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On the Tech for Business podcast, Collin (Manager of Solutions Engineering at ThreatLocker) and Nate (Director of Cybersecurity at CIT) discuss how to build cybersecurity awareness and secure habits earlier—especially in K–12 and universities—based on Colin’s dark web presentations showing frequent compromises in education. They explore generational shifts as kids adopt internet-connected devices earlier, the need to normalize fundamentals like password management, passphrases, password managers, and MFA/2FA (even for gaming accounts), and the growing importance of social engineering and spotting AI deepfakes. The group debates who should own curriculum standards, notes North Dakota’s requirement for at least one computer science or cybersecurity course to graduate, and considers “digital citizenship,” parent responsibility, and the role of schools, industry, and regulation. They also discuss improving workplace onboarding and training through better access controls and aptitude-based, personalized education.
00:00 Meet the Guests
00:46 Why Youth Cyber Matters
03:53 Campus Reality Check
05:56 Kids Tech Skills Gap
08:33 Gaming as Security Hook
10:51 Curriculum Needs Updating
13:26 Digital Citizenship Debate
15:12 Parents Schools and Equity
17:34 Regulation and Age Checks
21:45 Core Fundamentals to Teach
22:18 Passphrases Basics
22:40 Deepfakes And Social Engineering
24:26 Social Media Risks For Kids
25:53 Spotting Tech Skill Gaps
27:25 Curiosity As A Tech Signal
28:42 Parenting Misinformation Lessons
30:23 Rethinking Security Training
33:17 Tools Over Awareness Alone
36:15 Aptitude Tests And Personalization
40:24 Curriculum And Who Decides
41:08 Big Tech Shaping Education
43:51 Wrap Up And Next Episode
Kelsey (AI Operations Coordinator at CIT) and Kyle (President & CEO) explain how they built an AI “morning briefing” and daily recap workflow that functions like an executive assistant, pulling context from connected tools such as Outlook/365, Teams, Monday.com or Notion, SharePoint, and a ticketing system. Kyle describes using Claude Code with simple slash commands (e.g., /morning and /daily recap) to surface meetings, open tasks, priorities, and prep context, then updating to-dos throughout the day to avoid relying on an inbox as a task list. They demonstrate Claude’s integrations, scheduled briefings, and “skills,” clarify skills vs. agents (and token/cost benefits), and discuss persistent memory via tools like Monday/Notion. They share a universal setup guide and prompt template, touch on security/governance cautions, and briefly explain OpenClaw and its risks.
00:00 Morning Briefing Intro
00:30 Building an AI Assistant
01:30 Morning and Daily Recap
03:44 Inbox Overload Problem
05:16 Live Demo Setup
05:29 Connecting Work Tools
07:03 Skills Explained
09:59 Agents vs Skills
14:18 Morning Briefing Walkthrough
15:17 Persistent Memory Systems
17:29 Email and Schedule Highlights
18:53 Tickets and File Examples
19:36 Manual vs Auto Memory
24:40 Choosing Notion or Monday
30:37 Make It Exist Then Good
30:57 Next Skill Idea Triaging
31:45 Cited AI Summaries
32:22 Universal Setup Guide
33:02 Tool Stack Options
33:43 Add Personal Sparkle
35:48 Data Governance PSA
38:25 Setup Paths and Automation
39:03 Cowork and Agent Actions
40:38 Copilot and Platform Roadmap
47:13 Prompt Template Walkthrough
50:00 OpenClaw Explained
53:36 Sandboxing and Safety
58:13 Wrap Up and Resources
Kelsey talks with CIT President and CEO Kyle Etter about recent AI releases like GPT 5.4’s native computer control, Gemini 3.1 updates, and the shift from chatbots to agentic AI that can navigate business systems and complete real work. They discuss why IT infrastructure must now include AI governance, identity, logging, permissions, and emerging liability and insurance considerations for “digital teammates,” noting early examples like insured voice agents. Kyle advises deploying narrow, task-specific agents with strong guardrails, human-in-the-loop checks, and layered QA/security agents to reduce risk. They also cover preventing shadow AI by providing authorized business licenses, training staff to manage agents, and why ROI is increasingly driven by integrating agents into existing software and data workflows, including analysis and data cleanup.
