The Web Talk Show
Episodes of The Web Talk Show covering The Web Talk Show. 19 episodes exploring this topic through interviews with industry professionals.
19 episodes
Burn Tokens, Not Headcount: How Small Teams Should Hear That AI Phrase
A phrase from a recent AI talk is making the rounds. Armando reframes 'burn tokens, not headcount' into a useful question for small business owners.
Why Your First AI Project Probably Shouldn't Be a Chatbot
Chatbots look impressive, but if your workflows are broken a chatbot just moves the bottleneck. Armando explains how to pick the right first AI project.
Does Your Company Already Have An AI Champion?
Most companies fail at AI because nobody owns the messy middle. Armando explains why every business needs an internal AI champion and what the role looks like.
If It Wasn't Recorded, It Didn't Happen to Your AI
Your business knows more than your systems do. Armando explains AI legibility, the missing piece behind stalled AI projects, and what knowledge to capture.
From Demo to Deployment: Where Most Companies Get Stuck
Buying an AI tool is easy. Changing the workflow is hard. Armando breaks down the gap between demos and deployment, plus a seven-question readiness test.
The Small Business AI Bottleneck is Deployment
Most companies already have AI. The real gap is deployment. Armando breaks down why so few have a mature rollout and how to pick the first workflow to improve.
Why Your Ads Are Failing Before You Spend a Single Dollar
Sheldon Poon of Drive Marketing explains why ads are the last step instead of the fix, and what real strategy looks like before you spend your first dollar.
Hyper-Personalized Tooling: The Next Era of Software
Mike Carlo joins Armando to explain hyper-personalized tooling, the shift from renting SaaS to building small custom tools that fit your exact problem, and why agents should create software rather than run it.
Are We Ready For Claude Mythos? A Cybersecurity CTO's Perspective
Daniel Miessler joins Armando to unpack Anthropic's Claude Mythos, what it signals about the next phase of AI capability, and why cybersecurity leaders should already be preparing for models like this.
Your Business Is an Asset, Not Your Baby: Lessons from a Capital Strategist
Tyrus O'Neill explains why founders need to think like capital strategists, how to position a business for real investment, and why emotional attachment can block growth or exit opportunities.
Anthropic Claude Mythos: Should We Be Scared? Or Not?
Travis Malone returns to discuss Anthropic's unreleased Mythos model, what made it a leap in autonomous capability, and why businesses should be paying attention to AI security posture right now.
2 Minutes and 3 Slides: How to Win Over a Boardroom
Bianca Riemer shares how new leaders can communicate with more influence, frame ideas around what the audience cares about, and present with clarity instead of drowning people in slides.
How Employee-Owned Companies Grow 2.5% Faster (And Pay Less Taxes)
Matt Middendorp breaks down ESOPs, why employee-owned companies can outperform peers, and how business owners can think about succession without defaulting to private equity.
Why AI Companies Are Selling at a Loss on Purpose
Joshua Gould, CEO of The Big Word, breaks down why AI is an evolution not a revolution, why most AI companies are losing money on purpose, and what businesses should actually do instead of panicking.
Small Business AI: Where to Start If You're Not a Tech Person
AI agents are no longer a future concept reserved for big tech companies. They're already changing how small businesses handle invoices, manage inventory, generate reports, and interact with their own tools.
How to Raise Millions From Retail Investors Using Digital Marketing (with Jason Fishman)
Most founders think raising capital means pitching VCs and hoping for a yes.
Why Your Financial Advisor Is Giving You Little League Coaching on a Pro Budget
Most people do not upgrade their financial coaching even after they upgrade their wealth, and it is quietly costing them millions.
Why Non-Developers Are Building Better Software Than You Think
Most people think software development still requires a developer.
Vibe Coding vs. Enterprise Software: Where the Security Line Really Is
Most people using AI to build software are not thinking about security, and neither is the AI.