- Home
- Learn
SSL & Web Security Learning Center
Expert guides and tutorials on SSL/TLS certificates, encryption, PKI, and digital security. Explore the bylines, dates and sources in each guide before applying it to your environment.
199 articles found
Using One SSL Certificate on Multiple Servers: Licences, Keys and Reissues
One certificate can secure any number of servers, because nothing in TLS counts installations, but three separate questions get asked as one here. Which names the certificate covers is set by the request, how many servers may run it is a commercial licence term, and how many copies of the private key exist is decided every time you install. Why the copy-the-key habit stopped scaling when lifetimes fell to 200 days in March 2026, and when a free reissue per host is the better default.
SSL Certificates for Internal Server Names: The Four Options Left
No publicly trusted CA has been allowed to certify a name like server01, anything ending in .local, or anything under the .internal domain since 1 November 2015, and the certificates that named one were revoked by October 2016. The four routes that remain, how split-horizon DNS and the ACME dns-01 challenge put a publicly trusted certificate on a host that answers nothing from outside, the pre-flight lookup that breaks most first attempts, and what certificate transparency publishes about your estate either way.
Signed EXE Flagged as a Virus: Why It Happens and How to Fix It
A code signing certificate answers one of the three checks a Windows download passes, and the malware verdict is not it. Microsoft's own developer guidance says a signature will not bypass a behavioural classifier. How to tell which of the three gates actually stopped your build, why reputation is pooled across everything one certificate signs, the prevalence rule that blocks brand-new releases on managed fleets with no detection involved, and how to file a false positive that gets read.
SafeNet Authentication Client: Setup, PINs, and Fixing Token Errors
The middleware that turns a plugged-in USB token into something SignTool, jarsigner, and browsers can actually use, and where most code signing setups now break. Which SafeNet 5110 model your CA shipped, why installing SAC and SafeNet Minidriver together produces the intermittent failures nobody can reproduce, the four checks that isolate a token-not-detected error, and why the Administrator PIN is the one secret nobody outside your team can help you recover.
Code Signing Certificate Revoked: What Breaks and What to Do Next
Revocation is the one certificate operation nobody can undo, and it lands unevenly: one date recorded by the CA splits your release history into signatures that keep validating and signatures that stop. Which side each build falls on, why the reason you give changes the blast radius, what a customer actually sees when a revoked chain is rejected, and the order to recover in. Containment first, replacement certificate last, because that is the step that takes days.
How to Install an SSL Certificate on vCenter Server (vSphere 8)
Every guide to this opens with the certificate-manager menu. The question that decides the outcome comes earlier: a publicly trusted CA cannot issue for vcenter.corp.local, and a great many appliances are named exactly that. Which of the four vSphere certificate stores actually needs replacing, why the wildcard you already own is unusable, what the SubjectAltName and PNID have to agree on, and why a 200-day certificate on an appliance with no ACME client is a decision about maintenance windows rather than about one certificate.
SignTool Errors: What Each One Means and How to Fix It
SignTool never touches your private key. It asks a cryptographic provider to do the signing, and since publicly trusted code signing keys were pushed into hardware in June 2023, that provider layer is where the failures live. What the hex code after SignerSign() failed actually identifies, the four buckets every failure sorts into, why a timestamp error never needs a re-sign, and a reference table for the HRESULTs you will actually see.
How to Install an SSL Certificate on a Synology NAS (DSM 7)
DSM's built-in Let's Encrypt client speaks only the HTTP-01 challenge to one CA, so it needs port 80 reachable from the internet and the only wildcard it can issue is for a Synology DDNS hostname. That puts a lot of ordinary NAS setups on the import route by definition, not as a fallback. How to generate a CSR in DSM, which of the three files goes in which field, why the optional intermediate field is the one that breaks phone apps, and why a manual import now comes round about twice a year instead of once.
Did AI Break AES? What Claude's HAWK and 7-Round AES Results Actually Mean
In July 2026 Anthropic reported that Claude Mythos Preview halved the effective key strength of the HAWK post-quantum signature candidate and sped up the best known attack on seven-round AES by 200–800x. Neither result touches a production system. Here is what was actually found, why it matters anyway, and what a TLS or code signing operator should do about it.
