Win With Paid Ads – Details, episodes & analysis

It's the biggest shopping week of the year — and Ashley is breaking down how to win with paid ads during the Turkey Five (Thanksgiving Day through Cyber Monday).

In this episode, Ashley shares her top Black Friday and Cyber Monday ad tips — from timing and creative strategy to understanding buyer psychology during this fast-paced five-day shopping window.

She dives into why most people are last-minute shoppers, how to make purchasing as easy and seamless as possible, and what ad strategies actually move the needle during this season.

You'll learn:
🦃 What the "Turkey Five" means for your ad strategy
💸 How to stand out in a flooded Black Friday feed
🛍️ The key to converting last-minute buyers
⚡ Ashley's go-to campaign setup tips for higher ROI

If you're running Facebook, Instagram, or Google ads this holiday season, this episode will help you plan smarter and capture the rush when people are ready to buy.

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 sits down with her Executive and Personal Assistant, Rose, for an honest conversation about what it's really like to manage both sides of her world — business and personal.

Rose shares how she originally pitched herself for the role after connecting with Ashley through her husband (who happens to work with Kyle, Ashley's husband), and how that bold move turned into a full-time position that blends both professional strategy and personal support.

Together, they discuss the balance between being an EA and a PA, how some weeks are heavy on business operations and team support, while others lean more into household management and personal logistics.

If you've ever wondered what it looks like to have (or be) an assistant who keeps the CEO running smoothly in every area of life, this episode pulls back the curtain on the rhythms, challenges, and trust that make it all work.

House Manager and Executive/Personal Assistant Resources

https://www.paidadscoaching.com/house-manager

Connect with Ashley:

Join the Challenge: Win with Paid Ads Challenge

Buy the Book: How to Win with Paid Ads

Instagram: @ads.with.ashley

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

YouTube: @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.

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