00:00 Welcome and AI Shift
00:50 GPT 5.4 Computer Control
03:16 Governance and Liability
06:31 Designing Digital Workers
12:05 Risks and Guardrails
18:35 Jobs and Agent Managers
23:34 Stopping Shadow AI
26:04 Training and First Use Cases
28:51 AI Licensing ROI
29:35 Software Over Hardware
30:26 Agents Deliver Value
33:57 Data Cleanup With AI
36:58 Conversational Analytics
40:34 Automations Built Faster
43:34 Governance And Guardrails
44:27 Capture Ideas With Tools
48:29 AI To Do Assistant
52:03 Wrap Up And Resources
In this third LinkedIn Live AI chat, Kelsey and Todd discuss how to define and prove AI ROI, arguing many AI projects fail due to poorly defined returns beyond simple time-savings. They distinguish AI activity from AI value, stressing goal-driven, iterative adoption and measurable milestones executives and CFOs can trust—typically cost savings (growth without headcount) or revenue impact (more leads, faster launches, higher win rates). They walk through ROI approaches for practical scenarios including SOP creation and searchable copilots, marketing email HTML generation, new-hire self-serve process help, AI-assisted RFP drafting, job descriptions and onboarding templates, automated revenue-report narratives, customer success call recaps, contract review prep, and meeting-to-action-item pipelines, emphasizing reduced rework, fewer dropped tasks, better decisions, improved customer satisfaction and retention, and lowered legal and operational costs.
00:00 Live Chat Kickoff
00:14 Defining AI ROI
01:39 Activity Versus Value
02:33 Proving ROI to CFOs
04:19 Measuring After the Fact
06:04 ROI Scenario Challenge
06:42 SOPs and Process Consistency
09:36 Marketing Email Automation
10:49 Onboarding and New Hire Support
12:53 Sales RFP Drafting
13:58 HR Docs and Consistency
15:44 Finance Reporting Summaries
18:55 Customer Success Recaps
20:27 Legal Contract Review
22:06 Meeting Actions and Accountability
24:00 Todd’s ROI Tips
26:02 Wrap Up and Next Episode
In this LinkedIn Live episode, host Kelsey and Todd discuss how to improve AI workflow results by moving beyond vague prompts like “write me a marketing email” and using an iterative approach. Todd shares the CRIT framework (Context, Role, Interview, Task), recommends prompting AI to ask clarifying questions one at a time, and stresses specifying desired outputs such as a Word document, table, or executive summary. They demo a prompt-building tool called Prompt Cowboy and discuss using screenshots or PDFs to extract, simplify, or reformat information, including translating legal documents into plain English. The conversation highlights governance concerns such as AI memory, paid vs. unpaid tools, and avoiding sensitive data like PII, employee information, financials, and health details. Todd also mentions agents for specialized compliance use cases and a voice tool called Whisper Flow for capturing ideas while away from a keyboard.
