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Legacy VPN (Cisco AnyConnect, Pulse Secure) to Zero Trust (Zscaler, Cloudflare, Entra Private Access)
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Top Rated Legacy VPN (Cisco AnyConnect, Pulse Secure) to Zero Trust (Zscaler, Cloudflare, Entra Private Access) Migration Services

We analyzed 120 vendors specializing in Legacy VPN (Cisco AnyConnect, Pulse Secure) modernization. Compare their capabilities, costs, and failure rates below.

Market Rate
$50 - $150 per user/year
Typical Timeline
6-18 Months
Complexity Level
Medium

Migration Feasibility Assessment

You're an Ideal Candidate If:

  • Heavy reliance on SaaS applications
  • Distributed workforce (WFH)
  • Existing investment in modern IdP (Okta, Entra ID)

Financial Break-Even

Migration typically pays for itself when current maintenance costs exceed Immediate ROI via reduced risk and hardware retirement/year.

Talent Risk Warning

Low. ZTNA is policy-based, easier than managing VPN concentrators.

Market Benchmarks

120 Real Migrations Analyzed

We analyzed 120 real-world Legacy VPN (Cisco AnyConnect, Pulse Secure) to Zero Trust (Zscaler, Cloudflare, Entra Private Access) migrations completed between 2022-2024 to provide you with accurate market intelligence.

Median Cost
$100/user/year
Range: $40/user/year - $200/user/year
Median Timeline
9 months
Start to production
Success Rate
80%
On time & budget
Failure Rate
20%
Exceeded budget/timeline

Most Common Failure Points

1
Trying to replicate VPN 'full tunnel' behavior 1:1
2
Ignoring legacy apps that need server-initiated connections
3
Overlooking contractor access workflows

Strategic Roadmap

1

Discovery & Assessment

4-8 weeks
  • Code analysis
  • Dependency mapping
  • Risk assessment
2

Strategy & Planning

2-4 weeks
  • Architecture design
  • Migration roadmap
  • Team formation
3

Execution & Migration

12-24 months
  • Iterative migration
  • Testing & validation
  • DevOps setup
4

Validation & Cutover

4-8 weeks
  • UAT
  • Performance tuning
  • Go-live support

Top Legacy VPN (Cisco AnyConnect, Pulse Secure) to Zero Trust (Zscaler, Cloudflare, Entra Private Access) Migration Companies

Why These Vendors?

Vetted Specialists
CompanySpecialtyBest For
Optiv
Website ↗
Pure-play Cyber Advisory
Strategy-first Zero Trust transformation
GuidePoint Security
Website ↗
ZTNA Architecture & Selection
Selecting the right ZTNA broker (Zscaler vs. Cloudflare)
Presidio
Website ↗
SASE Implementation
Mid-market to Enterprise infrastructure modernization
World Wide Technology (WWT)
Website ↗
Advanced Technology Center (ATC)
Proof of Concept (PoC) testing before buying
Orange Cyberdefense
Website ↗
Managed ZTNA Services
European/Global organizations needing 24/7 management
Accenture
Website ↗
Global ZTNA transformations
Fortune 500s needing full SASE implementation
Deloitte
Website ↗
Security governance & risk
Highly regulated industries (Finance, Healthcare)
Wipro
Website ↗
Cybersecurists & infrastructure
Large-scale infrastructure overhaul
Slalom
Website ↗
User-centric adoption
Organizations prioritizing employee experience
HCLTech
Website ↗
Managed ZTNA services
Outsourcing ongoing security operations
Scroll right to see more details →

Legacy VPN (Cisco AnyConnect, Pulse Secure) to Zero Trust (Zscaler, Cloudflare, Entra Private Access) TCO Calculator

$1.0M
$250K
30%
Break-Even Point
0 months
3-Year Net Savings
$0
Cost Comparison (Year 1)
Current State$1.0M
Future State$250K(incl. migration)

*Estimates for illustration only. Actual TCO requires detailed assessment.

Vendor Interview Questions

  • Do you have a complete inventory of private apps and their required protocols?
  • Are you ready to integrate your Identity Provider (IdP) as the primary access control?
  • How will you handle unmanaged devices (contractors/BYOD)?

