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.
Ashley sat down with her husband and admitted something most entrepreneurs never say out loud: she thinks she's actually addicted to work. Not the cute hustle-culture version. The real thing. In this episode, Ashley gets honest about: - Why workaholism is the one addiction that gets rewarded instead of treated - The difference between knowing you work too much and actually feeling it - How the drive that built the business became the thing she had to question - What being a present parent really means, and where the gaps were - The reps she's doing now to choose rest over compulsion If something in your chest tightened reading that, that's kind of the point. This one's for you. 🏆 Join the Challenge: Win With Paid Ads Challenge 🎯 Connect with Ashley: @ads.with.ashley 📘 Read the Book: How to Win With Paid Ads
Every week on coaching calls, Ashley hears some version of the same question: I have the data, now what do I do with it? This episode is the exact decision tree she uses with every client to answer it. In this episode, Ashley breaks down: 🔍 The three signals that tell you it's time to scale (and what to do when only some are green) 🔍 Why a 4x ROAS on real spend can be worth more than a 12x on five dollars a day 🔍 The backend leak that looks like a scaling problem but isn't 🔍 When slowing down is the smartest scaling move you can make 🔍 The "do not scale yet" checklist most people skip You'll walk away able to look at your dashboard and make a clean decision instead of an emotional one. 🏆 Join the Challenge: Win With Paid Ads Challenge 🎯 Connect with Ashley: @ads.with.ashley 📘 Read the Book: How to Win With Paid Ads
Emily Judice runs Be That Girl Coaching, and last spring she was getting a lot of advice about her ads. Most of it pointed toward handing the whole thing off to someone else. She decided to own the skill instead, and this episode is what happened next. In this episode, Ashley and Emily get into: 📈 The ad advice Emily got in April, and why she didn't take it 📈 Outsourcing your ads vs owning the skill yourself 📈 The realization that flipped her organic strategy (the people who already knew her vs the people who really needed her) 📈 Why better DM ad lead quality changed everything 📈 The data behind her best month yet, and what it actually paid for: hiring, traveling with family, a new house You'll walk away from this one seeing what it looks like when a business owner stops outsourcing the thing that matters most and decides to own it. Connect with Emily: @thatgirlemilyjudice 🏆 Join the Challenge: Win With Paid Ads Challenge 🎯 Connect with Ashley: @ads.with.ashley 📘 Read the Book: How to Win With Paid Ads
In this episode, Ashley shares exactly how her team is using AI to speed up results, why most people are using it wrong, and the framework that turns generic AI answers into strategic ones. In this episode, Ashley breaks down: 🤖 Why open AI tools give general answers, and what changes when AI is trained on your real data 🤖 Inside Rainmaker AI, the custom tool built on real client data, frameworks, and what's actually worked 🤖 The 4-step prompting framework most people skip: problem, solution, context, and clarity 🤖 How to find the blind spots you didn't know you had 🤖 Where AI fits beyond ads: hiring, time audits, and operations You'll walk away from this episode knowing the difference between using AI and using it strategically, because most AI gives you what should work, and the right setup gives you what has worked. Callan's Course: http://myrootabl.com/r/0wwtkC8k?rootabl=adswithashley 🏆 Join the Challenge: Win With Paid Ads Challenge 🎯 Connect with Ashley: @ads.with.ashley 📘 Read the Book: How to Win With Paid Ads
In this episode, Ashley takes you inside a room of eight-figure women founders, businesses worth $184 million combined, and shares the patterns that showed up in every single one of them. She's not giving away what was said. She's giving you what she learned. In this episode, Ashley breaks down: 🔑 Why not one of these founders scaled to eight figures on organic alone 🔑 Why the fastest growth often comes with the loneliest seasons 🔑 The hardest leadership call they all faced, and how to know when good isn't great anymore 🔑 The counterintuitive move they all made to scale: simplifying instead of adding 🔑 How they're building AI into their companies, and the 4 levels of human value that decide where your people should focus, You'll walk away from this episode with a real picture of what it takes to build at the highest level, plus the Amy Porterfield post that changed Ashley's life and the Julie Solomon invitation that proved she belonged at the table. Callan's Course: http://myrootabl.com/r/0wwtkC8k?rootabl=adswithashley 🏆 Join the Challenge: Win With Paid Ads Challenge 🎯 Connect with Ashley: @ads.with.ashley 📘 Read the Book: How to Win With Paid Ads
