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The Web Talk Show

Episodes of The Web Talk Show covering The Web Talk Show. 24 episodes exploring this topic through interviews with industry professionals.

24 episodes

EP 089

Why Throwing More Testers at an App Is Not Always Better

Pramin Pradeep, founder of BotGauge, explains why one company hired 25 QA testers and still hit only 56% coverage, and how AI agents change the math on software testing.

Jul 23, 2026 · 40:07 · with Pramin Pradeep
QASoftware TestingAI Agents +2
EP 088

He Built a Dating App That Has No Swiping (Here's Why)

Richard Decker, founder of Authenti, explains why his dating app drops swiping and public profiles, and why he thinks real connection should start before anyone sees your photo.

Jul 22, 2026 · 44:30 · with Richard Decker
Dating AppsEntrepreneurshipAI +2
EP 087

The One Tool That Replaces Your Whole Affiliate Stack

Alex Standiford, founder of Siren, explains how one incentive engine can run affiliate, referral, sales, and partnership programs without a pile of separate tools.

Jul 21, 2026 · 45:54 · with Alex Standiford
Affiliate MarketingReferral ProgramsSaaS +2
EP 086

The Truth About Company Knowledge. This Is What You're Missing.

Daniel Fallmann, founder of Mindbreeze, argues that most AI projects fail on business knowledge rather than the model. He explains why enterprise AI is really a knowledge problem.

Jun 12, 2026 · 53:43 · with Daniel Fallmann
Enterprise AIKnowledge ManagementRAG +2
EP 085

The Hidden Network That Keeps America's Supply Chain Running

Dean Vicha, president of NationaLease, explains how a 1944-founded network of more than 1,000 family-run truck leasing companies quietly keeps America's supply chain moving.

Jun 11, 2026 · 56:03 · with Dean Vicha
Supply ChainLogisticsTrucking +2
EP 084

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.

Jun 5, 2026 · 31:22
AI StrategySmall BusinessAutomation +2
EP 083

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.

Jun 1, 2026 · 32:39
AI StrategyWorkflowsChatbots +2
EP 082

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.

May 29, 2026 · 28:15
AI AdoptionLeadershipChange Management +2
EP 081

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.

May 28, 2026 · 25:41
AI LegibilityKnowledge CaptureAI Adoption +2
EP 080

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.

May 27, 2026 · 33:21
AI DeploymentWorkflowsSmall Business +2
EP 079

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.

May 25, 2026 · 21:03
AI AdoptionDeploymentSmall Business +2
EP 078

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.

May 19, 2026 · 1:07:14 · with Sheldon Poon
Paid AdvertisingMarketing StrategyMeta Ads +2
EP 076

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.

May 9, 2026 · 1:06:22 · with Mike Carlo
AI AgentsCustom SoftwareSaaS +2
EP 074

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.

Apr 14, 2026 · 1:00:13 · with Daniel Miessler
AnthropicClaude MythosCybersecurity +2
EP 073

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.

Apr 12, 2026 · 1:00:04 · with Tyrus O'Neill
Capital StrategyBusiness GrowthInvestment Readiness +2
EP 072

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.

Apr 10, 2026 · 58:48 · with Travis Malone
AI SecurityAnthropicFrontier Models +2
EP 071

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.

Apr 9, 2026 · 57:30 · with Bianca Riemer
LeadershipExecutive CommunicationInfluence +2
EP 070

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.

Apr 3, 2026 · 1:00:22 · with Matt Middendorp
ESOPBusiness SuccessionEmployee Ownership +2
EP 069

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.

Mar 31, 2026 · 51:39 · with Joshua Gould
AIBusinessLanguage Services +1
EP 068

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.

Mar 27, 2026 · 38:04
Small Business AIAI AgentsBusiness Automation +2
EP 065

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.

Mar 17, 2026 · 43:00
The Web Talk Show
EP 064

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.

Mar 13, 2026 · 50:33 · with Ken Himmler
The Web Talk Show
EP 063

Why Non-Developers Are Building Better Software Than You Think

Most people think software development still requires a developer.

Mar 11, 2026 · 53:51
The Web Talk Show
EP 062

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.

Mar 10, 2026 · 52:41
The Web Talk Show