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What Questions Should Developers Ask Before Buying a Code Signing Certificate?

by | Last updated Jan 31, 2026 | Code Signing

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Questions Ask Before Buying Code Signing Certificate

Developers need to verify certificate type compatibility, validation requirements, key storage security, platform support, and total costs before purchasing a code signing certificate. The wrong choice can delay releases, create security vulnerabilities, or waste budget on features you don’t need.

Code signing certificates authenticate your software and confirm it hasn’t been tampered with since you signed it. Microsoft, Apple, and other platforms require signed code to avoid security warnings that scare users away.

Asking the right questions before purchase prevents common mistakes:

  • Buying an OV certificate when you need EV validation for SmartScreen reputation
  • Choosing a CA that doesn’t support your CI/CD tools
  • Discovering hidden renewal costs after commitment
  • Missing platform-specific signing requirements
Research from the Cloud Security Alliance shows that improper code signing implementation remains a top security risk in software supply chains as of 2025.

Code Signing Certificate Buying Guide

  • Use OV Code Signing for internal tools or low-volume public apps
  • Use EV Code Signing for public Windows software that needs instant SmartScreen trust
  • EV certificates require hardware-based key storage
  • Always require RFC 3161 timestamping
  • Compare 3-year total cost, not just the first-year price

Who This Guide Is For

This guide is written for:

  • Software developers releasing public Windows or macOS applications
  • DevOps teams managing automated CI/CD signing pipelines
  • Security teams responsible for software supply chain integrity
  • ISVs and SaaS companies distributing signed installers or updates

What Type of Code Signing Certificate Do I Need?

You need either an Organization Validation (OV) or Extended Validation (EV) code signing certificate depending on whether you require immediate SmartScreen reputation on Windows.

Certificate Type

Annual Cost

SmartScreen Reputation

Hardware Required

Best For

Individual Validation

$80-$200

None

No

Personal projects

Organization Validation (OV)

$100-$400

Builds over time

No

Most applications

Extended Validation (EV)

$300-$600

Immediate

Yes

Public Windows software

OV certificates verify your organization exists and work for signing code on most platforms. They start with zero reputation on Windows SmartScreen, meaning users see warnings until enough people download your software.

EV certificates require stricter validation but provide immediate SmartScreen reputation, eliminating download warnings from day one. The tradeoff is higher cost and mandatory hardware token storage. Understanding the differences between OV and EV code signing certificates helps you make the right choice for your distribution needs.

Which Operating Systems and Platforms Must Be Supported?

Your certificate must explicitly support every platform where you distribute software – Windows, macOS, Linux, mobile platforms, and specialized systems like kernel drivers.

Platform

Certificate Requirement

Special Notes

Windows executables

Standard OV/EV

Most CAs support by default

Windows kernel drivers

EV only

Required since July 2021

macOS applications

OV/EV from trusted CA

Convert to Keychain format

iOS apps

Apple Developer Program

Separate from commercial CAs ($99/year)

Android APKs

Android keystore

Different system than certificates

Java applications

Standard code signing

Requires JKS/PKCS12 format

Driver signing for Windows kernel-mode code requires EV certificates exclusively. According to Microsoft’s driver signing documentation, all kernel-mode drivers submitted after July 2021 must be EV signed.

If you’re developing Java applications, you’ll need to understand how Java code signing certificates work since they use different keystore formats than Windows executables.

Action steps before purchase:

  • List every file type you sign (.exe, .dll, .app, .jar, etc.)
  • Identify all distribution platforms and app stores
  • Check if you need kernel driver signing capabilities
  • Verify certificate supports legacy OS versions you must support

Do I Need an EV (Extended Validation) Certificate for Trust & SmartScreen?

You need an EV certificate if you distribute Windows software to users outside your organization and want to avoid SmartScreen warnings immediately.

Windows SmartScreen builds reputation based on download frequency and user feedback. Analysis from SSLInsights Code Signing Certificate Windows Applications guide indicates newly signed applications typically need 500-2,000 downloads before SmartScreen stops warning users.

OV vs EV Decision Factors:

Factor

Choose OV

Choose EV

Target users

Internal teams

Public consumers

Download volume

Low (<500/month)

High (500+/month)

CI/CD automation

Required

Can work around

Time to market

Can wait for reputation

Need immediate trust

EV certificates cost 2-3x more than OV certificates and require hardware security modules or USB tokens for private key storage. You can’t automate EV signing in cloud CI/CD pipelines the same way as OV certificates.

How Will the Private Key Be Stored and Secured?

Your private key storage method determines both security and workflow compatibility – hardware tokens provide maximum security but complicate automation, while cloud HSMs enable CI/CD integration with proper access controls.

