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The Web Talk Show

Episodes of The Web Talk Show covering The Web Talk Show. 49 episodes exploring this topic through interviews with industry professionals.

49 episodes

The registered agent mistake that puts your house at risk EP 113 1:24:17

The registered agent mistake that puts your house at risk

Bobby Casey, founder of Business Anywhere, explains what a registered agent does, why filing an LLC with your home address puts your family in the lawsuit, and how a $150 service would have stopped an $800,000 settlement.

Oct 27, 2026 · with Bobby Casey
Chatbots forget. Always-on AI agents keep working. EP 112 34:04

Chatbots forget. Always-on AI agents keep working.

In this solo episode, Armando explains why AI chats forget and how always-on agents like Grokbot keep working between conversations, with real examples from SEO, email and a family calendar.

Oct 23, 2026
Why car dealers compete with dealers of their own brand EP 111 57:39

Why car dealers compete with dealers of their own brand

Todd Katcher, CPO of Zoney Digital Signage, explains how two Toyota dealers buy the same car at the same price and still fight each other for your business, and what the waiting room TV has to do with it.

Oct 19, 2026 · with Todd Katcher
Hackers took over his phone number for 61 minutes EP 110 2:37:09

Hackers took over his phone number for 61 minutes

Mark Kreitzman of Efani shares how a SIM swap took over his phone number in 61 minutes, and why a mobile carrier built for security can stop that attack.

Oct 18, 2026 · with Mark Kreitzman
Pre-IPO investing has needed $100K. Blockchain could lower that to $1 EP 109 53:54

Pre-IPO investing has needed $100K. Blockchain could lower that to $1

Chan Ahn, founder of Tessera, explains why private markets have been closed to most people and how putting private company exposure on the blockchain could open them from $1.

Oct 14, 2026 · with Chan Ahn
Why Smart People Fall for Scams and How to Protect Yourself EP 108 57:49

Why Smart People Fall for Scams and How to Protect Yourself

Robert Siciliano of Protect Now explains how criminals pick their targets, why manufactured urgency works on smart people, and the three basics that make you a much harder target.

Oct 7, 2026 · with Robert Siciliano
How Home Service Contractors Rank in the Google Map Pack EP 107 42:58

How Home Service Contractors Rank in the Google Map Pack

Jonah Bautista of Atlanta Pro Network explains how home service contractors can show up in Google's map pack with free settings, more reviews, and a fuller list of services, often within 30 days.

Oct 7, 2026 · with Jonah Bautista
Lean Six Sigma and AI for Root Cause Problem Solving EP 106 45:32

Lean Six Sigma and AI for Root Cause Problem Solving

Vishwadeep Khatri, founder of Benchmark X360, explains Lean Six Sigma in plain terms and why its habit of finding the root cause matters even more now that AI is doing so much of the work.

Oct 6, 2026 · with Vishwadeep Khatri
Email Marketing Hero Image and AI Personalization for Small Business EP 105 53:12

Email Marketing Hero Image and AI Personalization for Small Business

R.J. Talyor, founder of Backstroke, explains why the hero image at the top of a marketing email gets almost half the clicks, and how AI can build a different version of each email for every subscriber.

Oct 1, 2026 · with R.J. Talyor
Zenvoya AI Travel Assistant for Flights, Hotels and Trip Delays EP 104 46:51

Zenvoya AI Travel Assistant for Flights, Hotels and Trip Delays

Vipul Doshi, founder of Zenvoya, explains how his AI travel assistant finds flights and hotels that fit what you care about, and keeps helping once you're on the road.

Sep 30, 2026 · with Vipul Doshi
Financial Planning for Entrepreneurs to Avoid Surprise Tax Bills EP 103 50:27

Financial Planning for Entrepreneurs to Avoid Surprise Tax Bills

Rebecca Irey, founder and CEO of Blue Skye Financial, explains why so many entrepreneurs skip financial planning and get hit with a surprise bill at year end, and how to pick an advisor who plans ahead.

