TLS fail with Fly.io, why?

fly.bash

$ host debug.fly.dev
debug.fly.dev has address 188.93.151.254
debug.fly.dev has IPv6 address 2a09:8280:1:763f:8bdd:34d1:c624:78cd

$ curl -o /dev/null -s -v --http1.1 --header 'Host: debug.fly.dev' https://188.93.151.254
*   Trying 188.93.151.254:443...
* Connected to 188.93.151.254 (188.93.151.254) port 443 (#0)
* ALPN: offers http/1.1
} [5 bytes data]
* TLSv1.3 (OUT), TLS handshake, Client hello (1):
} [512 bytes data]
* OpenSSL SSL_connect: SSL_ERROR_SYSCALL in connection to 188.93.151.254:443
* Closing connection 0

$ curl -o /dev/null -s -v --http1.1 https://debug.fly.dev
*   Trying 188.93.151.254:443...
* Connected to debug.fly.dev (188.93.151.254) port 443 (#0)
* ALPN: offers http/1.1
} [5 bytes data]
* TLSv1.3 (OUT), TLS handshake, Client hello (1):
} [512 bytes data]
* TLSv1.3 (IN), TLS handshake, Server hello (2):
{ [122 bytes data]
* TLSv1.3 (IN), TLS handshake, Encrypted Extensions (8):
{ [25 bytes data]
* TLSv1.3 (IN), TLS handshake, Certificate (11):
{ [3815 bytes data]
* TLSv1.3 (IN), TLS handshake, CERT verify (15):
{ [79 bytes data]
* TLSv1.3 (IN), TLS handshake, Finished (20):
{ [52 bytes data]
* TLSv1.3 (OUT), TLS change cipher, Change cipher spec (1):
} [1 bytes data]
* TLSv1.3 (OUT), TLS handshake, Finished (20):
} [52 bytes data]
* SSL connection using TLSv1.3 / TLS_AES_256_GCM_SHA384
* ALPN: server accepted http/1.1
* Server certificate:
*  subject: CN=*.fly.dev
*  start date: Sep 24 23:24:04 2022 GMT
*  expire date: Dec 23 23:24:03 2022 GMT
*  subjectAltName: host "debug.fly.dev" matched cert's "*.fly.dev"
*  issuer: C=US; O=Let's Encrypt; CN=R3
*  SSL certificate verify ok.
} [5 bytes data]
> GET / HTTP/1.1
> Host: debug.fly.dev
> User-Agent: curl/7.84.0
> Accept: */*
>
{ [5 bytes data]
* TLSv1.3 (IN), TLS handshake, Newsession Ticket (4):
{ [81 bytes data]
* Mark bundle as not supporting multiuse
< HTTP/1.1 200 OK
< fly-region: fra
< remote-addr: 172.19.0.209:62720
< date: Tue, 27 Sep 2022 18:52:44 GMT
< content-length: 1203
< content-type: text/plain; charset=utf-8
< server: Fly/dcd9677e (2022-09-22)
< via: 1.1 fly.io
< fly-request-id: 01GE04PN9HQHJXNXCRQ9JVD10B-fra
<
{ [1203 bytes data]
* Connection #0 to host debug.fly.dev left intact