00:00 Welcome and Setup
00:55 Why Prompts Fail
01:49 CRIT Prompt Framework
04:10 Handling Complex Requests
05:50 Prompt Cowboy Demo
07:58 Iterative Prompting Tips
10:32 Screenshots and Privacy
16:23 Everyday Business Use Cases
19:04 Saved Prompts Debate
26:44 Agents and Compliance
27:53 Wrap Up and Voice Tools
30:05 Outro and Next Episode
Kyle (CEO & President at CIT) and Brett (VP of Technical Sales at Genians) join us to discuss recurring and emerging security challenges, including protecting the inside of the network, visibility into who and what is connected, and meeting audit requirements in regulated industries like credit unions and manufacturing. They discuss how VPN zero-days and compromises render perimeter-only defenses insufficient, emphasizing network access control (NAC), device trust policies, alerts, segmentation, and zero-trust principles such as least privilege. They note many organizations lack accurate asset inventories and are surprised by the number of connected devices, including rogue or unmanaged equipment. For prioritization, they recommend starting with core best practices (firewalls, EDR, MFA) and moving toward NAC and ZTNA-style remote access as VPN risk increases. They also cover budget and complexity barriers, product overlap, analysis paralysis, and practical AI adoption examples like Slack AI and Microsoft Copilot for search.
Learn more about Genians: https://www.citsolutions.net/about-computer-integration-technologies/partners/genians/
00:00 Security Challenges Today
01:18 Inside Network Threats
03:14 VPN Zero Days Defense
04:13 Why Problems Persist
08:40 Prioritizing Security Steps
10:50 Budget and Complexity Barriers
13:34 Hidden Devices Discovery
18:05 Common Missteps and Overlap
19:48 Practical AI Use Cases
24:08 Action Steps and Wrap Up
In the first AI Live chat on LinkedIn, Kelsey interviews CIT President and CEO Kyle about how he uses Claude Code as an agent-based executive assistant running locally on his MacBook. Kyle describes building MCP connectors into business systems like Halo (ticketing/PSA), NetSuite (financials), email, and team chats, plus using “skills” that load only when needed to save tokens and cost. He explains how he prompts in plain language while the AI helps build the setup, and shares examples like generating daily “morning” and end-of-day recaps, creating customer health summaries, and quickly producing spreadsheets to identify inactive customers by correlating invoicing and support data. They discuss rapid shifts in AI-assisted coding, data quality checks, ROI, and how AI may transform roles more than replace them.
00:00 Welcome And Setup
00:47 CEO Nighttime AI Habits
01:45 Building A Local Agent
03:44 Daily Workflow With Claude
05:11 Plain Language Development
07:37 Claude For Everyone
08:54 Skills And MCP Explained
14:19 AI Writing Software Shift
16:59 Productivity ROI Examples
19:56 Quick Hit Use Cases
20:55 Voice Notes to Tasks
21:19 Instant Customer Checkins
23:14 Reengaging Stale Accounts
26:21 Access Permissions and Data Quality
28:07 Validating AI Outputs
29:28 Cost Value and Key Users
31:44 Daily Recap Replacing Dashboards
33:37 Agents and the Future of Work
36:05 Replacing vs Transforming Roles
41:35 Adoption Advice and Wrap Up
Human Oversight, Transparency & What It Means for Global AI Regulation
In this episode, Todd (COO & CISO) and Nate (Director of Cybersecurity) to discuss South Korea’s new AI Basic Act and what it signals for AI regulation globally. They outline the law’s focus on guardrails such as mandatory disclosure when AI is used, clear labeling of AI-generated content, human oversight in high-impact areas (like healthcare and critical infrastructure), and explainability around how AI-driven decisions are made. The conversation compares South Korea’s approach as a middle ground between the EU’s stricter governance (EU AI Act) and the US’s current emphasis on innovation and some AI deregulation, while noting the US has limited election-related rules around deepfakes. They discuss real-world risks like AI errors in allergen data, misleading or harmful AI content, and business impacts including compliance pressure, the importance of human validation, and maintaining an inventory of where AI is used to address “shadow AI.” They also note that South Korea’s fines appear relatively small compared to EU-style penalties, and that broader impact will depend on enforcement and how regulations evolve over the next several years.