Sep 12, 2026 · with Rebecca Irey
Phishing Training for Small Business Teams with Craig Taylor EP 102 48:15

Phishing Training for Small Business Teams with Craig Taylor

Craig Taylor, co-founder of CyberHoot, explains why fake phishing tests that end in a meeting with HR can backfire, and how positive reinforcement helps employees spot real attacks.

Sep 9, 2026 · with Craig Taylor
Validate Your Business Idea Before Building the Platform EP 101 41:11

Validate Your Business Idea Before Building the Platform

Alberto Padilla, founder of Briq.mx, explains how he launched a regulated real estate crowdfunding platform in Mexico with a static site and a hand-updated progress bar, long before building any real infrastructure.

Aug 17, 2026 · with Alberto Padilla
Growth Equity Explained: When to Raise Money for Your Business EP 100 55:00

Growth Equity Explained: When to Raise Money for Your Business

Melanie Nabar, Principal at Volition Capital, explains how growth equity works and why raising a big round can still leave a founder with nothing at exit. She also covers when it makes sense to raise money and when to wait.

Jul 25, 2026 · with Melanie Nabar
AI Software Testing vs Hiring More QA Testers for Web Apps EP 099 40:07

AI Software Testing vs Hiring More QA Testers for Web Apps

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 · with Pramin Pradeep
Building a No-Swipe Dating App With AI on a Small Budget EP 098 44:30

Building a No-Swipe Dating App With AI on a Small Budget

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 · with Richard Decker
Run Your Affiliate and Referral Programs From One Tool EP 097 45:54

Run Your Affiliate and Referral Programs From One Tool

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 · with Alex Standiford
The Truth About Company Knowledge. This Is What You're Missing. EP 096 53:43

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 · with Daniel Fallmann
The Hidden Network That Keeps America's Supply Chain Running EP 095 56:03

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 · with Dean Vicha
Burn Tokens, Not Headcount: How Small Teams Should Hear That AI Phrase EP 094 31:22

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
Why Your First AI Project Probably Shouldn't Be a Chatbot EP 093 32:39

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
Does Your Company Already Have An AI Champion? EP 092 28:15

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
If It Wasn't Recorded, It Didn't Happen to Your AI EP 091 25:41

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
From Demo to Deployment: Where Most Companies Get Stuck EP 090 33:21

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
The Small Business AI Bottleneck is Deployment EP 089 21:03

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
Why Your Ads Are Failing Before You Spend a Single Dollar EP 088 1:07:14

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 · with Sheldon Poon
Hyper-Personalized Tooling: The Next Era of Software EP 086 1:06:22

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 · with Mike Carlo
FSBO Explained: What the Industry Doesn't Tell You About Selling Your Own Home EP 085 49:38

FSBO Explained: What the Industry Doesn't Tell You About Selling Your Own Home

Former real estate agent Tim Street explains how homeowners can sell their own homes, what happens behind the scenes in a sale, and why bad photos can cost more than a commission.

May 8, 2026 · with Tim Street
Why Your AI Translation Is Losing Spanish-Speaking Customers EP 084 54:27

Why Your AI Translation Is Losing Spanish-Speaking Customers

Christina Spaulding of Manzanita Marketing explains why a language toggle isn't enough to serve Spanish-speaking customers, and how localization goes beyond translation.

May 7, 2026 · with Christina Spaulding
The One Question to Ask Before You Post Anything: Who Are You Actually Talking To? EP 083 1:05:54

The One Question to Ask Before You Post Anything: Who Are You Actually Talking To?

Filmmaker turned brand strategist Jake Isham explains what separates business owners whose content grows from the ones who stall out, starting with who you're actually talking to.

May 6, 2026 · with Jake Isham
Yes or No to Fractional CFO? (answer: it depends) EP 082 51:32

Yes or No to Fractional CFO? (answer: it depends)

Nate Littlewood, founder of Future Ready CFO, explains why so many founders feel stuck with money even as sales grow, and when a fractional CFO makes sense.

