Microsoft 365 security for small businesses across Florida, done right and documented.
Squared Away Tech locks down sign-ins, email and laptops for offices of 5 to 100 people. Fixed prices, no long contracts, and you own everything that gets built. Based in Lakewood Ranch, serving small offices across Florida, and remotely anywhere in the U.S. (how remote service works).
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- U.S. Navy veteran
- Fixed-price packages
- Evening & Saturday changes
- Written record of every change
Microsoft 365 security services & packages
Most small offices already pay for Microsoft 365 and still have gaps: shared passwords, mail that can be forwarded out unnoticed, unencrypted laptops, and no written answer when the insurance company asks about multi-factor authentication. These packages close those gaps, with dedicated starting tiers sized for 5–10 person offices.
M365 Security Checkup
Starting at $495 ($250 founding)$495 up to 10 people, $750 for 11–25, $1,250 for 26–50, $1,750 for 51–100. A read-only review of sign-in, email, admin and device settings, with a plain-English report and a “fix first” list. 100% of the fee is credited if you book the Lockdown within 30 days. Guarantee: if the Checkup doesn’t find at least 3 specific fixes, you don’t pay. Signs your tenant isn’t locked down.
Tenant Lockdown
Starting at $1,450$1,450 up to 10 people ($1,150 without Entra ID P1), $2,450 for 11–25 ($1,950 without P1), $3,450 for 26–50, $4,450 for 51–100. Multi-factor authentication and Conditional Access rolled out in stages, email protections tightened, plus a change log and a one-page summary for your cyber-insurance questionnaire.
Intune Device Rollout
Starting at $1,150Laptops enrolled, encrypted and managed, so a lost laptop can be locked and a former employee doesn’t walk out with your files. $1,150 up to 8 devices, $1,800 for 9–20, $2,900 for 21–40, from $4,500 for 41–100.
Compromised Account Cleanup
Starting at $1,500A phished mailbox contained and cleaned out, the rest of the tenant checked for the same signs, and a written incident summary. $1,500 for the first mailbox ($1,200 for active Monthly Admin/Watch clients), plus $350 per additional mailbox. Not insurer forensics: if you have cyber insurance, call your carrier first. Signs an account was hacked.
Monthly M365 Admin & Watch
Starting at $195/monthSecurity Watch: $195/month up to 10 users (+$15/user/month above 10) for a monthly risk check, 1-page report and up to 30 minutes of security tweaks. Full Monthly Admin: $350/month up to 10 users (+$25/user/month above 10; 3-month minimum, then month-to-month) adding up to 2 hours/month of user, license and mailbox admin.
Other work
$140/hourProjects outside the packages are quoted in writing first. Prepaid 10-hour block: $1,250 ($125/hour). Same-evening urgent work is $175/hour, 1-hour minimum.
Specialty packages
Focused, fixed-price packages for a specific deadline or requirement. Every one has its lowest price for offices of up to 10 people.
WISP + Safeguards Setup
Starting at $695$695 up to 10 people, $995 for 11–25, $1,450 for 26–50, $1,950 for 51–100. A written information security plan (WISP) built from your real Microsoft 365 settings, as the FTC Safeguards Rule and IRS Publication 5708 expect.
Copilot Readiness + Sharing Cleanup
Starting at $950$950 up to 10 people, $1,450 for 11–25, $2,450 for 26–50, $3,450 for 51–100. Before Copilot or any AI tool can search your files, find and fix the oversharing: Everyone links, never-expiring guest links and ex-staff access.
Cyber Insurance Questionnaire Pack
Starting at $395$395 up to 10 people, $595 for 11–25, $850 for 26–50, $1,150 for 51–100. Accurate answers to your cyber insurance renewal questions on MFA, backups, admin accounts and email security, with screenshots as proof.
Text-Code Shutdown Sprint
Starting at $295$295 up to 10 people, $495 for 11–25, $795 for 26–50, $1,195 for 51–100. Microsoft stops sending its own text and voice sign-in codes on Feb 1, 2027. Get everyone moved to Microsoft Authenticator or passkeys before it hits.
HIPAA Risk Analysis (technical)
Starting at $1,750$1,750 up to 10 people, $2,450 for 11–25, $3,450 for 26–50, $4,950 for 51–100. The written risk analysis HIPAA requires, focused on the technical safeguards in your Microsoft 365, laptops and email, using the free ONC/OCR SRA Tool as the backbone.
AI Use Policy + Approved Tools
Starting at $495$495 up to 10 people, $695 for 11–25, $950 for 26–50, $1,250 for 51–100. A plain-English rule on what staff may and may not put into AI tools, plus approved Copilot Chat turned on and risky AI apps flagged or blocked where your licenses allow.
