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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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Running a business is hard enough, but running two businesses while being married? That’s a whole different level. In this episode, Ashley and Kyle open up about the hardest parts of building businesses alongside each other, and the conflicts that come with balancing marriage, entrepreneurship, and everything in between. In episode 84, Kyle and Ashley share the behind-the-scenes struggles, the lessons they’ve learned, and how they continue to navigate life as both partners and business owners. If you’ve ever wondered what it’s really like to mix marriage and entrepreneurship, this honest conversation pulls back the curtain. 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 pulls back the curtain on what’s coming up in the next few episodes and shares her personal approach to investing in the right rooms. From the questions she asks herself before saying yes to an event, mastermind, or program, to the way she evaluates whether it’s truly worth the time and money. This is a behind-the-scenes look at how she decides where to show up and who to learn from. If you’ve ever wondered how to choose the right rooms to invest in, or how to avoid wasting money on ones that don’t serve you, you’ll want to hear Ashley’s process. Connect with Ashley: Join the Challenge: Win with Paid Ads Challenge Buy the Book: How to Win with Paid Ads Instagram: @ads.with.ashley YouTube: @ads.with.ashley
In this episode, Ashley Brock shares how working with ICONIC helped her go from boring to branded—and how the right brand builds authority, trust, and unshakable confidence. With backgrounds in TV, stage, styling, and branding - Charla Corn and Emily Loftiss, co-founders of ICONIC, know what it takes to make someone unforgettable! Connect with Ashley: Join the Challenge: Win with Paid Ads Challenge Buy the Book: How to Win with Paid Ads Instagram: @ads.with.ashley YouTube: @ads.with.ashley Connect with ICONIC: ICONIC Instagram: @iconic.by.charlaxloftiss Charla Corn Instagram: @charlacorn Emily Loftiss Instagram: @emilyloftiss Want to work with the ICONIC team: iconicbrandexperience.com Use code: ASHLEY at checkout when you book your brand experience
Do you ever feel like watching what everyone else is doing leaves you second-guessing yourself? You start to question your strategy, your speed, your success—and suddenly you're distracted, discouraged, and disconnected from your own goals. In this episode, Ashley shares what it really means to put on blinders as a business owner. From unfollowing accounts that create doubt to staying laser-focused on the path ahead, this is your permission to protect your momentum, quiet the noise, and run your race. Connect with Ashley: Join the Challenge: Win with Paid Ads Challenge Buy the Book: How to Win with Paid Ads Instagram: @ads.with.ashley YouTube: @ads.with.ashley
Trish Ware, known as Labor Nurse Mama, has over 400k followers and runs two businesses—one where she offers a course to help women have the birth experience they truly want, and another where she coaches women in the healthcare industry. She’s running ads for both, and they’re working—but it didn’t happen overnight. The full story of what’s working especially since she transitioned from hiring an agency to learning it herself is all wrapped up inside this episode with Ashley Brock. Connect with Ashley: Join the Challenge: Win with Paid Ads Challenge Buy the Book: How to Win with Paid Ads Instagram: @ads.with.ashley YouTube: @ads.with.ashley Connect with Trish Ware: Instagram: @iamtrishware Instagram: @labor.nurse.mama
Do you have a service based business? Maybe it's an online service or you offer a local service? If you're tired of doing networking events, direct mail, and relying on referrals, this is for you. Learn how to finally win with paid advertising for your service-based business. Connect with Ashley: Join the Challenge: Win with Paid Ads Challenge Buy the Book: How to Win with Paid Ads Instagram: @ads.with.ashley YouTube: @ads.with.ashley
Amber DeSantis used to spend her days in the classroom teaching high school students—dreaming of the day she could turn her passion for photography into a full-time career. But everything changed when she joined our paid ads training program. In this episode, Ashley sits down with Amber to talk about the fear, mindset shifts, and strategy behind leaving her job, learning paid ads, and building a fully booked photography business. From teacher to thriving photographer, Amber’s story is proof that with the right support and tools, your passion really can pay the bills. Connect with Ashley: Join the Challenge: Win with Paid Ads Challenge Buy the Book: How to Win with Paid Ads Instagram: @ads.with.ashley YouTube: @ads.with.ashley
Have you ever felt guilty for wanting more money? More success? More revenue in your business? In this episode, Ashley opens up about a pivotal moment in her life: a walk with her son in a stroller behind their apartment complex, when she heard a quote that stopped her in her tracks. That simple truth changed everything for her. Ashley shares how that moment reshaped her mindset as a CEO and ads coach. It's not only okay to want more—it's the mindset every Rainmaker should have. Connect with Ashley: Join the Challenge: Win with Paid Ads Challenge Buy the Book: How to Win with Paid Ads Instagram: @ads.with.ashley YouTube: @ads.with.ashley
Katie Lepore used to sprint to her car during lunch breaks just to post on Instagram, hustling to grow a business while juggling a 9–5. But everything changed after she attended the Power of Paid Ads Summit. In this episode, Ashley talks with Katie about the challenges that came with investing in herself and her Squarespace website design business… and what happened after she quit her job. Connect with Ashley: Join the Challenge: Win with Paid Ads Challenge Buy the Book: How to Win with Paid Ads Instagram: @ads.with.ashley YouTube: @ads.with.ashley Connect with Katie Lepore: Instagram: @emberlynco
