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Win With Paid Ads: Daily Summaries Delivered
by Ashley Brock
Welcome to the Win With Paid Ads® Podcast for entrepreneurs and business owners. This is THE podcast for business owners who KNOW that learning how to get in front of the RIGHT people with the RIGHT message is CRITICAL to a successful business. With the right advertising strategy, there's a way you can exceed your goals SOONER. So if you are great at what you do, but you want to be better at ADVERTISING what you do, you're going to love this. Let's get started.
Latest Episodes
The most recent episodes — sign up to get AI-powered summaries of each one.
- Yesterday22 min
#143 How to Structure Your Team as You Scale: Titles, Promotions & the Org Chart
Ready to build a team that actually scales with you? Join the Win With Paid Ads Challenge: www.paidadscoaching.com/challenge?utm_source=youtube&utm_medium=organic&utm_campaign=description&utm_content= A 28-year-old "COO." A director title handed out because it felt right. Ashley has seen it happen, and she has seen what it costs. In this episode, she breaks down the exact 10-level ascension model Paid Ads Academy uses to level up its 17-person team (soon to add a VP of Operations), and why she believes the title should always lag the behavior, never lead it. Ashley walks through the individual contributor and leadership tracks, why "title is the receipt for work already being done, not an advance on potential," and what she calls the credibility cascade: the quiet cost of a mismatched title on how your whole team gets perceived. In this episode, Ashley breaks down: 📈 The 10 levels of the PAA org chart, from associate to C-suite, and the two career tracks inside them 📈 Why a director title requires 10-15 years of mastery, and what happens when you skip the ladder 📈 The "credibility cascade": how one wrong title quietly downgrades your whole leadership team 📈 Why title should lag behavior (do the work first, the title is the receipt) 📈 How PAA runs promotion, raise, and performance review timelines so no one is guessing You'll walk away with a framework for titling, promoting, and retaining your team so everyone knows exactly where they stand and where they're headed next. Chapters: 0:00 Intro: Stop Giving Titles People Haven't Earned 0:29 Why Corporate Structure Gets a Bad Rap From Founders 1:16 The Problem: No Corporate Background, No Idea What Titles Mean 2:03 Who This Episode Is For 2:44 Corporate Structure Isn't the Enemy, It's How You Scale 3:45 Why Delegation Feels Personal (And Why It Isn't) 5:02 Growing PAA's Team and Hiring a VP of Operations 6:57 The 10 Levels of the Company, Explained 7:51 What Each Level Actually Does (Associate to VP) 9:18 What It Really Takes to Earn a Director Title 10:21 Building the Ascension Ladder Document 10:55 The Risk of Skipping Levels (Director Straight to COO) 11:26 The Real Cost of an Underqualified COO 12:25 Why Your Team Stays Quiet About Bad Titles 13:05 How to Have the Title Readjustment Conversation 14:14 The Demotion That Led to the Best Month Yet 15:09 The Teacher-to-Principal Analogy 15:29 Building Promotion and Raise Ranges Your Team Can Trust 17:54 Titles Lag Behavior, Not the Other Way Around 18:54 The Credibility Cascade 19:13 How to Fix a Mismatched Title 20:53 What It Really Takes to Earn a Promotion 22:07 Final Thoughts and Recap 🏆 Join the Challenge: Win With Paid Ads Challenge 🎯 Connect with Ashley: @ads.with.ashley 📘 Read the Book: How to Win With Paid Ads Disclaimer: Results shown are not typical. Your results depend on your business, offer, budget, and effort.
- 1 weeks ago49 min
#142 Inside a 7-Figure Launch Team: Live Q&A on Ads, Sales, Ops & Scaling
Want the exact ads strategy behind our 7-figure launches? Join the Win With Paid Ads Challenge Consistent seven figure months, a $1.4 million day, and a team that actually runs it. In this episode, Ashley pulls back the curtain on a live Q&A from Launch Your Ads Live, her event for six, seven, and eight figure mastermind clients, where the audience got to grill every department head on the Paid Ads Academy team. Client success, ads, sales, operations, and brand and creative all took the mic to answer real questions from real entrepreneurs in the room, the same questions that are probably running through your head about your own launches right now. In this episode, they break down: 📈 How to re-engage a cold DM audience with voice memos and one-word ad prompts instead of cold outreach 📈 The difference between a business assessment form and a partnership application, and why PAA changed how people get invited to their offer reveal 📈 How to test messaging on Meta before you scale ad spend behind it 📈 What actually works for sales follow-up when leads are urgent versus long-cycle (from law firms to challenge based launches) 📈 How the team delegates, time-blocks, and sets boundaries to avoid burnout during growth phases You'll walk away with a real look at how a 7-figure ads and launch team operates day to day, and a few tactics you can put to work in your own business immediately. Chapters: 0:00 Behind the Curtain: Inside a 7-Figure Launch Team 1:22 Meet the Panel: Team Introductions 2:46 What Each Team Member Actually Owns 6:43 Q: Best DM Nurture Sequence for a Cold Audience 10:28 Q: How to Sell Year-Round Without a Launch 12:48 Q: Client Success & Onboarding Best Practices 16:04 Q: Managing Overwhelm Across Multiple Departments 23:19 Q: When Is Your Messaging Ready to Scale with Ads? 26:53 Q: Hiring for Content, Systems & Video Editing 28:37 Q: Why the Challenge Changed from Partnership App to Business Assessment 31:50 Q: Organizing Your Tech Stack While Wearing Many Hats 35:07 Q: Paid Challenge vs. Free Webinar, What Actually Works 41:44 Q: Launching Ads Into a Brand New Geographic Market 45:21 Q: Fast Sales Follow-Up for Urgent, High-Stakes Leads 48:32 Join the Win With Paid Ads Challenge 🏆 Join the Challenge: Win With Paid Ads Challenge 🎯 Connect with Ashley: @ads.with.ashley 📘 Read the Book: How to Win With Paid Ads Disclaimer: Results shown are not typical. Your results depend on your business, offer, budget, and effort.