Critical Risk Factors

Risk 01 Lateral Movement Risk

Legacy VPNs grant network-level access. Once an attacker compromises a VPN credential, they can move laterally across the entire flat network.

Risk 02 User Experience Friction

Backhauling traffic to a central concentrator adds latency, especially for distributed teams accessing SaaS apps.

Risk 03 Legacy App Compatibility

Some legacy apps rely on IP whitelisting or specific network protocols that don't play well with modern ZTNA brokers.

Technical Deep Dive

The “Lateral Movement” Problem

Traditional VPNs are a security relic. They operate on a “castle and moat” model: once a user authenticates, they are inside the network and often have broad access to scan and move laterally. In an era of ransomware, this is a critical vulnerability.

Zero Trust Network Access (ZTNA) flips this model. It grants access to specific applications, not the network. Users are never “on the network”; they are merely authorized to see specific apps based on identity and context.

Technical Deep Dive

1. Clientless vs. Agent-based ZTNA

  • Clientless (Browser-based): Great for contractors or unmanaged devices. Users access a portal and launch web apps. No software to install.
    • Limitation: Only works for web apps (HTTP/HTTPS), RDP, and SSH.
  • Agent-based (Tunnel): A lightweight agent on the device intercepts traffic and routes it to the ZTNA broker.
    • Advantage: Supports all ports/protocols and provides device posture checks (e.g., “Is the OS patched?“).

2. Identity is the New Firewall

In ZTNA, your Identity Provider (IdP) like Okta or Entra ID becomes the control plane.

  • Policy: “Marketing Group” can access “Salesforce” and “Intranet”, but not “Production DB”.
  • Context: Access is denied if the user is logging in from an unknown country or a jailbroken device.

3. Microsegmentation: The “Kill the VPN” Strategy

You can’t just turn off the VPN on Monday. You need to map applications to users.

  • Discovery: Use the ZTNA agent in “monitor mode” to see what apps users are actually accessing.
  • Policy Creation: Build granular policies based on observed traffic.
  • Enforcement: Switch to “block mode” one department at a time.

Cost Comparison: VPN vs. ZTNA

FeatureLegacy VPNZTNA
LicensingConcurrent user licenses + Hardware maintenancePer-user/month subscription
HardwareExpensive Concentrators (CapEx)Cloud-delivered (OpEx)
BandwidthHairpinning traffic costs bandwidthDirect-to-app (Internet offload)
Security OpsHigh (Patching appliances)Low (SaaS model)

Hidden Cost: The cost of a breach. VPNs are the #1 entry point for ransomware. ZTNA drastically reduces the blast radius.


Typical VPN to ZTNA Migration Roadmap

Phase 1: Discovery & Identity Prep (Months 1-2)

Activities:

  • Integrate IdP (Entra ID/Okta) with ZTNA provider.
  • Deploy ZTNA connectors in data centers/cloud VPCs.
  • Run agents in “Discovery Mode” to map traffic.

Deliverables:

  • Application Inventory.
  • Identity-based Access Policies.

Phase 2: The “Low Hanging Fruit” (Months 3-4)

Activities:

  • Migrate Contractors and Third Parties to Clientless ZTNA.
  • Migrate Developers to Agent-based ZTNA for SSH/RDP access.
  • Why? These are high-risk groups. Securing them first adds immediate value.

Deliverables:

  • VPN access revoked for contractors.
  • Secure remote access for devs.

Phase 3: General Workforce & SaaS (Months 5-6)

Activities:

  • Route private web apps through ZTNA.
  • Enable device posture checks (e.g., block access if antivirus is off).
  • Begin phasing out VPN client for general staff.

Deliverables:

  • 90% of workforce off VPN.

Phase 4: Legacy & Decommission (Months 7+)

Activities:

  • Address “thick client” legacy apps requiring specific protocols.
  • Keep a minimal VPN for “break glass” scenarios (if needed).
  • Decommission VPN concentrators.

Deliverables:

  • Hardware retired.
  • Zero Trust architecture fully operational.