How to Install an SSL Certificate on Google Cloud (Load Balancer and Certificate Manager)
Google Cloud has three separate certificate systems pointing at the same target proxy, and almost every guide covers only the oldest one. A proxy holds 15 Compute Engine SSL certificates or 100 Certificate Manager certificates. And if a certificate map is attached as well, the map is served and the directly attached certificates are ignored with no error at all. Why a self-signed certificate is refused on upload rather than merely distrusted, why a renewal is always a swap and never an edit, and what FAILED_NOT_VISIBLE is really telling you.
How to Install an SSL Certificate on Azure (App Service, Application Gateway and Key Vault)
Azure has two certificate stores and most Azure TLS confusion starts with not knowing which one is in play. A PFX uploaded into App Service lives in a deployment unit tied to one resource group, region and OS, and Application Gateway cannot see it; a certificate in Key Vault is read by both — App Service syncing within 24 hours, the gateway polling every 4. Why the two services need different Key Vault roles, why a versioned secret URI silently stops renewal and disables the listener, and the OpenSSL 3 export flags Azure still expects.
How to Install an SSL Certificate on AWS (ACM, ALB and CloudFront)
Every AWS guide stops at the import wizard. The part that decides how much this costs you comes afterwards: ACM never renews a certificate you imported, and since March 15, 2026 a public TLS certificate may not exceed 200 days — so the job returns roughly twice a year per Region, and about four times from March 2027. How to split the CA bundle into the three files ACM accepts, why CloudFront only reads us-east-1, and why reimporting to the existing ARN keeps every listener and Terraform reference pointing at the same identifier.
All guides by topic
Every guide in the Learning Hub, grouped by subject. 199 articles covering SSL/TLS certificates, code signing, S/MIME, PKI and server configuration.
Code Signing
26 guides- Android Code Signing: Why There Is No Certificate to Buy, and What Developer Verification Changes
- Azure Trusted Signing vs a Code Signing Certificate: Which to Use?
- Can You Sign a Docker Image With a Code Signing Certificate?
- Cloud Code Signing vs USB Tokens: Where Should Your Signing Key Live?
- Code Signing Certificate Price: What OV and EV Cost in 2026
- Code Signing Certificate Validity: The New 460-Day Limit
- Code Signing Certificates Explained: What They Are, OV vs EV, and What Actually Changed
- Code Signing Certificates for Individual Developers
- Code Signing in CI/CD: How to Automate Signing Without Exposing Your Key
- Code Signing Key Attestation: Using Your Own HSM
- Code Signing Timestamps: Why Your Signature Outlives Your Certificate
- Do I Need a Code Signing Certificate?
- EV vs OV Code Signing: Which One Do You Actually Need?
- FIPS 140-2 Is Historical: What It Means for Code Signing
- How Long Does Code Signing Validation Take?