In this episode, Ashley walks you through what to do when your ads suddenly stop working, why the instinct to panic and start clicking buttons only makes it worse, and the step-by-step diagnostic she uses to find what actually changed instead of guessing. In this episode, Ashley breaks down: 🔍 Why one or two rough days is noise, not a pattern, and the 7 to 14 day trend that actually matters 🔍 How to define what "stopped working" really means before you change a single thing 🔍 The difference between an ad problem, a funnel problem, and a sales problem 🔍 How to use AI to spot the drop you're missing 🔍 The real reason most people fail (hint: they quit in the season that isn't fun) You'll walk away from this episode knowing how to diagnose a drop instead of guessing at it, which metric to look at first, and how to fix the real problem without thrashing every knob in your account. 🏆 Join the Challenge: Win With Paid Ads Challenge 🎯 Connect with Ashley: @ads.with.ashley 📘 Read the Book: How to Win With Paid Ads
In this episode, Ashley is getting honest about the lie she believed for years: that winning meant staying productive every single minute. She breaks down why rest, fun, and a full life are the engine behind success. In this episode, she breaks down: ✨ Why stress triggers your brain and narrows your ability to think creatively ✨ How relaxation activates the part of your brain that generates your best ideas ✨ What "artist dates" are and why every entrepreneur needs to put them on the calendar ✨ How vacations directly improve business outcomes ✨ Why people buy your energy before your offer ✨ What exhaustion and frustration do to your business without you even realizing it ✨ How ads create the margin you need for more time, more memories, and more life You will leave this episode with a completely new way of looking at rest, creativity, and what it actually means to build a business that funds a life worth living. Connect with Ashley: @ads.with.ashley Join the Challenge: Win With Paid Ads Challenge Read the Book: How to Win With Paid Ads
In this episode, Ashley is back from a Costa Rica trip with a group of high-level business owners, and nothing looks the same. She came home with a completely new standard for her business, her team, her communication, and herself. In this episode, she breaks down: 📈 What a trip to Costa Rica with other business owners revealed about her own standards 📈 Why "good" will never scale or stand out in a crowded market 📈 The shift from wanting to be liked to choosing to be direct, clear, and respected 📈 Why Ashley rewrote her entire company's core values to attract A players and repel B players 📈 How Ashley's team is now required to use AI and what that actually looks like day to day 📈 Why the best entrepreneurs hire based on where they are going, not where they are right now You'll leave this episode with a sharper standard for what you allow in your business, your team, and your life. Connect with Ashley: @ads.with.ashley Join the Challenge: Win With Paid Ads Challenge Read the Book: How to Win With Paid Ads
In this episode, Ashley takes you behind the scenes of her More Than Ads event in Palm Springs that got hit by a windstorm, fell apart in real time, and became the most powerful leadership moment of her year. In this episode, she breaks down: ⚡ How a windstorm destroyed the entire event setup hours before go-time ⚡ What a destroyed event taught a room full of 7 and 8-figure entrepreneurs about leading through adversity ⚡ How Ashley used nervous system regulation when everything went wrong ⚡ The leadership shift that changed everything: stepping back so her team could own their roles ⚡ The 3 C's framework (connection, context, and choice) and how to use it when your team hits a wall You'll walk away from this episode with a real look at what it takes to lead a team, hold your standards, and stay grounded when everything around you is falling apart. Connect with Ashley: @ads.with.ashley Join the Challenge: Win With Paid Ads Challenge Read the Book: How to Win With Paid Ads
In this episode, Ashley breaks down how learning to regulate her nervous system completely changed the way she leads, scales, and shows up in her business. This episode dives into the science behind why high-performing entrepreneurs hit invisible ceilings and what it actually takes to break through them. If you've ever felt like you're white-knuckling your way through growth, constantly putting out fires, or emotionally exhausted even when the numbers look good, this one is for you. In this episode, Ashley breaks down: ⚡ The three nervous system states every entrepreneur needs to understand ⚡ Why your brain tracks your worst moments instead of your averages ⚡ How Ashley reframed scaling challenges as growth instead of personal failure ⚡The "open loop" habit that was secretly running her business (and how she broke it) ⚡Why an urge is data, not a command, and what that means for self-control ⚡ How building capacity as a leader matters more than adding more strategy Connect with Ashley: @ads.with.ashley Join the Challenge: Win With Paid Ads Challenge Read the Book: How to Win With Paid Ads
