Stephen Holsapple
Director Of Engineering at Flock Freight
Encinitas, California, United States
Summary
👤
Senior🎓
Top SchoolStephen Holsapple is a Director of Engineering with 14 years of experience building and leading teams focused on continuous integration and deployment systems, currently based in Encinitas, California. He has progressed through senior engineering and leadership roles at LinkedIn, ServiceNow, and Flock Freight, combining hands-on individual contributor work with strategic team management. Deeply technical, he has contributed security-focused improvements to the widely used pyca/pyopenssl project—enhancing X.509 and PKCS#12 handling and certificate chain verification. Stephen pairs a strong academic background (MS and BS in Computer Science from Cal Poly SLO) with practical experience shipping secure, scalable infrastructure across large enterprise and startup environments. Colleagues describe him as a pragmatic systems thinker who still dives into cryptography and CI/CD code when production reliability is on the line.
13 years of coding experience
16 years of employment as a software developer
California Polytechnic State University, San Luis Obispo
Stackoverflow
1reputation
0reached
0answers
0questions
Github Skills (16)
mtls10
certificate10
x509certificates10
ssl10
tls1210
cert10
pkcs10
pytest10
x50910
python10
tls1310
openssl10
cryptography10
x509certificate210
libtls10
Programming languages (11)
Github contributions (5)
pyca/pyopenssl
Jan 2014 - Jun 2015
A Python wrapper around the OpenSSL library
Role in this project:
Back-end Developer & Security Engineer
Back-end Developer & Security EngineerContributions:13 commits, 2 PRs, 43 comments in 1 year 4 months
Contributions summary:Stephen primarily contributed to the OpenSSL library wrapper by adding and modifying functionality related to X509 certificate requests and PKCS#12 handling. Key contributions include implementing the `get_extensions` method for X509Req objects and enhancing PKCS#12 support to work without passphrases. Furthermore, the user integrated a `verify_chain` method and made significant changes to the test suite to ensure the proper functioning and verification of certificates. This work directly improved the library's capabilities for handling cryptographic operations and managing security certificates.
cryptographypythonsslopenssl-librarypython-wrapper
sholsapp/python-ssl-playground
Sep 2014 - Feb 2015
Contributions:17 commits, 1 push in 5 months
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