- How to Code Sign an Electron App (Windows and macOS)
- How to Renew a Code Signing Certificate in 2026
- How to Sign a Python EXE Built with PyInstaller
- How to Sign RPM and DEB Packages (and Why a Code Signing Certificate Won't)
- How to Verify a Code Signature (Windows, Linux & Java)
- NuGet Trusted Signers: Fixing NU3034 After a Certificate Rotation
- Open Source Code Signing Certificates: Who Qualifies and What They Cost
- Sharing One Code Signing Certificate Across a Team
- The 'Unknown Publisher' Warning: Why It Appears and How to Fix It
- Why Malware Gets Signed With Valid Certificates
- Windows SmartScreen and Code Signing: How Publisher Reputation Works
SSL Basics
16 guides- Free SSL Certificates Are Now Live at My-SSL Free
- How SSL Works
- S/MIME Certificate Buying Guide: Personal vs Business
- Self-Signed Certificates: What They Are, Risks, and When to Use One
- SSL Certificate Chain Explained: Intermediate Certificates and How to Fix a Broken Chain
- SSL Certificate File Formats Explained: PEM, PFX, DER & P7B
- SSL Certificates Are Now Limited to 199 Days — Here's What That Means
- SSL Certificates in 2026: What's Changing, Common Errors, and How to Choose the Right Certificate
- SSL vs TLS vs HTTPS
- Symmetric vs Asymmetric Encryption: How TLS Uses Both
- What Is a Certificate Authority (CA)? How SSL Trust Works
- What Is a CSR? Certificate Signing Request Explained
- What Is a Digital Signature? How It Works with Certificates
- What Is a Private Key? SSL Private Keys Explained
- What is an SSL Certificate? Complete Guide for 2026
- X.509 Certificates Explained: Fields, Extensions, and Structure
Guides
61 guides- ACME Certificate Profiles: Which One to Ask For, and What Breaks
- ACME Renewal Information (ARI): Letting the CA Set Your Renewal Window
- Certbot & ACME in Production: The Ultimate Automation Guide
- Cloudflare SSL Modes Explained: Flexible, Full, and Full (Strict)
- Code Signing Certificates for macOS: What Actually Works
- Complete Guide to Free SSL Certificate Tools
- DV SSL Certificate Price in 2026: Cost, What You Get, and Safe Low-Cost Options
- EV SSL Certificate Price: What It Costs in 2026
- How Much Does an SSL Certificate Cost? 2026 Prices by Type
- How to Automate SSL Certificate Renewal on Windows and IIS
- How to Digitally Sign a PDF with a Certificate (Step by Step)
- How to Digitally Sign a Word Document with a Certificate
- How to Install an S/MIME Certificate in Outlook (Windows, Mac & Web)
- How to Redirect HTTP to HTTPS: Apache, Nginx, IIS & WordPress
- How to Renew an SSL Certificate: A Step-by-Step 2026 Guide
- How to Set Up S/MIME in Apple Mail (macOS and iPhone)
- How to Set Up S/MIME in Google Workspace (Gmail)
- How to Set Up S/MIME in Thunderbird (Windows, macOS and Linux)
- How to Sign a ClickOnce Application (Step by Step)
- How to Sign a JAR with jarsigner (Step by Step)
- How to Sign a NuGet Package (Step by Step)
- How to Sign a PowerShell Script (Step by Step)
- How to Sign a VBA Macro (Word, Excel & PowerPoint)
- How to Sign a Windows Driver (Attestation Signing, Step by Step)
- How to Sign a Windows EXE on Linux or macOS (osslsigncode)
- How to Sign an EXE with SignTool (Step by Step)
- How to Sign an MSI or MSIX Installer (Step by Step)
- How to Sign Git Commits with an X.509 Certificate
- How to Switch Certificate Authorities Without Downtime
- Java Keytool Commands Cheat Sheet: Keystore, CSR, Import and Trust
- Java PKIX Path Building Failed: Diagnose TLS Trust Errors
- MSIX Publisher Certificate Mismatch: Fix Error 0x8007000B
- Multi-Domain SSL Certificate Price: What It Costs in 2026
- Multi-Domain SSL Certificates: What They Are, SAN vs UCC, and When You Need One
- OpenSSL Commands Cheat Sheet: Keys, CSR, Inspect & Convert
- OV SSL Certificate Price: What It Costs in 2026
- S/MIME Certificate Renewal: What Expiry Does to Old Mail
- S/MIME for Teams: Key Custody and Offboarding
- SafeNet Authentication Client: Setup, PINs, and Fixing Token Errors
- Signed EXE Flagged as a Virus: Why It Happens and How to Fix It
- SignTool Errors: What Each One Means and How to Fix It
- SSL Certificate for a Mail Server: Which Name, Which Type
- SSL Certificate for an IP Address: What You Can and Cannot Get
- SSL Certificate Private Key Mismatch: Prove the Pair
- SSL Certificate Types
- SSL Certificates for Internal Server Names: The Four Options Left
