Single Sign-On · Chicago Metro

Single Sign-On (SSO) Solutions

One login for every app, with security built in. Identity management, MFA enforcement, conditional access, and audit logs across all your business apps — built around Microsoft Entra ID and Okta.

  • One identity per user
  • MFA enforced
  • Conditional access policies
  • 1,000+ pre-integrated apps

Get a Free Identity Assessment

A 30-minute review of your identity landscape and the SSO/MFA gaps that need closing.

🔒 Your information is private. We respond within 1 business hour.

20+
Years serving Chicago businesses
< 1 hr
Average helpdesk response time
24/7
US-based monitoring & support
100%
Chicago-based team
Why SSO Matters

Identity Is the New Perimeter — and Most Businesses Have Gaps

Without SSO, every business app has its own user list, password rules, and audit trail. The drift creates security exposure that grows over time.

Password fatigue is a security risk

Users with 50 passwords write them down or reuse them. SSO consolidates to one strong identity protected by MFA.

MFA is required everywhere now

Cyber insurance, compliance frameworks, and Microsoft 365 itself all require MFA. SSO makes enforcement manageable.

Onboarding/offboarding is chaos

When someone leaves, do you remember every app they had access to? SSO disables across all apps in one place — no orphaned accounts.

Compliance audits demand access logs

Who accessed what, when, from where? SSO centralizes the audit trail in one place instead of pulling logs from 20 different apps.

Conditional access stops common attacks

Block logins from outside the country, require MFA on risky logins, restrict by device — policies that stop credential-stuffing and account takeover.

App management drifts over time

Without SSO, every app has its own user list. Drift creates orphaned accounts, access creep, and accounts no one knows still exist.

What’s Included

SSO Deployment, MFA Enforcement, and Identity Lifecycle

Six capabilities covering identity provisioning, access enforcement, and the policy work that makes SSO actually secure.

SSO Deployment

Microsoft Entra ID (formerly Azure AD), Okta, or hybrid configurations — deployed and integrated with your existing identity sources.

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MFA Enforcement

Adaptive MFA on risky logins, hardware key support (YubiKey), passkeys, and policy-based enforcement across user groups.

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Conditional Access

Geography-, device-, app-, and risk-based access policies — stop attacks at the login layer, not after credentials are already stolen.

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App Catalog Configuration

1,000+ pre-integrated SaaS apps configured with SSO. Custom integrations for line-of-business apps without out-of-the-box support.

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Provisioning & Deprovisioning

Automated user creation and disabling across connected apps — onboarding becomes minutes; offboarding becomes one click.

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Audit Logs & Reports

Compliance-ready access logs, sign-in activity, and identity events for HIPAA, SOC 2, PCI, and cyber insurance reviews.

Learn more →
Why Datastrive

One Hire vs. an Entire Bench.

Hiring a single in-house IT person costs roughly the same as a full Datastrive managed support agreement — but a single person can’t cover 24/7, can’t be a senior network engineer and a cybersecurity specialist and a vCIO at the same time, and goes on vacation. Managed IT support gives you depth, redundancy, and predictable cost without the recruiting risk.

24/7

Proactive monitoring & response

Industries We Support
ManufacturingHealthcareFinancial ServicesLegalProfessional ServicesNon-Profit
Book a Free IT Health Check
How It Works

Switching IT Providers Shouldn't Be Painful

Three steps to a calmer environment. Most onboardings are completed inside two weeks.

1

Schedule Your IT Health Check

A 30-minute call to understand your business, your software, and the IT pain points actually slowing you down.

2

Onsite Discovery

We visit your office to inventory your network, workstations, and security setup — everything we need to build an accurate proposal.

3

Tailored Proposal

You get a clear, fixed-price proposal mapped to your team size, your software, and your goals — no surprise add-ons.

FAQ

Frequently Asked Questions

Common questions about SSO, identity management, and how Microsoft Entra ID and Okta deployments actually work.

Do we need Microsoft Entra ID or Okta?
Most Chicago businesses on Microsoft 365 use Entra ID — it’s included in their licensing and integrates natively. Okta tends to fit organizations with heavier non-Microsoft app footprints or multi-tenant complexity. We recommend based on your environment.
Can we connect on-prem AD to SSO?
Yes. Hybrid identity (on-prem AD + cloud SSO) is the standard for businesses with existing AD infrastructure. Entra Connect or Okta AD Agent syncs identities; SSO works against both.
How does MFA work — apps, hardware keys?
Both. We support Microsoft Authenticator, Okta Verify, and similar app-based MFA, plus hardware keys (YubiKey, security keys) for highest-assurance scenarios. Passkeys are increasingly part of the mix as well.
What about apps that don’t support SSO?
For apps without SAML or OIDC support, we use password vaulting through Entra ID or Okta. Less ideal than true SSO, but still better than 50 separate passwords with no central management.
Will this work with Microsoft 365 / Google Workspace?
Both. Entra ID is native to M365 (it IS Microsoft’s identity layer). Okta integrates with both M365 and Google Workspace, plus thousands of other apps.
What does SSO cost per user?
Per-user per month. Entra ID is included in most M365 business licenses; advanced features (conditional access, identity protection) require licensing upgrades. Okta is per-user separately. We quote after a free assessment.
Last Step · Free & No Obligation

Ready to Consolidate Identity and Enforce MFA Everywhere?

Book a free 30-minute identity assessment. We’ll review your apps, your current login sprawl, and what SSO + MFA would look like for your environment — no obligation.

  • 30-minute identity assessment
  • App catalog & integration review
  • MFA & conditional access plan
  • Response within 1 business hour

Get a Free Identity Assessment

A quick review of your identity sprawl and SSO opportunity.

🔒 Your information is private. We respond within 1 business hour.