- 2 weeks ago25 min
#141 Behind the Scenes of Launch Your Ads Live: The Costs, Hiccups, and Wins No One Shows You
Want the same live coaching and ad strategy Ashley's mastermind clients get in the room? Join the Win With Paid Ads Challenge: http://www.paidadscoaching.com/challenge?utm_source=podcast&utm_medium=organic&utm_campaign=description&utm_content= Everyone shows the highlight reel from Launch Your Ads Live. Ashley is showing you the real behind the scenes instead, including a multiple six-figure investment, a Wi-Fi vendor that didn't deliver despite a five-figure price tag, and the number of team members who flew in to run it. In this episode, Ashley rapid-fires answers to the questions she gets most about her live mastermind event: who runs it, what it costs, what almost went wrong, and why she still chooses an expensive in-person event over doing it all on Zoom. In this episode, she breaks down: 🎤 Who owns the event behind the scenes, and how her operations manager coordinated vendors, catering, décor, AV, and a full team of coaches 💡 The custom AI-powered event app her team built for scheduling and filtered live Q&A, and why it changed the whole experience 🎯 The biggest hiccups, from slide formatting glitches to a Wi-Fi vendor that missed the mark 💰 How client renewals in the room nearly covered the entire cost of the event 📊 The stat behind why 80% of marketers call in-person events their most trusted marketing channel, and why Ashley still invests in the room You'll walk away with an honest look at what it actually takes to run a high-level live event, and why Ashley believes connection in the room is worth the cost even in an AI-driven world. Chapters: 0:00 – Cold Open 0:42 – What Is Launch Your Ads Live? 4:11 – Why In-Person Events Still Matter 4:42 – Who Runs the Event Behind the Scenes 6:16 – What Actually Goes Into Planning It 8:24 – Meet the Coaches and Speakers 9:50 – Full Send: Outfits, Hair, and Styling 10:23 – Quick Challenge Reminder 11:41 – Biggest Challenges and Hiccups 14:07 – Favorite Moments From the Event 15:26 – What Ashley Would Do Differently 17:42 – Client Renewals in the Room 20:03 – The AI-Powered Event App 22:29 – Lessons in Leadership and Growth 24:19 – Join the Mastermind 🏆 Join the Challenge: Win With Paid Ads Challenge 🎯 Connect with Ashley: @ads.with.ashley 📘 Read the Book: How to Win With Paid Ads
- 3 weeks ago23 min
#140 The Real Reason Your Sales Videos Aren't Converting
Ready to sell with more conviction and finally get your ads converting? Join the Win With Paid Ads Challenge: www.paidadscoaching.com/challenge?utm_source=youtube&utm_medium=organic&utm_campaign=description&utm_content= Two coaching calls. Two clients. Two completely different reasons they were avoiding hitting record, and both of them were rooted in a belief they didn't even know they had. In this episode, Ashley breaks down why "lack of conviction causes friction," and why the real reason your videos and ads aren't converting usually has nothing to do with your script. One client believed selling meant her audience got less value. Another believed she was "too old" for people to want to hear from her. Neither belief was true, but both were quietly sabotaging their content before they ever pressed record. In this episode, Ashley covers: 🎯 Why guilt about selling is actually a signal that you're overteaching and underselling 🎯 The exact question to ask yourself to find the belief that's blocking your next move 🎯 Why avoidance is like a check engine light, and the "tape over the light" mistake most people make 🎯 How to record with certainty even when you know not everyone will love it 🎯 The journaling framework Ashley uses to find (and rewrite) the belief underneath the behavior You'll walk away with a simple set of questions to uncover the real reason you're stalling, and a mindset shift to help you show up on camera with the conviction that actually converts. Chapters: 0:00 Why Your Ads and Videos Aren't Converting 0:42 How Ashley Plans Her Podcast Episodes (Using AI) 1:44 The Rhyme: "Lack of Conviction Causes Friction" 2:43 Client Story #1: The Guilt of Selling 4:19 "That's the Problem": Why Guilt Blocks Sales 4:54 Why Charging for Your Offer Is Actually a Gift 5:53 The Real Root Cause of Hesitation 6:25 Ashley's Own Avoidance Story (Instagram) 8:18 You're Not Lazy, You're Conflicted 8:42 Avoidance Is Like a Check Engine Light 9:14 Client Story #2: "I Feel Like I'm Too Old" 11:34 Remember: Beliefs Don't Have to Be Facts 13:00 How to Channel Certainty Before You Hit Record 13:42 Join the Win With Paid Ads Challenge 16:07 You'll Never Make 100% of People Happy 18:18 Staying Quiet Is the Selfish Choice 19:22 The Root Cause Framework: 5 Questions to Ask Yourself 21:41 Share Your Belief With Ashley 22:02 Subscribe & Leave a Review 23:02 Final Words of Encouragement 🏆 Join the Challenge: Win With Paid Ads Challenge 🎯 Connect with Ashley: @ads.with.ashley 📘 Read the Book: How to Win With Paid Ads