- SSL Certificates for Remote Desktop: Which Role Needs What
- SSL for Customer Custom Domains: Issuing Certificates for Domains You Don't Own
- SSL/TLS Certificates for Databases: PostgreSQL and MySQL
- Using a Commercial CA With cert-manager in Kubernetes
- Using One SSL Certificate on Multiple Servers: Licences, Keys and Reissues
- What Is a Document Signing Certificate? Digital PDF Signatures Explained
- What Is an Email Certificate? A Practical Guide to S/MIME Email Security
- What Is an SSL Certificate Warranty? What It Really Covers
- Which SSL Certificate Do I Need? A Step-by-Step Guide
- Why Adobe Says Your Signature Validity Is Unknown
- Why Certbot Renewal Fails, and What Actually Fixes It
- Why Outlook Says Your S/MIME Certificate Isn't Trusted
- Why OV and EV Validation Fails, and What Fixes It
- Wildcard SSL Certificate Price: What It Costs in 2026
- Wildcard SSL Certificates: What *.domain.com Covers, DV vs OV, and When to Buy One
Security
55 guides- ACME Challenge Types: Which One Your Setup Can Actually Use
- Authority Information Access: What the AIA Extension Must Actually Contain
- Authorization Domain Names: Which Name Your CA Actually Validates
- CA/Browser Forum Domain Validation Changes in 2026
- CAA Account Binding: What accounturi and validationmethods Do
- CAA Record Guide: Certificate Authority Authorization
- Certificate Linting: The Check That Runs Before a Certificate Is Signed
- Certificate Pinning: What to Pin, and When Not To
- Certificate Problem Reports: Who Can Start Your Revocation Clock
- Certificate Revocation Explained: CRL vs OCSP in 2026
- Certificate Trust Stores: Why One Certificate Works in Chrome and Fails in Java
- Cloudflare Is Becoming a Certificate Authority
- Code Signing Certificate Revoked: What Breaks and What to Do Next
- Code Signing Certificates Must Now Carry a Reserved Policy OID
- DANE Certificate Rollover: Why TLSA Records Break Mail
- Dedicated TLS Roots: Why Your Certificate Chain Is Changing
- Did AI Break AES? What Claude's HAWK and 7-Round AES Results Actually Mean
- Does the Cyber Resilience Act Require Code Signing?
- EV Domain Validation Reuse: The 398-Day Number Is Gone
- Every Public CA Must Support Certificate Automation by March 2027
- How to Prepare for Shorter SSL Certificate Lifetimes (47-Day Certificates)
- HSTS: What It Is, How It Works, and How to Enable It
- IBM Quantum Platform SSL/TLS Configuration Guide
- Mixed Content Errors: What They Are and How to Fix Them
- MPIC: Why Domain Validation Now Fails From Places You Don't Serve
- NIS2 and Certificates: What the Directive Actually Requires of Your Encryption
- OCSP Stapling Explained: What It Is, How It Works, and How to Enable It
- OpenSSL "HollowByte" Vulnerability: What the July 2026 DoS Flaw Means for Your TLS Servers
- OV and EV Revalidation: The 398-Day Clock on Your Company Data
- PCI DSS SSL/TLS Certificate Requirements: What v4.0.1 Actually Says
- Post-Quantum Code Signing: What You Can Actually Buy in 2026
- Post-Quantum Cryptography: Preparing Your Website for Quantum-Safe TLS
- RADIUS Server Certificates for EAP-TLS: Public CA or Your Own?
- Root Certificate Expired? What Actually Breaks
- S/MIME Certificate Key Sizes: What Changed on September 15, 2026
- S/MIME Certificate Validation Types: Mailbox, Organization, Sponsor and Individual
- S/MIME Certificates Lose Their Extra EKUs on July 1, 2027
- Secure Boot Certificate Expiration: What Changed in June, What Happens on October 19
- Shor's Algorithm Explained: How It Breaks RSA and ECC
- SSL Certificate Errors: What Each One Means and How to Fix It
- SSL Certificate Monitoring: What to Watch, and From Where
- SSL Certificate Validity in 2026: The 200-Day Limit and the Road to 47 Days
- SSL Handshake Failed: Find the Cause Before You Change Anything
- The clientAuth EKU Removal: Why Public TLS Certificates No Longer Authenticate Clients
- The SSL Certificate Expiration Problem: Why Shorter Lifetimes Will Cause More Outages
- TLS 1.3 vs TLS 1.2: Key Differences, Security Improvements, and How to Enable It
- TLS Cipher Suites Explained: How to Read Them and Choose the Right Ones
- What Is Certificate Transparency? CT Logs and SCTs Explained
- What Is Mutual TLS (mTLS)? How Two-Way Certificate Authentication Works
- What Is Perfect Forward Secrecy (PFS)? How TLS Protects Past Sessions
- What is PKI?