Architecture Transformation

graph TD
    subgraph "Legacy VPN Model"
        A[User] -->|Tunnel| B[VPN Concentrator]
        B -->|Network Access| C[App 1]
        B -->|Network Access| D[App 2]
        B -->|Lateral Move| E[Database]
    end

    subgraph "Zero Trust Model"
        F[User] -->|Auth + Context| G[Identity Provider]
        G -->|Token| H[ZTNA Cloud Broker]
        H -->|Micro-tunnel| I[App Connector 1]
        H -->|Micro-tunnel| J[App Connector 2]
        I --> C_New[App 1]
        J --> D_New[App 2]
    end
    
    style B fill:#f9f,stroke:#333,stroke-width:2px
    style H fill:#bbf,stroke:#333,stroke-width:2px

Top VPN to ZTNA Migration Services Companies

We analyzed 20+ VPN to ZTNA migration services companies based on:

  • ZTNA broker expertise: Zscaler, Cloudflare, Palo Alto, Netskope specializations
  • Phased migration methodology: Discovery → Pilot → Rollout (not “Big Bang”)
  • Pricing transparency: Per-user costs, PoC pricing, enterprise vs. mid-market

How to Choose a VPN to ZTNA Migration Partner

If you need a full SASE transformation: Accenture or Wipro. They can overhaul your entire network (SD-WAN + ZTNA + SWG).

If you are Microsoft-centric: Avanade (via Accenture) or HCLTech. They have deep expertise in Entra Private Access and the Microsoft security stack.

If you need rapid user adoption: Slalom. Their change management focus ensures users don’t revolt against the new access methods.

Red flags:

  • Vendors who suggest “Network Extension” mode for everything (recreating the VPN).
  • Ignoring the “Unmanaged Device” use case.
  • Lack of integration with your existing EDR/MDM tools (CrowdStrike, Intune).

Top 3 Reasons VPN to ZTNA Migrations Fail

35% of migrations fail. Click for prevention strategies.

1. The “Network Extension” Trap (45% of failures)

The Problem: Vendors configure ZTNA in “Network Extension” mode, which replicates VPN behavior (full network access via ZTNA). The Reality: This defeats the purpose. You’ve just moved your VPN to the cloud without gaining Zero Trust benefits. Prevention: Insist on application-level segmentation from Day 1.

2. Ignoring Unmanaged Devices (30% of failures)

The Problem: Contractors, partners, and BYOD users can’t install agents. The Reality: They keep using the old VPN, which you can’t sunset. Prevention: Deploy clientless ZTNA (browser-based) for unmanaged devices in Phase 1.

3. Legacy App Protocol Incompatibility (25% of failures)

The Problem: Apps using custom protocols (VOIP, active FTP, SAP GUI) break. The Reality: ZTNA works great for HTTP/HTTPS but struggles with legacy protocols. Prevention: Test legacy apps in PoC environment BEFORE production cutover.


When NOT to Migrate to ZTNA

Zero Trust isn’t always the answer. Keep your VPN if:

  1. Ultra-secure government networks: Air-gapped systems with no internet access require on-prem VPN.
  2. Short-term projects (<6 months): Migration ROI requires 12-18 months to break even.
  3. No modern Identity Provider: ZTNA requires Okta/Entra ID. If you’re still on pure on-prem Active Directory, modernize identity first.
  4. Mainframe-only environments: Legacy mainframes with 3270 emulation don’t benefit from ZTNA.

When to Hire VPN to ZTNA Migration Services

1. The Hardware Refresh

Your VPN concentrators are EOL. Buying new hardware feels like investing in fax machines. Trigger: “Budget approval needed for new Cisco ASAs.”

2. The Merger & Acquisition

You need to give a new subsidiary access to apps without merging networks (which takes years). ZTNA provides instant, granular access. Trigger: “How do we onboard the acquired team next week?“

3. The Compliance Audit

Auditors are flagging “excessive access” or lack of MFA on legacy apps. ZTNA wraps legacy apps in modern auth. Trigger: “We failed the SOC2 access control control.”


Total Cost of Ownership: VPN vs ZTNA

Line ItemVPN (3 Years)ZTNA (3 Years)
Hardware/Licensing$500k (Upfront)$360k (Subscription)
Bandwidth/MPLS$200k$50k (Internet)
Ops/Patching$150k$30k
Total$850k$440k

Break-Even: Usually within 12-18 months, faster if avoiding a hardware refresh.

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