Apr 22, 2026 · with Nate Littlewood
Ruby on Rails and AI at a Software Company with Benito Serna EP 081 57:10

Ruby on Rails and AI at a Software Company with Benito Serna

Benito Serna, CTO of the real estate crowdfunding platform Briq, explains how his small team builds with Ruby on Rails and AI, and shares tips for owners who want to build their own tools.

Apr 22, 2026 · with Benito Serna
Why I'm Burning Down Every SaaS Tool in My Business With AI Agents EP 080 52:11

Why I'm Burning Down Every SaaS Tool in My Business With AI Agents

Armando and Mike Carlo share how they're replacing SaaS tools with simple custom apps that AI agents can use, and why that change is good news for service businesses.

Apr 20, 2026 · with Mike Carlo
The Real Reason Financial APIs Are Losing Their Moat EP 079 54:01

The Real Reason Financial APIs Are Losing Their Moat

Tommy Cotter from Benzinga explains how stock market news APIs work, how small builders can get started, and why prediction markets like Polymarket and Kalshi are drawing so much attention.

Apr 20, 2026 · with Tommy Cotter
Are We Ready For Claude Mythos? A Cybersecurity CTO's Perspective EP 077 1:00:13

Are We Ready For Claude Mythos? A Cybersecurity CTO's Perspective

Eran Medan 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 · with Eran Medan
Your Business Is an Asset, Not Your Baby: Lessons from a Capital Strategist EP 076 1:00:04

Your Business Is an Asset, Not Your Baby: Lessons from a Capital Strategist

Tyrus Shivers 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 · with Tyrus Shivers
Anthropic Claude Mythos: Should We Be Scared? Or Not? EP 075 58:48

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 · with Travis Malone
2 Minutes and 3 Slides: How to Win Over a Boardroom EP 074 57:30

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 · with Bianca Riemer
How Employee-Owned Companies Grow 2.5% Faster (And Pay Less Taxes) EP 073 1:00:22

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 · with Matt Middendorp
Why AI Companies Are Selling at a Loss on Purpose EP 072 51:39

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 · with Joshua Gould
The Five Finger Framework: 75 Content Ideas You Already Have EP 071 1:06:40

The Five Finger Framework: 75 Content Ideas You Already Have

Jimi Gibson of Thrive Internet Marketing Agency shares how a childhood in magic shaped his marketing, why founders who show up on camera are gaining ground, and his five finger framework for content ideas.

Mar 27, 2026 · with Jimi Gibson
Small Business AI: Where to Start If You're Not a Tech Person EP 070 38:04

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
What agentic AI means for your small business EP 069 41:11

What agentic AI means for your small business

Armando explains what agentic AI is, how it differs from a regular chatbot, and how a small business can start by handing repetitive tasks to an AI agent.

Mar 25, 2026
How to Raise Millions From Retail Investors Using Digital Marketing (with Jason Fishman) EP 066 43:00

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
Why Your Financial Advisor Is Giving You Little League Coaching on a Pro Budget EP 065 50:33

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 · with Ken Himmler
Why Non-Developers Are Building Better Software Than You Think EP 064 53:51

Why Non-Developers Are Building Better Software Than You Think

Most people think software development still requires a developer.

Mar 11, 2026
Vibe Coding vs. Enterprise Software: Where the Security Line Really Is EP 063 52:41

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 · with Nir Valtman
You have no idea what AI is doing to software EP 057 23:50

You have no idea what AI is doing to software

Armando streams live from a podcast studio app his team built in about 24 hours and explains how AI tools like Claude Code are changing the way software gets built and fixed.

Feb 7, 2026
Crafting an LMS That’s Tailored to Your Company EP 010 34:17

Crafting an LMS That’s Tailored to Your Company

Armando explains what a learning management system (LMS) does for a company and how to shape a tool like LearnDash so courses fit the way your team or students actually learn.

Feb 22, 2025