WinsDay

Some businesses are boring. Some audiences are tough.

And some moments in history flip the whole game.

On this WinsDay, we're getting into what real strategy looks like when the stakes are high and the subject matter isn't exactly flashy.

Joining us:

Fairlane Raymundo, CEO of RayCo Media

Jonathan L. Founder of Greenlit Growth Strategies

Together, they’ve built brands that stick, grown businesses others gave up on, and he...

Success online is greater than just having a great product or service.

It's how your business looks, feels, and ranks in search results can make or break your growth.

This WinsDay, Matt Pyke, Managing Director at Fly High Media™, and Alexandr Korshykov, Founder & CEO at DreamX, are breaking down what actually works when it comes to user experience, digital visibility, and business strategy.

Here’s what we’re covering...

1. UX/...

The right strategy can completely change how you connect, sell, and grow. In this episode of WinsDay, we explore what happens when strong branding, thoughtful leadership, and powerful storytelling come together.

Jessie sits down with Stephany Kaufman, Founder of UPBEAT, and Matthew Beaudin, Corporate Director of Innovation at The SSA Group. From closing deals with confidence to building emotional connections through food, this c...

In this episode of WinsDay, we’re digging into the three pillars of sustainable business growth: your people, your strategy, and your time. Whether you’re hiring, leading, or building your brand with video, this conversation brings you real, usable insights.

Joining Jessie are two seasoned leaders:

Robert Weiss, President of MultiVision Digital, who has produced over 800+ business videos that drive engagement and sales.

Justin Lun...

Marketing is changing. Are you keeping up?

CMOs are becoming CROs. Influencer content is now a paid channel. AI is reshaping how we market.

This WinsDay, we’re talking to Robin Emiliani and Kim Murray about what these shifts mean for brands, marketers, and business owners.

What we’re covering:

1. CMO to CRO: The Evolving Role

2. Influencer Content Distribution: A New Paid Channel

3. AI in Marketing: Exciting Opportunities...

Marketing and sales strategies rarely fail due to a lack of ideas. The real problem is execution that falls short, messaging that misses the mark, and plans that don’t evolve with the market.This WinsDay, we’re talking with Amy Kapolnek and Drew Yancey, PhD, two experts who help brands grow, scale, and avoid the mistakes that hold businesses back.If you’re an indie brand founder, a marketing leader, or a business owner looking to r...

Getting your brand noticed is harder than ever. With so much noise online, simply putting content out there isn’t enough. To stand out, you need the right strategy, a clear message, and a way to connect with the right audience.

On this WinsDay, we’re sitting down with Annie Cole and Emily Taffel to talk about marketing that actually gets results. We’re covering everything from testing different strategies to see what works, to g...

We’re excited to welcome Alison Godfrey to this WinsDay event, AND we’ve got another incredible guest joining us: Dean Waye!

Alison Godfrey is a leadership powerhouse with 30+ years of experience, helping leaders grow, navigate change, and step into their full potential. As the Founder & CEO of AG Concierge Executive Coaching, she’s worked with top brands, guiding executives toward excellence.

Dean Waye is a copywriting e...

On this WinsDay, we’re diving into branding, messaging, and marketing strategies with two incredible guests.

Collin Strachan, Co-Founder of Every Mile Creative, specializes in creating powerful visuals and stories for outdoor brands. Based in Alaska, he helps brands connect with their audience through authentic, purpose-driven storytelling.

Doug Flaig, CEO of Stratus Building Solutions, is a business leader with years of experience i...

Let’s talk about what actually moves the needle in business—women.

This week, we are sitting down with Heidi Solomon-Orlick—a B2B sales powerhouse, the founder of GirlzWhoSell, and a fierce advocate for closing the gender gap in revenue-driving roles. With $1.5 billion in closed deals and a track record of helping companies win big, she knows what it takes to create real impact.

Here’s what we’re diving into:

→ Novartis Su...

On this WinsDay, we’re diving into the strategies that matter most... protecting what you’ve built and creating impactful content to drive your brand forward in 2025.

Joining us are two incredible guests:

► Blake Harris – Asset Protection Attorney at Blake Harris Law.

► John Rich – Founder of A Rich Opinion.

Here’s what we’re covering...

→ Offshore Strategies: Protecting Your Assets

→ Content Strategy: Quality vs. Qu...

On this WinsDay, we’re excited to host two inspiring guests. Cathy Yoder, entrepreneur, digital marketer, and YouTube expert, is the creative force behind platforms like CathyYoder.com, EmpoweredCooks.com, and FabulesslyFrugal.com. She’ll share her expertise on how YouTube can help you grow your brand and connect with your audience.

Joining her is Chris Adams, CEO of Ellis Adams Group. Chris is known for helping luxury hotels cr...

Real growth starts with authenticity and innovation.

This session dives into strategies that work in the real world—whether you're building your personal brand, scaling pipelines, mastering SEO, or creating opportunities from scratch.

We’re joined by two incredible experts: Nicole Bernard and Bryan Quoc Le, Ph.D.

Here’s what we’re covering:

1. Personal Branding: Why It Matters Most

2.Reddit Marketing: Building Pipel...

This week’s WinsDay is all about looking back, looking ahead, and learning how to make big moves with Chris Sorenson and Jake Ciccarelli.

Here’s what’s on the agenda...

1. Recap of Calling in 2024

2. Public Relations for Entrepreneurs: Building Trust and Visibility

3. 2025 Outlook for Calling

4. Public Relations: Driving Growth for Entrepreneurs

Simple, actionable, and packed with insights.

If you want to step up your str...

We’re going live with Stefanie Couch and John Benson to talk about what really works in sales and personal branding.

Here’s what they’ll cover:

1. What makes a great Sales Manager (strategies + tactics that work)

2. How to build a business and a personal brand on LinkedIn

3. The key traits of standout AEs, BDRs, and SDRs

4. Tips for scaling your B2B business with influence

5. Budgeting for sales success (and making cash flow simp...

Kick off the New Year with inspiration and insight!

Join us on January 1, 2025, for a special session featuring Kayla Shawn, CEO of The Healthcare Navigator.

Kayla is a visionary leader transforming healthcare by simplifying how patients navigate the system and empowering employers to reduce costs while ensuring quality care.

In this New Year’s Day event, we'll explore:

1. "Reading the Room" - Marketing B...

We’re excited to invite you to our upcoming event on December 18th: Lead Generation Strategies with Jamaal Brown and Jasper Aiken!

We’ll be covering straightforward, real-world strategies for driving leads, including:

1. Generating Leads with Paid Ads

2. Marketing with GoHighLevel

3. Increasing Engagement through Reactivation, Reviews, and Referrals

4. Lead Generation in Agency Work

Whether you’re running an agency or just trying to ...

🚨 LIVE EVENT ALERT! 🚨

This WinsDay, December 4th, I’m flying solo and doing something BIG in real time. Join me as I:

➡️ Build a brand-new website from scratch in just one hour!

➡️ Share my thought process on naming, branding, and whether I’ll set up another LLC.

➡️ Show how I use HighLevel to make it all happen (hint: it’s a game-changer).

Oh, and don’t forget—the Cyber Monday deal is still live, so I’ll touch on how HighLevel can he...