You don't always have to pay more to get people to PAY MORE attention to your ads. In this episode, Ashley uncovers the real reasons your social media ads are getting skipped, swiped, and ignored — and it's not just up to the algorithm. Discover what your audience actually wants, why attention is the new currency, and how small tweaks can lead to big results. Connect with Ashley: Join the Challenge: Win with Paid Ads Challenge Buy the Book: How to Win with Paid Ads Instagram: @ads.with.ashley YouTube: @ads.with.ashley
These few strategic tweaks to your landing page could boost your conversion rate by 50% or more. Sounds crazy right?! Once your ads are being seen, you have to make sure your landing page has everything needed to close the deal. Ashley Brock shares the exact steps you need to follow to have a winning landing page. Connect with Ashley: Join the Challenge: Win with Paid Ads Challenge Buy the Book: How to Win with Paid Ads Instagram: @ads.with.ashley YouTube: @ads.with.ashley
You know the saying, "the proof is in the pudding?" Well, this applies to your business too. The proof = testimonials. In this episode, Ashley talks about the subconscious power of testimonials and why they're not just “nice to have”—they're non-negotiable in today’s trust-driven economy. Learn how to turn client praise into revenue for days. Testimonials can create a brand people believe in before you say a word... and in this episode, we tell you why and how it can be game-changing for your business. Connect with Ashley: Join the Challenge: Win with Paid Ads Challenge Buy the Book: How to Win with Paid Ads Instagram: @ads.with.ashley YouTube: @ads.with.ashley
In this episode, Katie Schwartz, Technology & Automation Expert and owner of MTHRBOARD, shares how she used ads unlike any other story you’ve heard before. This one thing has led her to double her income in the last 3 months. Learn how Katie finds more business owners looking to automate their data and integrate their systems by using paid ads to stay top of mind, all the time, for prospects who are riiiiight on the fence. Connect with Ashley: Join the Challenge: Win with Paid Ads Challenge Buy the Book: How to Win with Paid Ads Instagram: @ads.with.ashley YouTube: @ads.with.ashley Connect with Katie Schwarts: Instagram: @katieschwartz.co
Can doctors and veterinarians win with their paid ads on Google and Meta? They sure can. Dr. Bimonte is a relief/travel veterinarian who wanted to replace her hospital income with her dog food consulting business. Learn about the strategy she used to make a drastic change in her business in less than 12 months so you can do the same thing, too. Connect with Ashley: Join the Challenge: Win with Paid Ads Challenge Buy the Book: How to Win with Paid Ads Instagram: @ads.with.ashley YouTube: @ads.with.ashley Connect with Dr. Bimonte: Instagram: @the_nontraditionalveterinarian Podcast: The Non-Traditional Veterinarian Podcast
After a decade as a church communications director, Amelia Simmons took a bold step: redefining her career on her own terms. Motivated by the birth of her son, who was diagnosed with Cornelia de Lange Syndrome (CdLS), Amelia knew the traditional 9-to-5 wouldn't work for her family. In this episode, Ashley Brock sits down with Amelia to explore her inspiring journey of building her purpose-driven business through paid ads. Connect with Ashley: Join the Challenge: Win with Paid Ads Challenge Buy the Book: How to Win with Paid Ads Instagram: @ads.with.ashley YouTube: @ads.with.ashley Follow Amelia: Instagram Account(s): @blazestudio.design, @chillson_cdls
We're rebranding! What does a rebrand entail and why does it matter for you and your ads for your six, seven, or eight-figure business? In this episode, you'll discover why Marketing Matters is now Win with Paid Ads. Ashley Brock shares the story behind the name change and dives into why strong branding is critical for business success. Ashley shares why your clients or customers may not trust you... and why it's hurting your ad performance as a small business owner or entrepreneur. Don't lose that trust, because it's hard to regain it, right? Connect with Ashley: Join the Challenge: Win with Paid Ads Challenge Buy the Book: How to Win with Paid Ads Instagram: @ads.with.ashley YouTube: @ads.with.ashley
Kristen Williams worked behind the scenes with some of the largest names in the industry - Tony Robbins, Amy Porterfield, Jeff Walker, Russel Brunsion and more. She was the event strategist behind their multi-million-dollar events. She's the queen of putting together the strategy for you to win on stage. On this episode of the Win with Paid Ads Podcast with Ashley Brock (formerly the Marketing Matters Podcast) Kristen shares her story from resisting paid ads to landing a $30k deal. Find out how she did it and what strategy she used so you can do it, too. Connect with Ashley: Join the Challenge: Win with Paid Ads Challenge Buy the Book: How to Win with Paid Ads Instagram: @ads.with.ashley YouTube: @ads.with.ashley
Have you ever wondered how you should advertise your business if you sell products vs. services? If you're wondering how different your ads should be for both types of companies and which ads you should run first, Ashley Brock dives into all of this in this episode. Connect with Ashley: Join the Challenge: Win with Paid Ads Challenge Buy the Book: How to Win with Paid Ads Instagram: @ads.with.ashley YouTube: @ads.with.ashley
What if your next piece of content could keep working for you, long after you hit publish? Ashley Brock shares a content strategy that successful entrepreneurs swear by. Of course, it all ties into your advertising strategy. Find out the steps you have to take to help you win. Connect with Ashley: Join the Challenge: Win with Paid Ads Challenge Buy the Book: How to Win with Paid Ads Instagram: @ads.with.ashley YouTube: @ads.with.ashley
In this episode, Ashley Brock dives deep into what business owners and entrepreneurs can learn from one of the greatest golf legends of all time, Rory McIlroy. We talk about what mastery really looks like, what it requires, and what it takes to achieve it in golf, life, and yes... paid ads. Connect with Ashley: Join the Challenge: Win with Paid Ads Challenge Buy the Book: How to Win with Paid Ads Instagram: @ads.with.ashley YouTube: @ads.with.ashley
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