DailyCyber Episode 271 – This Wednesday! I’m joined by Steve Massaro, longtime MSP leader and IT business owner with 20+ years of hands-on experience in both strategy and service delivery. He’s built and led MSPs in both Hawaii and Kansas, and brings a clear, customer-focused mindset to every tech challenge. 🎙 In this episode, we unpack: ⚙️ What “We Make Technology Work for You” really means 🔐 What it takes to define and maintain a truly secure state 🛡️ Unique strategies for keeping small and mid-sized clients safe 🤖 How generative AI is changing the threat landscape 📊 Who really needs a cybersecurity program—and who’s still ignoring the risk Steve’s mix of deep technical skill, big-picture strategy, and real-world client experience makes this a must-watch for MSPs, vCISOs, and IT leaders alike.
Making Tech Work for SMBs with Steve Massaro | DailyCyber 271
In this episode of DailyCyber, I’m joined by Steve Massaro, IT consultant, MSP owner, and strategic technologist with over 20 years of experience helping businesses succeed through managed services and secure IT leadership.
Steve shares insight from his years building MSPs in Hawaii and Kansas—from scaling tech teams to keeping SMB clients safe in today’s evolving threat landscape.
🔐 What we discuss:
1️⃣ What “We Make Technology Work for You” really means – The customer mindset behind that promise – Strategic tech adoption for business outcomes
2️⃣ What “Secure” Actually Means – How Steve defines secure – What his clients need to maintain it over time
3️⃣ Keeping Clients Safe – Unique security strategies for small & mid-sized businesses – Practical steps every MSP should be implementing
4️⃣ Generative AI + Security – Is it a threat, a tool, or both? – Steve’s take on how it changes the game for IT service providers
5️⃣ Who Really Needs a Cybersecurity Program – The SMB sectors lagging behind – Why security isn’t optional in 2025
🧠 Guest Bio: Steve Massaro is the owner of BITS Midwest, providing IT consulting and managed services to SMBs across Kansas. He previously co-owned and scaled IT Kauai over 17 years, serving clients across the state of Hawaii. With a balance of hands-on technical knowledge and business-minded strategy, Steve helps his clients secure, modernize, and grow.
📌 Guest Info:
🔗 https://www.linkedin.com/in/steve-massaro/
📺 Watch the full episode: www.youtube.com/knssconsulting
🎧 Listen at: www.DailyCyber.ca
👇 Join the conversation in the comments.