In this episode, Ashley sits down with Brett Nikula, a seven-figure entrepreneur and licensed therapist who built Solace Counseling Associates into a market-leading practice and launched his online therapy coaching business, Marriage Essentials. Brett shares how mastering Google Ads created a snowball effect that let him own his local market, and walks us through the VIP day he did with Paid Ads Academy, where they rebuilt his online funnel from the ground up with simpler messaging and a strategy built on trust. In this episode, they break down: 🎯 How Brett scaled his local counseling practice and dominated his market with Google Ads 🎯 Why his online funnel was not converting and the shifts they made to fix it 🎯 What a VIP day audit looks like and how it changed Brett's entire strategy 🎯 Why business owners who resist paid ads are leaving serious growth on the table 🎯 The Conflict Cycle framework and what it teaches us about business and relationships If you are a service provider, coach, or entrepreneur trying to scale both locally and online while building something that actually lasts, this episode will meet you exactly where you are. Brett's perspective on relationships, conflict, and growth will challenge the way you think about your business and the people in your life. Connect with Brett: @marriage_essentials Join Brett's Win At Home Masterclass: https://www.marriageessentials.com/wahmasterclass Connect with Ashley: @ads.with.ashley Join the Challenge: Win With Paid Ads Challenge Read the Book: How to Win With Paid Ads
In this episode, Ashley sits down with Catherine Licari to talk about what it really takes to build a business you are in control of. Catherine walks through her journey from working in magazines to starting her first online luxury brand at 25, getting her MBA from Columbia, and creating The Small Business Planner to help entrepreneurs get a clear handle on their finances and operations. In this episode, they break down: 💡 How Catherine used her media background to get press and grow her first brand on a small budget 💡 What she learned in business school about why most retail businesses are not actually making money 💡 Why working with ad agencies made her feel out of touch with her own business, and what she did to fix it 💡 Why learning paid ads is the single best move a business owner can make 💡 Simple tips for product-based businesses on shipping, checkout, and running ads on multiple platforms 💡 How growing a profitable business gave Catherine the freedom to fund her surrogacy journey If you run a product-based business and feel like your ads are not working, this episode will push you to stop handing over control and start owning your results. Catherine's story shows what is possible when you decide to lead your business instead of letting it lead you. Connect with Catherine: @small.business.planner Order Your Own Small Business Planner®: https://smallbusinessplanner.com/ Connect with Ashley: @ads.with.ashley Join the Challenge: Win With Paid Ads Challenge Read the Book: How to Win With Paid Ads
In this episode, Ashley sits down with Joe Hoye, co-founder of Nutritional Career and Coaching Institute and Impact Health Network. Joe shares how he struggled with ads for years, got burned by agencies, and finally decided to take control of his own results. In this episode, they break down: 📈 How Joe cleaned up his sales pages and got rid of what was stopping people from buying 📈 Why making his ads and landing pages consistent changed how people responded 📈 How his conversion rate went from 5% to 27% after one simple audit 📈 How his order bump went from 20% to 67% and upsells jumped from 20% to 50% 📈 How he went from making $91 for every $1,000 spent on ads to making $997 If your ads are running but the numbers are not making sense, this episode will show you exactly where to look and what to fix. Joe's story is proof that when you stop letting others run your business and start owning it yourself, everything can change fast. Connect with Joe: @joe.bestlife Connect with Ashley: @ads.with.ashley Join the Challenge: Win With Paid Ads Challenge Read the Book: How to Win With Paid Ads
In this episode, Ashley shares the 10 books that completely changed how she thinks, leads, and builds her business. In this episode, she breaks down: 📚 The 10 books that shaped how she thinks and operates 📚 The core belief each book teaches 📚 Who each book is for and when to read it 📚 Why identity change always comes before business growth You'll hear lessons on leadership, habits, focus, scaling, delegation, rest, creativity, and thinking bigger than you ever have before. Connect with Ashley: @ads.with.ashley Join the Challenge: Win With Paid Ads Challenge Read the Book: How to Win With Paid Ads
In this client spotlight, Ashley sits down with Dr. Loren Carver, owner of Barbelle Pelvic Rehab, a pelvic floor physical therapy practice in Canton, Georgia. Dr. Carver started her practice after noticing many women in orthopedic care were struggling with pelvic pain, incontinence, and other symptoms that weren't being fully addressed. Over four years, she built a thriving practice and a team of six people, all while educating her community about pelvic health. In this episode, we break down: ✨ How Google Ads helped her generate leads from people actively searching for pelvic floor therapy ✨ How combining Google Ads with Meta retargeting increased her leads by 40–50% ✨ How refining messaging and funnels helped top-of-funnel prospects understand her services ✨ The peace of mind ads provided during personal challenges ✨ Why trusting the process is key to scaling Connect with Dr. Loren: @barbellepelvicrehab @ drlorenofficial Connect with Ashley: Join the Challenge: Win with Paid Ads Challenge Buy the Book: How to Win with Paid Ads Instagram: @ads.with.ashley
