What REALLY Holds You Back from Closing More Deals @thefutur
What REALLY Holds You Back from Closing More Deals  @thefutur
Uploaded May 2025 | Updated September 2026, 1 week ago
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In this video, business coach Matt Essam sits down with visual storyteller Alejo Porras for a live sales roleplay that tackles one of the biggest challenges creatives face: confidently selling your services to high-value clients.

In this session, Alejo plays the client: an international stakeholder preparing to hire a visual note-taker for a high-stakes project. Matt, stepping into Alejo’s shoes, roleplays as Alejo, the creative service provider and demonstrates how to lead the conversation with clarity, empathy, and confidence. From setting the tone to navigating objections, this live scenario gives you a front-row seat to a premium client pitch done right.

This episode unpacks the psychology behind premium sales conversations. Matt models how to lead with empathy, reframe limiting beliefs, and build trust—while Alejo responds in real time as a corporate stakeholder with real objections.

âś… How to move from pricing anxiety to pricing authority
âś… Why your client relationships reflect your own internal business dynamics
âś… How to reframe budget questions and shift power dynamics
âś… The subtle psychological shifts that win high-ticket contracts

This is for you if you're a creative pro who's tired of chasing clients and underpricing your work.

📝 If you want to close higher-value clients and stop getting price objections, use Matt’s One Page Sales Framework™️:
resources.mattessam.co.uk/salesframework

Apply to work with Matt:
resources.mattessam.co.uk/creative-life-accelerator

✨ Connect with Matt:
LinkedIn: linkedin.com/in/mattessam

✨ Connect with Alejo Porras:
LinkedIn: linkedin.com/in/alejoporras
Website: alejoporrasart.com

✏️ In this episode:
0:00 - Introduction: Sales Roleplay
1:05 - Meet Alejo
2:00 - Setting the Scene: High-Stakes International Project
3:25 - The Roleplay Starts: The Budget Conversation
5:10 - The Power Dynamic
6:30 - Why Clients Mirror Your Own Boundaries
8:45 - Partner vs. Vendor: A Mindset Shift
10:20 - Pricing, Confidence, and Energy
11:50 - Debrief: What Did Alejo Learn?
13:00 - Matt’s Final Sales Insights for Creatives
14:30 - Recap: Selling Without Selling Out

#salesobjections #pricingstrategy #pricingstrategies #businessgrowth #businessstrategy #businessscaling #creativeagency #entrepreneurship #clientacquisition #getmoreclients #highpayingclients

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What REALLY Holds You Back from Closing More Deals

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