- 4 weeks ago28 min
#139 "I Don't Have Time for Ads": Why That Excuse Is Costing You Money
Tired of telling yourself you don't have time for ads? Join the Win With Paid Ads Challenge: www.paidadscoaching.com/challenge?utm_source=youtube&utm_medium=organic&utm_campaign=description&utm_content= "I don't have time" is one of the most expensive lies you can tell yourself, and Ashley is proving it with math. In this episode, she breaks down why the time objection is almost never actually about time, and walks through the exact reframes she uses with clients (and herself) to spot what's really going on underneath it. From a one-hour reel that dies in two days versus a one-hour ad that compounds for months, to the Google Calendar time audit she has clients run with Claude, this episode is a full toolkit for finding the hours you swear you don't have. In this episode, Ashley breaks down: 💰 The ROI math on organic vs. paid: why one hour spent on an ad can outperform four to six hours spent on a reel ⏱️ How to run a real time audit (and use Claude connected to your calendar to find your own blind spots) 🧠 The three real reasons hiding under "I don't have time," and the different fix for each one 📈 Why advertising is the job of the CEO, and why outsourcing it without understanding it is bleeding your ad dollars 🎯 How to sell yourself in or out of the excuse using real examples from Alex Hormozi and Ryan Reynolds You'll walk away with a new answer for yourself (or anyone considering working with you) the next time "I don't have time" shows up, and a clear next step for finding the time anyway. Chapters: 0:00 – Time Is a Symptom, Not the Disease 0:36 – "I Don't Have Time" Is the Most Expensive Lie You Tell Yourself 1:38 – Proving the Time Objection Wrong With Math 3:40 – Meet Ashley + the Win With Paid Ads Challenge 5:15 – The 3 Real Reasons Hiding Under "I Don't Have Time" 5:56 – The ROI Math: One Reel vs. One Ad 8:37 – Organic Is a Treadmill, Ads Are an Escalator 9:05 – The Time Audit: Using Claude + Your Google Calendar 11:34 – Habit Stacking and Structuring Your Week 12:43 – Do the Uncomfortable Work First 14:10 – Reminder: Join the 5-Day Challenge 14:41 – Advertising Is the Job of the CEO 16:01 – Why Outsourcing Without Understanding Bleeds Your Ad Dollars 18:13 – Ashley's Growth Story: $200K to $15M 19:09 – Your Greatest ROI: Understanding Ads Enough to Direct Your Team 20:33 – Give Your Excuse Equal Air Time 23:06 – Hormozi's $3K Bet and Ryan Reynolds' Mint Mobile Exit 25:12 – The 4 Buyer Types and the Ad Math That Changes Minds 27:33 – Find 30 Minutes, Protect It, and Join the Challenge 🏆 Join the Challenge: Win With Paid Ads Challenge 🎯 Connect with Ashley: @ads.with.ashley 📘 Read the Book: How to Win With Paid Ads
- Oct 2, 202631 min
#138 Split Testing Your Ads: The Exact Metrics That Prove What's Working
Tired of guessing if your funnel is actually working? Join the Win With Paid Ads Challenge: www.paidadscoaching.com/challenge?utm_source=youtube&utm_medium=organic&utm_campaign=description&utm_content= If you are not testing, you are guessing, and that is probably stressing you out. In this episode, Ashley pulls back the curtain on the exact split test her team just ran on their own funnel (video vs. non-video, one master class title vs. another) and breaks down the real benchmarks she uses with her six, seven, and eight figure mastermind clients to know when a funnel is actually broken. Think of it like a doctor running lab tests: what numbers tell you where the problem is, what's a good baseline, and when you actually have enough data to make a call. In this episode, Ashley breaks down: 📊 The minimum sample size (and timeframe) you need before declaring a test winner 📊 Click-through rate and view rate benchmarks that tell you if you have the right audience 📊 Show up rate, hold rate, and conversion rate benchmarks for a free master class or challenge 📊 Why changing video vs. static image and a single title tested a 20%+ lift in results 📊 How to use Claude to audit your own sales call or webinar transcript for blind spots You'll walk away with the exact numbers to benchmark your own funnel against, and a clear next step to pick one metric and start testing instead of guessing. 🏆 Join the Challenge: Win With Paid Ads Challenge 🎯 Connect with Ashley: @ads.with.ashley 📘 Read the Book: How to Win With Paid Ads