Private Key Storage Options:

Storage Method

Security Level

Automation Support

EV Compatible

USB hardware token

Highest

No

Yes

Cloud HSM (Azure Key Vault, AWS CloudHSM)

High

Yes

Limited

Password-protected PFX file

Medium

Yes

No

Unencrypted PFX on build server

Low (unacceptable)

Yes

No

EV certificates mandate hardware storage on FIPS 140-2 Level 2 certified USB tokens or HSMs. OV certificates offer more flexibility through cloud HSM services or password-protected PFX files.

A 2024 NCSC report on software supply chain security identified exposed code signing keys as a primary attack vector for malware distribution.

Which Certificate Authority (CA) Should I Trust?

Choose a CA that’s trusted by your target platforms, offers reliable support, and maintains clean security practices.

CA Name

Typical OV Price

Typical EV Price

Support Quality

Validation Speed

DigiCert

$300-$500

$500-$700

Premium (24/7 phone)

2-5 days

Sectigo

$150-$300

$300-$500

Good (business hours)

1-4 days

GlobalSign

$200-$400

$400-$600

Good (24/7 email)

2-4 days

Entrust

$250-$450

$450-$650

Premium (24/7 phone)

2-5 days

Verify your CA appears in these trust programs:

  • Microsoft Trusted Root Certificate Program (Windows)
  • Apple Root Certificate Program (macOS, iOS)
  • Mozilla NSS (Linux distributions, Firefox)
  • Oracle Java Trusted Certificate Program

Mozilla’s CA incident dashboard tracks CA incidents and trust status as of 2025. When evaluating providers, consider reading comparisons of leading code signing certificate providers to see which offers the best combination of trust, support, and pricing.

How Long Is the Certificate Valid?

Code signing certificates are currently valid for one or three years, with industry standards moving toward shorter validity periods.

One-year certificates cost less upfront and let you switch CAs annually. Three-year certificates offer 15-20% total discounts and reduce renewal overhead but lock you into a single CA.

Certificate expiration doesn’t invalidate previously signed software. Applications signed with an expired certificate continue working as long as the signature included a timestamp from when the certificate was valid.

What Validation Documents Are Required?

CAs require business registration documents, identity verification, and additional authentication depending on validation level.

OV Certificate Validation Requirements:

  • Business registration documents (Articles of Incorporation, business license)
  • Authorized representative identity verification (government-issued photo ID)
  • Company phone number verification via callback

EV Certificate Additional Requirements:

  • Dun & Bradstreet DUNS number or equivalent business registry entry
  • Physical business address verification (no P.O. boxes)
  • Operational existence verification (1-3 years in business)

Typical Validation Timelines:

Certificate Type

Total Time

Common Delays

OV

1-5 business days

Name mismatches, unavailable contacts

EV

3-7 business days

Missing DUNS number, address issues

Gather documents before purchasing. Incomplete documentation extends validation timelines and can delay product releases. If you’re preparing to apply, review the detailed guide on how to get a code signing certificate to understand the complete process.

Will This Certificate Work With My Build & CI/CD Pipeline?

Certificate compatibility with your build tools depends on key format support, API availability, and whether you’re using hardware tokens or cloud HSMs.

Cloud CI/CD Integration:

Platform

Cloud HSM Support

Hardware Token Support

Complexity

Azure DevOps

Native Azure integration

No (cloud agents)

Low

GitHub Actions

Via third-party actions

No (cloud agents)

Medium

Jenkins

Plugin-dependent

Yes (dedicated agents)

High

Hardware EV tokens complicate automation since you can’t plug a USB token into cloud build agents.

Solutions for EV certificate automation:

  • Dedicated on-premise signing servers that cloud agents call via API
  • Cloud HSM services that meet EV requirements (limited availability)
  • Manual signing as final release step (breaks full automation)

Test your complete signing workflow during CA evaluation. Some CAs offer trial certificates for integration testing.

Does the Certificate Support Timestamping?

Your certificate must support RFC 3161 timestamping to keep signed software trusted after certificate expiration – this is non-negotiable for production software.

Timestamping adds cryptographic proof that code was signed while the certificate was valid. Without timestamps, signatures become invalid when certificates expire.

Impact of Missing Timestamps:

Scenario

With Timestamp

Without Timestamp

Certificate expires

Software remains trusted

Security warnings appear

User downloads old version

Signature validates

Signature fails

According to NIST’s guidance on software supply chain security (SP 800-204D), timestamp validation is a required step in software supply chain verification. Learn more about what time stamping is and why it’s essential for long-term code trust.

Verify during purchase:

  • Timestamp servers have high availability (99.9%+ uptime SLA)
  • Multiple timestamp URLs are available for redundancy
  • Support for SHA256 algorithm (not just deprecated SHA1)

What Happens If My Certificate Is Compromised or Revoked?

Certificate compromise requires immediate revocation, which invalidates all previously signed software and forces emergency re-signing with a new certificate.