openssl.bash

$ showcerts debug.fly.dev 443
CONNECTED(00000005)
depth=2 C = US, O = Internet Security Research Group, CN = ISRG Root X1
verify return:1
depth=1 C = US, O = Let's Encrypt, CN = R3
verify return:1
depth=0 CN = *.fly.dev
verify return:1
---
Certificate chain
 0 s:/CN=*.fly.dev
   i:/C=US/O=Let's Encrypt/CN=R3
-----BEGIN CERTIFICATE-----
MIIETjCCAzagAwIBAgISA9otMSuMr7adH8i5RZ50JyWdMA0GCSqGSIb3DQEBCwUA
MDIxCzAJBgNVBAYTAlVTMRYwFAYDVQQKEw1MZXQncyBFbmNyeXB0MQswCQYDVQQD
EwJSMzAeFw0yMjA5MjQyMzI0MDRaFw0yMjEyMjMyMzI0MDNaMBQxEjAQBgNVBAMM
CSouZmx5LmRldjBZMBMGByqGSM49AgEGCCqGSM49AwEHA0IABEUhlkSYvdPtnf1J
w9WVCJ074p6S4LV4w6fcOHKeaUh0/y0zo2SAU3lXBxt988bEd/51bv6GIss2MNJI
rTTAsHmjggJFMIICQTAOBgNVHQ8BAf8EBAMCB4AwHQYDVR0lBBYwFAYIKwYBBQUH
AwEGCCsGAQUFBwMCMAwGA1UdEwEB/wQCMAAwHQYDVR0OBBYEFMt9kWuycE2DOhv2
JqWX5AvKHNOwMB8GA1UdIwQYMBaAFBQusxe3WFbLrlAJQOYfr52LFMLGMFUGCCsG
AQUFBwEBBEkwRzAhBggrBgEFBQcwAYYVaHR0cDovL3IzLm8ubGVuY3Iub3JnMCIG
CCsGAQUFBzAChhZodHRwOi8vcjMuaS5sZW5jci5vcmcvMBQGA1UdEQQNMAuCCSou
Zmx5LmRldjBMBgNVHSAERTBDMAgGBmeBDAECATA3BgsrBgEEAYLfEwEBATAoMCYG
CCsGAQUFBwIBFhpodHRwOi8vY3BzLmxldHNlbmNyeXB0Lm9yZzCCAQUGCisGAQQB
1nkCBAIEgfYEgfMA8QB2ACl5vvCeOTkh8FZzn2Old+W+V32cYAr4+U1dJlwlXceE
AAABg3IHmrEAAAQDAEcwRQIgRkZwKGLgAp/8z/F/o3WvT1AQzgwKG5CkkcCpbpi7
C6cCIQCkUDA8bqzTkyLEiXyaQjLkhpwVsFHk/RtuqV+/RDt18AB3AG9Tdqwx8DEZ
2JkApFEV/3cVHBHZAsEAKQaNsgiaN9kTAAABg3IHnAwAAAQDAEgwRgIhALZECaLj
tKpW13i1APgtlbYY6i2DdG5ZCpzIpDywptcFAiEAzOk8xeZeXk9bOmMgyQDjehg8
0wDCxh6wIlNoIaLwDW8wDQYJKoZIhvcNAQELBQADggEBAEdmPvIgbkMGv+gEDMQ6
X5MFdrSKcWp/o+1Xhx1AThhiyZbq908OesJCP8Re49X9QvnJ9s3ArqUqSQBwWxw0
+LQAMjhUUUd2eNAk+5wZHVIklJtFeiOxQnNv4UAg/mV9ep1J20W68RgwnwSoOcP5
whwShAEKmx9tptYqDLdGZ1J49vYhoeY6Rh5q6TDShz4WBo+syplo/UMijdNMmZDX
rB1NbXALs1ic0JcA3cjiL7lETaVhYB//TY4FP5HTuMfCfRWzNSOTZMTdQCsRe66W
RCA5VlhCSUywM4HdNQo3ili2w5uNUyPIlH4AEa8xMVxwT+kpXA2nhGWroQcSEYmN
cfg=
-----END CERTIFICATE-----
 1 s:/C=US/O=Let's Encrypt/CN=R3
   i:/C=US/O=Internet Security Research Group/CN=ISRG Root X1
-----BEGIN CERTIFICATE-----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-----END CERTIFICATE-----
 2 s:/C=US/O=Internet Security Research Group/CN=ISRG Root X1
   i:/O=Digital Signature Trust Co./CN=DST Root CA X3
-----BEGIN CERTIFICATE-----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FQsDj43QLwWyPntKHEtzBRL8xurgUBN8Q5N0s8p0544fAQjQMNRbcTa0B7rBMDBc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-----END CERTIFICATE-----
---
Server certificate
subject=/CN=*.fly.dev
issuer=/C=US/O=Let's Encrypt/CN=R3
---
No client certificate CA names sent
Server Temp Key: ECDH, X25519, 253 bits
---
SSL handshake has read 4076 bytes and written 303 bytes
---
New, TLSv1/SSLv3, Cipher is ECDHE-ECDSA-CHACHA20-POLY1305
Server public key is 256 bit
Secure Renegotiation IS supported
Compression: NONE
Expansion: NONE
No ALPN negotiated
SSL-Session:
    Protocol  : TLSv1.2
    Cipher    : ECDHE-ECDSA-CHACHA20-POLY1305
    Session-ID: C06CED1DC30263505F8E2056D354F5600F3183FAC8F9FFEBA76B9CEFACB98D6D
    Session-ID-ctx:
    Master-Key: 889105A5C755565AD6FFA1744A61D413ACBC8A851CFEE456D6C22805A10481610FEC4EAF68835B1E454CF848CEF8CD8A
    Start Time: 1664305009
    Timeout   : 7200 (sec)
    Verify return code: 0 (ok)
---
poll error


$ showcerts 188.93.151.254 443
CONNECTED(00000003)
4308502060:error:140040E5:SSL routines:CONNECT_CR_SRVR_HELLO:ssl handshake failure:/AppleInternal/Library/BuildRoots/20d6c351-ee94-11ec-bcaf-7247572f23b4/Library/Caches/com.apple.xbs/Sources/libressl/libressl-2.8/ssl/ssl_pkt.c:585:
---
no peer certificate available
---
No client certificate CA names sent
---
SSL handshake has read 0 bytes and written 0 bytes
---
New, (NONE), Cipher is (NONE)
Secure Renegotiation IS NOT supported
Compression: NONE
Expansion: NONE
No ALPN negotiated
SSL-Session:
    Protocol  : TLSv1.2
    Cipher    : 0000
    Session-ID:
    Session-ID-ctx:
    Master-Key:
    Start Time: 1664305018
    Timeout   : 7200 (sec)
    Verify return code: 0 (ok)
---