- Sep 24, 202633 min
#137 Callan Faulkner: She Spent $1M on Ads, Made $19M in 6 Weeks
🏆Ready to learn the same paid ads method we taught to Callan? Join the Win With Paid Ads Challenge: https://paidadscoaching.com/challenge-2 She spent a million dollars on ads and generated $19 million in six weeks. In this episode, Ashley pulls back the curtain on Launch Your Ads Live, her exclusive event for six, seven, and eight figure mastermind clients, with a live Q&A featuring Callan Faulkner, founder of The Uncommon Business and the #1 AI education company in the world. Ashley and Callan get into the real math (and mindset) behind scaling ad spend fast, plus how to build an AI-powered team that can actually keep up with that kind of growth. In this episode, they break down: 🤖 How Callan scaled ad spend to $1M without tanking performance, and the exact CPA threshold she uses to stay calm while scaling 🤖 Why "data over drama" is the mindset shift that separates six figure spenders from eight figure spenders 🤖 The AI employee framework Callan uses to run a $20M+ company, including how she deploys shared skills across an entire team 🤖 How to build AI systems for service based businesses, not just admin work (with a live example for a Spanish immersion school) 🤖 Why AI isn't replacing jobs, it's replacing the businesses that refuse to adapt You'll walk away with a clearer read on your own numbers, and a real framework for putting AI to work in your business instead of just talking about it. 🚀 Work with Callan: The Uncommon Business 🤝 Connect with Callan: @callanfaulkner 🏆 Join the Challenge: Win With Paid Ads Challenge 🎯 Connect with Ashley: @ads.with.ashley 📘 Read the Book: How to Win With Paid Ads
- Sep 24, 202633 min
#137 Callan Faulkner: She Spent $1M on Ads, Made $19M in 6 Weeks
🏆Ready to learn the same paid ads method we taught to Callan? Join the Win With Paid Ads Challenge: http://www.paidadscoaching.com/challenge?utm_source=youtube&utm_medium=organic&utm_campaign=description&utm_content= She spent a million dollars on ads and generated $19 million in six weeks. In this episode, Ashley pulls back the curtain on Launch Your Ads Live, her exclusive event for six, seven, and eight figure mastermind clients, with a live Q&A featuring Callan Faulkner, founder of The Uncommon Business and the #1 AI education company in the world. Ashley and Callan get into the real math (and mindset) behind scaling ad spend fast, plus how to build an AI-powered team that can actually keep up with that kind of growth. In this episode, they break down: 🤖 How Callan scaled ad spend to $1M without tanking performance, and the exact CPA threshold she uses to stay calm while scaling 🤖 Why "data over drama" is the mindset shift that separates six figure spenders from eight figure spenders 🤖 The AI employee framework Callan uses to run a $20M+ company, including how she deploys shared skills across an entire team 🤖 How to build AI systems for service based businesses, not just admin work (with a live example for a Spanish immersion school) 🤖 Why AI isn't replacing jobs, it's replacing the businesses that refuse to adapt You'll walk away with a clearer read on your own numbers, and a real framework for putting AI to work in your business instead of just talking about it. 🚀 Work with Callan: The Uncommon Business 🤝 Connect with Callan: @callanfaulkner 🏆 Join the Challenge: Win With Paid Ads Challenge 🎯 Connect with Ashley: @ads.with.ashley 📘 Read the Book: How to Win With Paid Ads
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About Win With Paid Ads
Welcome to the Win With Paid Ads® Podcast for entrepreneurs and business owners. This is THE podcast for business owners who KNOW that learning how to get in front of the RIGHT people with the RIGHT message is CRITICAL to a successful business. With the right advertising strategy, there's a way you can exceed your goals SOONER. So if you are great at what you do, but you want to be better at ADVERTISING what you do, you're going to love this. Let's get started.
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