Compromise Type

Software Impact

Recovery Timeline

Private key exposure

All signed software distrusted

1-7 days

Employee departure

Software remains trusted (typically)

1-3 days

Malware signed with your cert

Only malicious software flagged

24-48 hours

Recovery steps:

  1. Stop using the compromised certificate immediately
  2. Report compromise to CA with incident details
  3. Obtain new certificate (validation may be expedited)
  4. Re-sign all software versions still in distribution
  5. Distribute updated signed versions through all channels
  6. Notify users, partners, and distribution channels

Timestamped signatures survive revocation only if the timestamp proves signing occurred before compromise.

Are There Hidden Costs?

Certificate sticker prices exclude renewal markup, replacement fees, reissuance charges, and required hardware costs.

Total Cost of Ownership:

Cost Category

Typical Amount

Often Overlooked?

Base certificate price

$100-$600

No

Hardware USB token (EV)

$50-$150

Yes

Reissuance fees

$50-$200

Yes

Renewal price increase

20-40% markup

Yes

Premium support

$200-$500/year

Sometimes

Request total cost estimates including:

  • All years you plan to use the certificate (factor in renewals)
  • Anticipated reissuance scenarios (company changes, errors)
  • Hardware requirements (tokens, HSMs, backup devices)
  • Support tier needs (basic vs premium)

A $200 certificate with unlimited free reissuance beats a $150 certificate that charges $75 per reissuance if you anticipate organizational changes.

Will My Signed Software Be Trusted Globally?

Global trust depends on your CA’s presence in platform trust stores worldwide and compliance with regional signing requirements that vary by country.

Region

Special Requirements

Impact on Distribution

China

CNNIC-approved CAs for some apps

Apps may require separate signing

Russia

GOST-compliant signatures for gov software

Need Russian CA for gov sector

European Union

Qualified certificates for some uses

Standard certs usually sufficient

Windows in China uses the China Internet Network Information Center (CNNIC) root program alongside Microsoft’s global program.

Export regulations affect code signing:

  • U.S.-based CAs cannot issue certificates to sanctioned countries
  • Organizations in Cuba, Iran, North Korea, Syria face restrictions
  • May need certificates from CAs in different jurisdictions

How Easy Is Renewal and Re-Verification?

Certificate renewal requires repeating validation steps, though established customers often receive streamlined processing.

Renewal Scenario

OV Timeline

EV Timeline

No changes

1-3 days

2-4 days

Organization name change

3-5 days

5-7 days

Address change

2-4 days

3-5 days

Renewal reminder schedule:

  • 90 days before expiration: Review validation information
  • 60 days before: Initiate renewal, gather documents
  • 30 days before: Complete validation
  • 7 days before: Deploy to production
Let certificates expire and you’re blocked from signing new releases until renewal completes. For step-by-step guidance on the renewal process, check out how to renew your code signing certificate to avoid common pitfalls.

Is Support Available When Something Breaks?

Certificate authorities vary wildly in support quality – expect 24/7 phone support from premium CAs and email-only support during business hours from budget providers.

CA Tier

Phone Support

Email Response

Documentation

Premium (DigiCert, Entrust)

24/7 included

<4 hours

Comprehensive

Mid-tier (Sectigo, GlobalSign)

Business hours

<24 hours

Good

Budget (SSL.com, others)

Email callback

24-48 hours

Basic

Common support scenarios:

  • Certificate installation problems on specific platforms
  • Signing tool integration errors
  • Validation document questions
  • Private key corruption or loss recovery
  • Timestamp server failures
  • SmartScreen reputation issues

Budget providers offering rock-bottom prices typically provide minimal support. Premium CAs charge more but include responsive technical assistance worth the difference when releases depend on working signatures.

Choosing the Right Code Signing Certificate

The right code signing certificate balances security requirements, platform compatibility, workflow integration, and total cost of ownership.

Start with these foundation steps:

  • List every platform and file type you sign (.exe, .dll, .app, .jar, .msi)
  • Determine whether EV validation is worth extra cost for Windows distribution
  • Map current and future CI/CD pipeline signing requirements
  • Calculate 3-year total cost including hardware, support, and reissuance
Compare at least three CAs on validation speed, support quality, pricing transparency, and customer reviews from developers with similar technology stacks.

Final checklist before purchase:

  • Certificate supports all required platforms and file types
  • CA is trusted in all regions where you distribute software
  • Private key storage method compatible with your infrastructure
  • Validation requirements are achievable with your business structure
  • Support level matches your technical expertise and risk tolerance
  • Total 3-year cost fits budget including renewals and hardware
Make the purchase decision based on comprehensive requirements, not just price comparison.
Priya Mervana

Priya Mervana

Verified Badge Verified Web Security Experts

Priya Mervana is working at SSLInsights.com as a web security expert with over 10 years of experience writing about encryption, SSL certificates, and online privacy. She aims to make complex security topics easily understandable for everyday internet users.

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