched. Please try again with the latest trunk check-in and report back whether or not the problem has been cleared.

Can somebody else with a Mac run brew to install OpenSSL and report back what directory it uses, to confirm bpk000's report?

Running brew install openssl@1.1 ends up creating both

/opt/homebrew/opt/openssl

and

/opt/homebrew/opt/openssl/openssl@1.1

each is a symlink to

/opt/homebrew/Cellar/openssl@1.1/1.1.1i

In my original post, I suggested checking /opt/homebrew/opt/openssl since that seemed like the equivalent to the existing /usr/local/opt/openssl check (Homebrew Apple Silicon path vs. Homebrew Intel path).

BTW, on my old Intel Mac, /usr/local/opt/openssl is a symlink pointing to /usr/local/Cellar/openssl@1.1/1.1.1h.

Hope that helps.

Thank you. I can confirm that your check-in (Fossil 2.15, 17af40efff) works as expected. When running ./configure, Homebrew's OpenSSL install is found at /opt/homebrew/opt/openssl. Here's the relavent output:

Checking for system ssl...no
Checking for ssl in /usr/sfw...no
Checking for ssl in /usr/local/ssl...no
Checking for ssl in /usr/lib/ssl...no
Checking for ssl in /usr/ssl...no
Checking for ssl in /usr/pkg...no
Checking for ssl in /usr/local...no
Checking for ssl in /usr...no
Checking for ssl in /usr/local/opt/openssl...no
Checking for ssl in /opt/homebrew/opt/openssl...ok
HTTPS support enabled

Like you, on my old Intel Mac, Homebrew has OpenSSL at /usr/local/opt/openssl which is a symlink to /usr/local/Cellar/openssl@1.1/1.1.1h. (I'm unsure how up-to-date that one is).

On my new M1 Mac, running brew install openssl@1.1 ends up creating both

/opt/homebrew/opt/openssl

and

/opt/homebrew/opt/openssl/openssl@1.1

each is a symlink to

/opt/homebrew/Cellar/openssl@1.1/1.1.1i

For background, the M1 Mac was fresh from the factory. Fossil was my first attempted software build on the machine. That first time through was when I encountered the issue of no OpenSSL being found. After that, I installed Homebrew and subsequently used it to install OpenSSL (brew install openssl@1.1). Currently, that's the one and only package I've installed.

I found this Github issue for Homebrew's support of ARM/M1 where they mention a new prefix for macOS ARM:

Set and document the expected default prefix for macOS Intel Homebrew, macOS ARM Homebrew (/opt/homebrew) and Homebrew on Linux

If I can help in any way, please let me know. Again, many thanks.

If I can help in any way, please let me know.

Do the precompiled binaries for Mac run on your new M1?

Can you build a Fossil on your M1 and then make it available for us Intel users to try out?

I just built the most recent check-in (eb1a722f). You can access it from my Dropbox account. I included the output from configure and make in case that's helpful.

This may provide a direct download from Dropbox:

https://www.dropbox.com/s/oitn3g7gsafe7bi/Fossil-eb1a722f-build.zip?dl=1

I'll test the precompiled binaries and report back.

I downloaded and tested the preview of 2.15 and 2.14. Both seem to work fine with basic commands. Command summary included below. Please let me know if there is anything else I can do to help.

Note that I have installed Rosetta, but my Terminal is NOT opened using Rosetta as detailed in this article.

Calling the file command on my local build shows:

$ file Fossil-eb1a722f/fossil
Fossil-eb1a722f/fossil: Mach-O 64-bit executable arm64

The prebuilt binaries show:

$ file ./fossil-macosx-2.15-preview-20210205/fossil
./fossil-macosx-2.15-preview-20210205/fossil: Mach-O 64-bit executable x86_64

$ file ./fossil-macosx-2.14/fossil 
./fossil-macosx-2.14/fossil: Mach-O 64-bit executable x86_64

Summary of commands used to test both prebuilt binaries:

$ arch
arm64

$ fossil info
config-db:    /Users/bpk/.fossil
fossil:       /Users/bpk/bin/fossil
version:      2.15 [1ba06268ad] 2021-02-05 18:27:03 UTC

$ fossil init test.fossil
project-id: e219daab62c32ba7155af311b90e9e7d28ed70cf
server-id:  c8c4efcae3c9cc44501a044b45480067c563c858
admin-user: bpk (initial password is "SehRPDiMfw")

$ fossil open test.fossil --force
project-name: <unnamed>
repository:   /Users/bpk/Downloads/fossil-macosx-2.15-preview-test/test.fossil
local-root:   /Users/bpk/Downloads/fossil-macosx-2.15-preview-test/
config-db:    /Users/bpk/.fossil
project-code: e219daab62c32ba7155af311b90e9e7d28ed70cf
checkout:     16eb00c425b48aad09244d231f9a571f2a4c6ca0 2021-02-07 19:31:59 UTC
tags:         trunk
comment:      initial empty check-in (user: bpk)
check-ins:    1

$ echo 'New file' > new.txt
$ fossil extras
new.txt

$ fossil add new.txt
ADDED  new.txt

$ fossil status
repository:   /Users/bpk/Downloads/fossil-macosx-2.15-preview-test/test.fossil
local-root:   /Users/bpk/Downloads/fossil-macosx-2.15-preview-test/
config-db:    /Users/bpk/.fossil
checkout:     16eb00c425b48aad09244d231f9a571f2a4c6ca0 2021-02-07 19:31:59 UTC
tags:         trunk
comment:      initial empty check-in (user: bpk)
ADDED      new.txt

$ fossil commit -m "Adds new.txt file."
New_Version: d514605d5119375d5f8dcebb105b30201f4d730d5305b6d1e85cabacbb3519e1

$ fossil timeline
=== 2021-02-07 ===
19:37:20 [d514605d51] *CURRENT* Adds new.txt file. (user: bpk tags: trunk)
19:31:59 [16eb00c425] initial empty check-in (user: bpk tags: trunk)
+++ no more data (2) +++

$ fossil ui
Listening for HTTP requests on TCP port 8080
(Went to configuration and gave project a name.)
^C

$ fossil info
project-name: Test Project
repository:   /Users/bpk/Downloads/fossil-macosx-2.15-preview-test/test.fossil
local-root:   /Users/bpk/Downloads/fossil-macosx-2.15-preview-test/
config-db:    /Users/bpk/.fossil
project-code: e219daab62c32ba7155af311b90e9e7d28ed70cf
checkout:     d514605d5119375d5f8dcebb105b30201f4d730d 2021-02-07 19:37:20 UTC
parent:       16eb00c425b48aad09244d231f9a571f2a4c6ca0 2021-02-07 19:31:59 UTC
tags:         trunk
comment:      Adds new.txt file. (user: bpk)
check-ins:    2

Homebrew also has prebuilt binaries of Fossil 2.14:

Big Sur, ARM64: https://homebrew.bintray.com/bottles/fossil-2.14.arm64_big_sur.bottle.tar.gz
sha256: d0ac7394862b01c94118282bc7fe014ecc004818d0bdb5d7ad62ead3a4f8c789

Big Sur, x86_64: https://homebrew.bintray.com/bottles/fossil-2.14.big_sur.bottle.tar.gz
sha256: 47b62a05daf6fc12735cc10ac3d661a058df73c918c0d425c8a06b5d33ceae40

Having received my M1, I'm posting to confirm this diagnosis and to point out that it's an ongoing thing, not a one-time shift. I don't know who decided this was a good idea, but as long as Homebrew remains so popular, it's something we'll have to accommodate on the Fossil side of things.