In this episode, Ashley shares what she noticed after sitting down with eight-figure entrepreneurs. She breaks down traits she saw in how these entrepreneurs think, decide, and lead, and why success follows these behaviors. In this episode, she breaks down: 💰 Why intentionality changes every meeting, podcast, and piece of content 💰 How consistency builds trust faster than motivation ever will 💰 Why curiosity and learning create more income 💰 How energy, calm confidence, and preparation matter more than hustle 💰 Why long-term thinkers don't quit when things get hard 💰 How self-awareness, speed, and humility build real influence 💰 Why wealthy people think about money differently This episode will challenge you to stop waiting and start embodying the traits of the CEO you want to become. 🎙️ Earn Your Happy Podcast Episode with Lori Harder 🎙️ The Jasmine Star Show Podcast Episode 🎙️ Bolt Farm Treehouse YouTube Video Enjoy your stay at Bold Farm Treehouse Connect with Ashley: Join the Challenge: Win with Paid Ads Challenge Buy the Book: How to Win with Paid Ads Instagram: @ads.with.ashley
In this client spotlight, Ashley sits down with Kelly Bush, owner of Bush Life Agency, who turned her life insurance agency into a 300-agent powerhouse, all while balancing motherhood and the challenges of building a business from home. In this episode, we break down: ✨ How Kelly went from ICU nurse and stay-at-home mom to building a thriving life insurance agency ✨ Why her business isn't just about sales, it's also a personal development company ✨ How embracing coaching and refining her funnel transformed lead flow and recruitment ✨ The Google ads strategy that became her most profitable platform ✨ Why showing up, being coachable, and putting your name in front of people is the fastest way to grow Connect with Kelly: @theonekellybush Connect with Ashley: Join the Challenge: Win with Paid Ads Challenge Buy the Book: How to Win with Paid Ads Instagram: @ads.with.ashley
In this episode, Ashley explains why most business messaging is forgotten and how to create messaging people actually remember. This episode shows you how to speak with confidence, clarity, and authority without overexplaining or copying anyone else. In this episode, she breaks down: ✍🏼 Why people buy energy, not just words ✍🏼 How the brain remembers patterns ✍🏼 What makes a tagline stick in someone's mind ✍🏼 Why copying others weakens your message ✍🏼 How consistency builds trust and faster decisions If you want your message to be clear, confident, and unforgettable, this episode will change how you communicate. Connect with Ashley: Join the Challenge: Win with Paid Ads Challenge Buy the Book: How to Win with Paid Ads Instagram: @ads.with.ashley
If you think paid ads won't work for lawyers… this episode might change your mind. In this client spotlight, Ashley sits down with Laura Wester, criminal defense Lawyer and owner of Laura Wester Law in the Atlanta area. Laura practices criminal defense, DUI, serious traffic cases, protective orders, and driver's license issues. Before this year, she was starting from complete ground zero when it came to advertising. Fast forward to now? She just had an $82,000 month. She generated so many inbound calls from ads that she had to hire an answering service. And she temporarily turned her ads off because the volume was that high. In this episode, we break down: ✨ The test campaign that brought in high-quality local leads ✨ What happens when even a C-level ad strategy creates serious volume ✨ How learning ads gave her peace of mind beyond referrals ✨ Why advertising allows her to be selective about the cases she takes ✨ The mindset shift every business owner needs Laura shares what it was like learning ads from scratch, navigating tech, tracking, and why sticking with it became her proudest accomplishment of the year. If you're relying only on referrals, if you think your industry is "different," or if you've been putting off learning about ads because it feels overwhelming, Laura's story is your proof that it can work. Connect with Laura: @westerlawgeorgia Connect with Ashley: Join the Challenge: Win with Paid Ads Challenge Buy the Book: How to Win with Paid Ads Instagram: @ads.with.ashley
This episode is an honest conversation about why I almost never ask for refunds, and how that single habit has shaped the kind of buyer, leader, and business owner I have become. Why? The way you buy doesn't stop at the transaction. It quietly influences how you show up, what you tolerate, and the kind of people you attract into your business. In this episode, Ashley explores the deeper patterns behind refunds, commitment, and discomfort, and why those patterns often repeat on both sides of the sale. In this episode, she breaks down: 💰 How your buying behavior mirrors the clients you attract 💰 The common pattern behind refund requests she's seen over time 💰 Why discomfort is often mistaken for failure 💰 How buyer identity quietly shapes confidence and leadership Be the buyer you want to attract. Everything else tends to fall into place. Connect with Ashley: Join the Challenge: Win with Paid Ads Challenge Buy the Book: How to Win with Paid Ads Instagram: @ads.with.ashley
