Hustle works… until it doesn’t.

In this episode of Sip & Scale, I sat down with Reed Hansen, CEO of MarketSurge, to talk about what actually breaks when a business starts to scale and why “working harder” quietly stops being the answer.

Reed breaks down what he sees every day working with growing companies: founders grinding nonstop, marketing getting noisier instead of clearer, and teams relying on effort instead of systems. We talk about why growth starts to feel chaotic, how AI fits into scaling without replacing human thinking, and why most businesses don’t have a hustle problem, they have a structure problem.

This conversation isn’t anti-hustle. It’s about knowing when hustle has done its job and when it’s time to shift into systems, process, and leverage.

If you’re scaling a business, managing a team, or wondering why things feel harder than they should, this episode will hit close to home.

What we cover in this episode:

• Why hustle works early on but breaks once complexity increases
• How scaling problems show up as chaos, not lack of effort
• The real role of AI in growth (amplifier, not replacement)
• Why marketing fails when systems don’t exist behind it
• How founders get stuck doing instead of designing
• What sustainable scale actually looks like in practice

🎧 Tune in and rethink how you’re building

Stay tuned for more episodes!

Apple Podcasts | Spotify | LinkedIn | Instagram | Facebook | Youtube | Twitter | Delegate.co

If you’re running your business like a one-person army—doing the emails, the onboarding, the follow-ups, the hiring, the fires, the midnight “urgent” messages—you already know the truth:

You’re not running your business.
Your business is running you.

In this special Thanksgiving episode of Sip & Scale, I sat down with two of the people who keep Delegate running behind the scenes every single day: Jan Vega-Ramos (COO) and Vincent Dan Mijares (Recruitment Manager).

This isn’t just a conversation about hiring VAs.
It’s a conversation about the backbone of modern businesses, the Filipino talent that carries so much of the global workforce with heart, grit, and reliability that’s almost impossible to match.

We talk about the pain points that every founder goes through: the overwhelm, the broken processes, the “I’ll just do it myself” trap, the burnout, the fear of delegating, the endless hiring headaches, and how all of these start to disappear the moment you bring in the right Filipino VA.

Jan and Vincent also pull back the curtain on what really happens inside Delegate.co: how we recruit, how we match talent, how we build remote culture, and why so many founders fail at delegation simply because they hire the wrong way.

And since it’s Thanksgiving, we also talk about gratitude…what we’re thankful for, what we’ve learned, and why building a people-first business will always beat any piece of software or automation.

What You’ll Learn:

👉 Why Filipino VAs are unmatched when it comes to loyalty, initiative, and heart
👉 The mistakes founders make when hiring their first VA
👉 Why working 24/7 is not “hustle”, it’s a system failure
👉 How trust, culture, and communication shape every successful remote team
👉 What most foreign founders get wrong about Filipino talent
👉 Why the Philippines has become the global hub for world-class remote workers
👉 The truth behind talent matching and why hiring fast is the fastest way to fail
👉 The leadership habits that separate scalable companies from struggling ones

This episode is real, raw, and honestly… long overdue.

If you’re scaling, hiring, drowning in tasks, or thinking about bringing on your first VA, this conversation will open your eyes to what’s actually possible.

Filipino talent isn’t just support, it’s your competitive advantage.

Tune in and see why.

Stay tuned for more episodes!

Apple Podcasts | Spotify | LinkedIn | Instagram | Facebook | Youtube | Twitter | Delegate.co

Ever find yourself spending hours on work you know someone else could do—yet you still do it anyway? I’ve been there, and so has my guest, Ben Coleman.

In this episode of Sip & Scale, Ben opens up about how he went from doing everything himself—marketing, guest messaging, operations—to finally realizing that delegation wasn’t optional if he wanted to grow. We dig into how he built a system that allowed him to step out of the weeds, how hiring offshore talent completely transformed his workflow, and why trusting your team (especially your VAs) is the key to long-term success.

We also dive into the realities of running a short-term rental business in today’s market—automation, guest experience, burnout, and why most property managers underestimate the real cost of “doing it all.”

Whether you’re a property manager, entrepreneur, or just tired of feeling like your business runs you, this episode will help you rethink what “letting go” actually looks like.

What You’ll Learn:
👉 Why doing everything yourself is the fastest way to stall your business growth
👉 How to delegate with confidence (and stop micromanaging)
👉 The real ROI of hiring virtual assistants for your STR business
👉 How to use automation and offshore talent to scale sustainably
👉 Why trusting your team gives you more time to focus on strategy
👉 The mindset shift that separates hustlers from true business owners

Tune in now and learn how to stop working harder and start scaling smarter.

Follow Ben and check out his work here:
💻 Happy Guest: https://www.happyguestofficial.com/
📊 Rev and Research: https://www.revandresearch.com/
🔗 LinkedIn: https://www.linkedin.com/in/benjamin-coleman-6256b156/
📸 Instagram: https://www.instagram.com/professorbencoleman/

Stay tuned for more episodes!

Apple Podcasts | Spotify | LinkedIn | Instagram | Facebook | Youtube | Twitter | Delegate.co