00:00 AI Regulation Kickoff
00:26 South Korea AI Act Basics
01:17 Transparency and Labeling Rules
02:22 Elections and Deepfakes
03:21 Real World Risk Examples
04:39 Global Approaches EU US Korea
05:41 How Global Rules Shift
07:20 US Policy Tensions and Lawsuits
09:00 Business Compliance and Fines
10:10 Explainable AI in Banking
11:16 Regulated Marketing Disclosures
13:23 Shadow AI and Inventories
14:33 Explainable AI Expectations
14:46 Disclosure and AI Skepticism
15:50 AI in Customer Delivery
16:29 Code Risk and Accountability
17:18 Hallucinations in Compliance
18:03 Human in the Loop
18:59 Leadership and Validation
19:50 High Stakes Decisions
20:59 Regulation and Enforcement
21:34 Wrap Up and Next Episode
CEO & President Kyle and Graphic Designer & Brand strategist Kelsey explore how prompting has evolved from using AI like a “smarter Google” to structured strategies that deliver sharper, less generic results.
They break down the CRIT framework (Context, Role, Interview, Task), share why detailed context reduces hallucinations, and explain how prompt libraries and model memory speed up repeatable work. The conversation also dives into context engineering with tools like Microsoft 365 Copilot and Google Workspace Gemini to make AI outputs more relevant and secure.
Plus: common prompting mistakes, model comparisons, multimodal inputs, and how to onboard teams without losing brand consistency.
Listen now to level up how you work with AI.
00:00 Prompting Then vs Now: From “Smarter Google” to Strategic Skill
00:39 Why AI Sounds Vanilla: Averages, Models & AI Slop
01:33 Prompt Engineering & the CRIT Framework
02:35 Interview-Style Prompts: Fewer Hallucinations, Better Results
04:10 Garbage In, Garbage Out: Treat AI Like a New Hire
05:04 Let AI Help Write Prompts + Tools & Libraries
07:08 Why One-Liners Fall Flat (Contractor Analogy)
07:55 From Prompts to Systems: Templates & Model Memory
11:21 Context Engineering: Files, Memory & Workplace Data (Copilot/Gemini)
13:27 Over-Prompting: Context Limits & When to Reset
16:26 Set Outcomes, Don’t Micromanage
18:22 Smarter Models: Gemini & Claude Need Less Steering
19:06 Claude Opus vs ChatGPT: Speed vs Detail
20:27 Multi-Model Workflow: Use Each for Its Strength
21:20 Why New Models Feel Smarter
22:11 Ask AI to Improve Your Prompts
24:42 Planning Mode: Structured Builds & AI Interviews
26:13 Training Teams: Frameworks, SOPs & Safe Experimentation
31:47 Multimodal & Voice Prompting (Gemini’s Edge)
33:15 Wrap-Up & What’s Next
In this episode, we are joined by Cole, a Power Platform Developer, and Kelsey, a Graphic Designer and Brand Strategist, to discuss the key differences between various AI models. The conversation emphasizes the importance of trial and error, context, and the specific needs of different departments within a business. We also touch on the practical applications of GPT, Copilot, and other tools, and explore how businesses can better align their AI strategies. Tune in for a deep dive into AI utilities, effective prompting, and strategic decision-making to boost your business productivity and efficiency.
00:00 Introduction to AI Models
00:27 Differences Between AI Models
01:14 Practical Applications and Preferences
03:05 AI Tools and Their Use Cases
04:22 Choosing the Right AI Tool
08:20 Memory and Context in AI
15:24 Effective Prompting and Tone
20:10 Building Context in AI Conversations
22:26 Balancing Business Tools and Employee Preferences
23:40 Understanding the Gap Between Business and Personal Tool Use
24:20 Tailoring Tools to Department Needs
25:55 The Importance of Pilot Programs for AI Tools
28:48 Governance and Safe Use of AI Tools
30:58 The Creative Process of Using AI Tools
34:22 Effective Communication with AI Models
37:04 Conclusion and Future Discussions
From the publisher's feed
Overwhelmed by technology acronyms? Stressing about cybersecurity? Join team members from CIT and their guests as they discuss technology for small to medium businesses.