Wire-Fraud Defense Kit
Starting at $750$750 up to 10 people, $1,150 for 11–25, $1,650 for 26–50, $2,250 for 51–100. Stop fake “new wiring instructions” emails: email protections enforced, lookalike-domain alerts, forwarding-rule alerts, and a written callback rule your staff practice.
Add-ons & projects
Microsoft 365 Backup
$6/user/month + $150 setupMailboxes, OneDrive, SharePoint and Teams backed up outside Microsoft, so deleted or encrypted files can usually be recovered. 5-user minimum ($30/month), billed monthly in advance; $150 setup waived when bundled with Tenant Lockdown, Move to Microsoft 365 or Monthly Admin. Includes 50GB per user, pooled across your account; extra storage is $8 per 100GB/month. 30 days’ notice to cancel.
Security Awareness & Phishing Training
$5/user/month + $150 setupShort training videos and simulated phishing emails, with reports showing who needs a refresher. 5-user minimum ($25/month); $150 setup waived when bundled with Tenant Lockdown or Monthly Admin.
Cyber Insurance Questionnaire Pack
From $395 ($195 with a Checkup)$395 up to 10 people, $595 for 11–25, $850 for 26–50, $1,150 for 51–100. Accurate answers to the technical questions on your cyber-insurance application or renewal, with dated evidence ($195 add-on with any Checkup). MFA and cyber insurance.
DMARC Email Protection Monitoring
$250 setup + $15/domain/monthSPF, DKIM and DMARC set up and watched for Microsoft 365 or Google Workspace domains, so scammers can’t send email pretending to be you ($250 setup waived when bundled with Tenant Lockdown or Move to Microsoft 365). What DMARC is.
Password Manager Rollout (Bitwarden)
$6/user/month + $295 setupA business password manager (Bitwarden Teams) rolled out to your staff, ending shared passwords and sticky notes. 5-user minimum ($30/month); $295 setup for up to 10 users, $450 for 11–25 (custom 26+).
Move to Microsoft 365
Starting at $950$950 up to 5 users, $1,750 for 6–15, $2,950 for 16–30, from $4,950 for 31–100. Fixed-price move from Google Workspace or an old Exchange server to Microsoft 365: mail, calendars, contacts and files, with MFA and email protection on from day one.
Annual Conditional Access Review
$450/year (up to 25 users)$450/year up to 25 people, $650/year for 26–100. Annual review of your sign-in rules, MFA, exclusions and admin accounts so new staff, apps and Microsoft changes don’t reopen gaps. Includes up to 1 hour of approved fixes.
Backup Restore Test
$195/test or $595/yearA live test restore of a mailbox folder, OneDrive folder and SharePoint file to a safe test location, with a 1-page written result for your records or cyber insurer ($195 per test, or $595/year for 4 quarterly tests).
Fixed prices, typically well below what MSPs charge for similar projects.
Founding-client offer: the first 3 clients get the Security Checkup at half price — $250 for up to 10 people, $375 for 11–25, $625 for 26–50 and $875 for 51–100 (normally $495 / $750 / $1,250 / $1,750) — in exchange for a short testimonial or an anonymized case study. If the Checkup doesn’t find at least 3 specific fixes, you don’t pay.
Claim a spotNot sure where you stand? Get a free 20-minute checkup call at your Microsoft 365 sign-in and email forwarding settings. No cost, no obligation.
Book a free 20-minute checkup callCheckup pricing by office size: $495 up to 10 people, $750 for 11–25, $1,250 for 26–50, $1,750 for 51–100. Tenant Lockdown: $1,450 up to 10 people ($1,150 without Entra ID P1), $2,450 for 11–25 ($1,950 without P1), $3,450 for 26–50, $4,450 for 51–100. This is not a help desk: printers, desk phones and “my computer is slow” stay with whoever handles them today. Findings reports do not guarantee insurer approval or certify HIPAA or any other compliance program. Checkup guarantee: if the Checkup does not identify at least 3 specific, actionable fixes, you don’t pay for it. Follow-on work covers only the numbered fixes in your signed scope; anything beyond that list is a new engagement, quoted separately.
About Greg Mitchell
Greg is a U.S. Navy veteran (1986–1990) and a hands-on Microsoft 365 administrator. For more than ten years he has kept email, sign-in and Windows systems running for organizations that can’t afford to get it wrong: a law firm, a county sheriff’s office, and a large multi-site organization where he is the systems administrator for the Windows and Microsoft 365 environment today.
He spent eight years at Banker Lopez Gassler, a Tampa Bay law firm, supporting 400+ people on Microsoft 365 and Teams, including the firm’s Exchange conversion and its move to Teams Phone. He is experienced designing, building and migrating physical and virtual Windows servers (Hyper-V, VMware), with backups that are tested, not just assumed.
