Michael Daugherty

Custom internal applications, AI automation and integrations, and hands-on technical leadership for small and mid-sized businesses.

• Built Squared Away, a CMMC Level 2 readiness platform for defense subcontractors, for a client: the scoring engine covers all 110 NIST 800-171 controls and 320 assessment objectives on the DoD's SPRS v1.2.1 methodology, and a live, read-only Microsoft Graph integration across 11 least-privilege scopes pulls a tenant's own configuration as the evidence behind the technical controls.
• Architected the platform to never store CUI, keeping it outside FedRAMP authorization scope, with SSP and POA&M documentation built from the same assessment data.
• Run Microsoft 365 and Entra environments end to end: identity, Conditional Access, Intune, Exchange Online, tenant migrations, and the Graph and PowerShell automation that removes the manual work around them.
• Build the internal applications and integrations businesses cannot buy off the shelf, connecting finance, payroll, fleet and field systems that were never designed to talk to each other.
• Deliver production systems on an AI-native workflow, Claude Code with spec-driven methodology and MCP tooling, taking projects from architecture to deployment solo at a fraction of conventional timelines.
• Advise founders and owners on architecture, vendor selection, and whether an engineering estimate is honest. Grounded in still writing the code.

Multi-entity construction and field services company.

• Built a unified internal platform that replaced seven paid SaaS services and automated the work running between them: payroll, fleet, safety, expenses and field operations moving without manual intervention.
• Designed and shipped 19 production integrations: Bill.com, QuickBooks Online, Paylocity, SwipeClock, Samsara, Fleetio, KPA Flex, SiteTracker, Vitruvi, Expensify, plus SharePoint and email via the Microsoft Graph API.
• Owned the full Microsoft 365 and Entra ID estate: licensing, Exchange Online, Conditional Access, Intune endpoint management, identity governance and the Azure resources behind it.
• Administered every SaaS platform the business ran on as the single owner: Google Workspace, Adobe, make.com, JotForm and Vitruvi, including licensing, access and the automation built on top of them.
• Led incident response on a live account compromise: traced sign-in telemetry to an adversary-in-the-middle session token theft, scoped affected accounts, revoked sessions, removed attacker persistence and closed the entry vector. Wrote the runbook afterward.
• Embedded AI agents into operational workflows for document processing, classification and exception routing, reducing manual review across finance and field operations.

Communications and call-handling platform.

• Replaced a $60K/month Twilio dependency with an internal service delivering the same functionality at roughly $400/month. The project paid back its own cost within days.
• Rebuilt the communications layer for reliability and cost predictability at production call volume.
• Administered the company's Google Workspace tenant: identity, mail routing and access.

Centralized leasing platform for multi-property operators.

• Built integrations with Yardi, RealPage, ResMan, Twilio and a dozen further property management systems.
• Platform enabled one or two leasing agents to cover fifty properties, the core efficiency thesis of the product.

Managed service provider to REIT clients: Pacific Oak Capital, IQHQ and Sabra Health Care.

• Handled the full IT estate for every client: AWS, Microsoft 365 and Azure, Synology storage, VPN and network administration, end to end, single-handed.

Online ordering and delivery marketplace for restaurants, competing in the category before DoorDash owned it. Acquired.

• Built 15 to 20 POS integrations including Oracle MICROS, NCR Aloha, POSitouch, Digital Dining, Dinerware, Focus POS and PAR Brink.
• Owned restaurant onboarding, integration delivery and QA across the merchant side of the marketplace; worked across driver dispatch, order routing and payment processing.

Migrated 1,000+ customers onto the platform following an acquisition with no loss of service; managed services delivery, hosting infrastructure and development team coordination.

Owned build, QA, support and customer onboarding through an early growth phase; established workflows the team scaled on.