Security Services Leeward Business Advisors operates in IT services and cybersecurity, presenting an opportunity to upsell comprehensive security solutions such as MFA, PAM, EDR, SIEM, and 24/7 SOC to current and prospective clients seeking stronger risk management.

Managed IT Growth Their bundled managed IT services indicate a readiness to broaden service scope for clients needing ongoing IT support, enabling cross-sell of endpoint, network, and server support alongside security offerings.

Acquisition Footprint Past acquisitions and partnerships (Rush Technologies, Dane County Data Exchange, IGEL) demonstrate a growth trajectory and integration capability, suggesting potential for acquiring or aligning with adjacent MSPs or data-center/cloud providers to expand capabilities and market reach.

Mid-market Focus Revenue scale and employee range point to mid-market targeting; sales efforts can emphasize scalable security and managed services that align with mid-sized organizations needing robust protection without enterprise-level budget constraints.

Regional Presence Based in Wisconsin with historical local partnerships, there is an opportunity to win regional contracts, government or education sector work, and data-center/colocation opportunities through leveraged local credibility and footprint.