- What Is SNI? Server Name Indication, ESNI, and Encrypted Client Hello
- What Is TLS Termination? SSL Offloading and Re-Encryption Explained
- Why Does My Website Say 'Not Secure'? Causes and Fixes
- wp2shell WordPress Vulnerability (CVE-2026-63030): Pre-Auth RCE, Affected Versions, and How to Patch
Comparisons
12 guides- AATL vs Qualified Electronic Signature: What Your Certificate Actually Buys
- Certificate Authority Companies: The Complete List of SSL CAs
- Code Signing vs SSL/TLS Certificates: What Actually Differs in 2026
- DV vs OV SSL Certificates: What Organization Validation Actually Buys You
- ECC vs RSA SSL Certificates: Which Key Algorithm Should You Choose?
- How Long Does SSL Certificate Validation Take?
- Let's Encrypt vs Paid SSL Certificates: What Actually Differs in 2026
- OV vs EV SSL in 2026: Cost & When Each Is Worth It
- S/MIME vs PGP: Which Email Encryption Should You Use?
- Sigstore vs Code Signing Certificates: What Each One Can Actually Prove
- Who Issues the Most SSL Certificates? What Certificate Transparency Data Reveals (2026)
- Wildcard vs Multi-Domain SSL: Which Certificate Do You Need?
Installation
25 guides- How to Install an SSL Certificate on a FortiGate Firewall
- How to Install an SSL Certificate on a Synology NAS (DSM 7)
- How to Install an SSL Certificate on Apache (Ubuntu, Debian & Rocky Linux)
- How to Install an SSL Certificate on Apache Tomcat (9 / 10.1 / 11)
- How to Install an SSL Certificate on AWS (ACM, ALB and CloudFront)
- How to Install an SSL Certificate on Azure (App Service, Application Gateway and Key Vault)
- How to Install an SSL Certificate on Caddy
- How to Install an SSL Certificate on Exchange Server
- How to Install an SSL Certificate on F5 BIG-IP
- How to Install an SSL Certificate on Google Cloud (Load Balancer and Certificate Manager)
- How to Install an SSL Certificate on HAProxy (SSL Termination Guide)
- How to Install an SSL Certificate on Node.js and Express
- How to Install an SSL Certificate on pfSense and OPNsense
- How to Install an SSL Certificate on Postfix and Dovecot
- How to Install an SSL Certificate on Proxmox VE
- How to Install an SSL Certificate on Traefik
- How to Install an SSL Certificate on vCenter Server (vSphere 8)
- How to Install SSL Certificate on cPanel
- How to Install SSL Certificate on DirectAdmin
- How to Install SSL Certificate on GlassFish Server
- How to Install SSL Certificate on IIS 10+ (Windows Server 2016/2019/2022)
- How to Install SSL Certificate on Microsoft IIS 5 & 6
- How to Install SSL Certificate on Nginx
- How to Install SSL Certificate on Plesk
- How to Install SSL on WordPress: The Complete 2026 Guide
How these guides are written and reviewed
Guides are written by Daniel Rehak and other contributors. Check each guide’s sources and date against the current issuer or platform documentation. My-SSL also sells certificates; product recommendations have a commercial relationship to this site. Send corrections with the page URL and supporting source.
Where a rule has a future effective date, the guide states what applies today and marks the future change separately. The most recently updated guide in this library was updated on Oct 2, 2026.