Microsoft 365 for Business
From setup to security — your M365 environment, fully managed. Plan selection, migration, security configuration, training, and ongoing administration for Chicago businesses on Microsoft 365.
- ✓ Plan selection & licensing
- ✓ Migration without downtime
- ✓ Security & compliance configuration
- ✓ User training & ongoing admin
Get a Free M365 Assessment
A 30-minute review of your M365 environment (or upcoming migration plans) and where management gaps exist.
Buying M365 Is Easy. Running It Well Is Where Most Businesses Fail
Microsoft makes it trivial to buy licenses. Configuring security, migrating data, training users, and optimizing licensing — that’s where things get hard.
Choosing the right plan is confusing
Business Basic, Standard, Premium, E3, E5 — license tiers have different features, security, and prices. Wrong choice means paying too much or missing critical capabilities.
Migration from existing systems is complex
Email, files, calendar, contacts, and Teams data have to migrate without disruption. Every migration has edge cases that catch unprepared teams.
Default M365 has security gaps
Out-of-the-box M365 is designed for adoption, not security. Conditional Access, MFA, DLP, and security defaults need active configuration.
Users need training, not just deployment
Most M365 ROI is lost because users don’t know how to use Teams, SharePoint, OneDrive, or Power Automate effectively. Training is part of deployment.
License optimization saves real money
Most organizations have unused, oversized, or duplicate licenses. License audits typically reclaim 10-20% of M365 spend.
Compliance configuration is its own work
DLP policies, retention, audit log retention, encryption — compliance configuration aligned to HIPAA, PCI, SOC 2, or your industry doesn’t happen by accident.
Full Microsoft 365 Lifecycle Management
Six core capabilities covering everything from initial license selection through ongoing administration.
Plan Selection & Licensing
Right-size license tiers (Business Basic / Standard / Premium / E3 / E5) for your environment, including non-profit and education pricing where applicable.
Learn more →Migration
Email, files, calendar, contacts, Teams, and SharePoint migration from Exchange, Google Workspace, IMAP, or other M365 tenants. Tested cutover with no downtime.
Learn more →Security & Compliance Config
Conditional Access policies, MFA enforcement, DLP, retention, audit logs, and configuration aligned to HIPAA, PCI, SOC 2, or your industry framework.
Learn more →User Training
Teams, SharePoint, OneDrive, and Power Platform training for your team. Get the ROI from M365 your business is paying for.
Learn more →Ongoing Administration
User onboarding/offboarding, license management, mailbox configuration, group management, and routine M365 admin under managed IT.
Learn more →3rd-Party M365 Backup
Microsoft replicates M365 data but doesn’t back it up beyond default retention. Real M365 backup with point-in-time restore for Exchange, SharePoint, OneDrive, Teams.
Learn more →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.
- Compliance-Aware Engineering. CIS Controls, HIPAA, PCI DSS, and cyber insurance.
- Predictable Flat-Rate Pricing. One monthly invoice covers everything.
- Proactive, Not Reactive. Most issues resolved before your team notices.
- Local Chicago-Based Team. Onsite at your office, not on the other side of a phone tree.
Switching IT Providers Shouldn't Be Painful
Three steps to a calmer environment. Most onboardings are completed inside two weeks.
Schedule Your IT Health Check
A 30-minute call to understand your business, your software, and the IT pain points actually slowing you down.
Onsite Discovery
We visit your office to inventory your network, workstations, and security setup — everything we need to build an accurate proposal.
Tailored Proposal
You get a clear, fixed-price proposal mapped to your team size, your software, and your goals — no surprise add-ons.
Managed IT Support Across Chicagoland
Frequently Asked Questions
Common questions about Microsoft 365 deployment, migration, and ongoing management for Chicago businesses.
Which M365 plan is right for our business?
How does migration work?
Can we migrate from Google Workspace to M365?
Will the migration cause email downtime?
Do you handle Microsoft 365 backup?
What’s the difference between this and M365 MDR?
Ready for Microsoft 365 Done Right?
Book a free 30-minute M365 assessment. We’ll review your tenant (or migration plans), licensing, security configuration, and quote a fixed-fee proposal — no obligation.
- ✓ 30-minute M365 assessment
- ✓ License optimization review
- ✓ Security configuration check
- ✓ Response within 1 business hour
Get a Free M365 Assessment
A quick conversation about your M365 environment.