He does the work himself. There is no junior tech between you and the person who designed the fix. Squared Away Tech is his own business, kept separate from his day job. It is based in Lakewood Ranch and serves small offices across Florida, and remotely anywhere in the U.S.
Why “Squared Away”? In the military, “squared away” means everything is in order, done right and ready for inspection. That’s how Greg leaves your Microsoft 365.
Why a veteran-owned local specialist
General IT providers keep Microsoft 365 running. Securing it is a different job.
Squared away, in writing
Every project ends with a change log and a short summary you can hand to your insurer, your accountant or your next IT person. You own the result.
No lock-in
Fixed-price packages instead of open-ended hourly bills. No long contract, no per-user lock-in. Works alongside your current IT provider or directly with your office.
Changes that don’t disrupt your day
Work is scheduled on weekday evenings and Saturdays, and rolled out in stages so nobody is locked out on a Monday morning.
Local roots, statewide reach
Based in Lakewood Ranch, serving small offices across Florida, and remotely anywhere in the U.S. (how remote service works). In the Tampa Bay and Sarasota area (Bradenton, Sarasota, Tampa, Ellenton, Lakewood Ranch, St. Petersburg, Palmetto, Venice and Parrish) (see local service areas) Greg can also meet in person when it helps; the technical work is done remotely and securely.
Frequently asked questions
Straight answers about how Microsoft 365 security work happens for small offices.
What is a Microsoft 365 Security Checkup?
A read-only review of your sign-in, email, admin and device settings. Nothing is changed. You get a plain-English report and a “fix first” list, and the fee is credited if you book the Tenant Lockdown within 30 days. If it doesn’t find at least 3 specific, actionable fixes, you don’t pay. Each fix is numbered and described in one sentence in your report, and anything beyond those is quoted separately.
Do you work with our current IT provider?
Yes. Squared Away Tech works alongside your current IT provider or directly with your office. Printers, desk phones and day-to-day help desk stay with whoever handles them today.
Is the work remote or on-site?
The technical work is done remotely and securely, so service is available across Florida, and remotely anywhere in the U.S. For offices in the Tampa Bay and Sarasota area (Bradenton, Sarasota, Tampa, Ellenton, Lakewood Ranch, St. Petersburg, Palmetto, Venice and Parrish), Greg can meet in person when it helps.
Do you work outside Tampa Bay?
Yes. Squared Away Tech is based in Lakewood Ranch and serves small offices across Florida, and remotely anywhere in the U.S. That covers all of Florida, from Pensacola to Miami, Orlando to Jacksonville. The Security Checkup and every fix are done remotely and securely, so an office in Orlando gets exactly the same service, price and guarantee as one in Bradenton. Offices outside Florida are welcome too. Greg can also meet in person in the Tampa Bay and Sarasota area when it helps. How remote service works.
How long does it take, and will it disrupt our office?
Work is scheduled on weekday evenings and Saturdays (Eastern Time) and rolled out in stages, so nobody is locked out on a Monday morning.
How much does it cost?
Fixed prices, no long contracts. The Security Checkup starts at $495 for up to 10 people ($750 for 11–25, $1,250 for 26–50, $1,750 for 51–100; half price for the first 3 founding clients: $250 / $375 / $625 / $875). Tenant Lockdown starts at $1,450 (up to 10 people; $2,450 for 11–25), Intune Device Rollout at $1,150 (up to 8 devices; $1,800 for 9–20), Compromised Account Cleanup at $1,500 ($1,200 for active Monthly clients), Move to Microsoft 365 at $950 (up to 5 users) and Monthly M365 Admin at $195/month (Security Watch) or $350/month (Full Admin) for up to 10 users. Other work is $140/hour, quoted in writing first. Fixed prices, typically well below what MSPs charge for similar projects.
Free checklist: Is your Microsoft 365 safe?
A one-page, 10-point checklist for small offices: sign-ins, admin accounts, email forwarding, backups and more. Enter your email and the download link opens right away.
Let’s get your Microsoft 365 squared away
Call or email for a quick conversation about your office. Start with a Security Checkup and you’ll know exactly where you stand.
Based in Lakewood Ranch, serving small offices across Florida, and remotely anywhere in the U.S. · In person in the Tampa Bay and Sarasota area (Bradenton, Sarasota, Tampa, Ellenton, Lakewood Ranch, St. Petersburg, Palmetto, Venice and Parrish) · Mon–Fri 5–9 PM and Sat 9 AM–5 PM (Eastern Time) · Daytime and Sunday appointments available on request
Need to talk during the day? Call or text (941) 479-1075 or email greg@squaredawaytechfl.com and I'll get back to you the same evening.