Founder | GTM consultant | 🔮Intuitive Discovery Trainer | Problem Centric Prospecting | Keynote Speaker

If you've reached this point on my profile you may realize i'm very big on showing up authentically as me. 

My work has centered around helping sales teams master  discovery and problem-centric prospecting so they can not only hit quota but accelerate their careers. Over the past few years, I’ve helped build and lead full-cycle and business development teams that have generated more than $100M in outbound pipeline.

As an early sales hire across multiple SaaS startups, I’ve been deeply involved in testing, refining, and scaling sales motions from the ground up—bridging the gap between experimentation and repeatability.

After 3 years in leadership, i've decided to return to being an individual contributor and deliver the results I used to create within my teams. Most recently was asked to lead emerging markets in a medtech company after setting the company record for the highest ARR attainment in a quarter on the enterprise/MM team.

Beyond the metrics, I’m passionate about reshaping how companies think about business development—moving away from transactional outreach and toward human, insight-driven conversations that actually create value.

Colleagues describe me as outgoing, creative, and relentlessly driven to improve both people and process.

I’m here to build community, drive meaningful change, and connect with others who see sales as both an art and a science. Let’s connect.

Ryan Scalera

🎤 The Sales Rapper | 🦈 EventShark.io

I am a co-founder of Event Shark, a B2B content production company.

As a musician and content creator of 15 years, I leverage my rap and sales skills to create intensely original and relevant content that gets viral attention and inbounds from the ideal customer profile.

Before launching Event Shark, I founded The Sales Rapper, a full-service creative marketing agency that helps B2B and e-commerce brands stand out with music, video, strategy, and flavor-added ABM.

I have partnered with leading platforms such as Vimeo, Salesloft, and Demandbase, and delivered custom videos and live freestyling hybrid shows for offline conferences, events, SKOs, and webinars.

I have 5+ years experience in B2B go to market functions, including strategic and senior account executive roles at Yelp, where I achieved President's Club status and closed multiple six-figure deals. I also have a BA in History from Boston College, and I am natively bilingual in English and Chinese (Mandarin).

My goal is to help B2B companies break through the noise and connect with their audience in a memorable and authentic way. I believe that content is the key to building trust, engagement, and loyalty, and that rap is a powerful medium to convey a message and spark a conversation.

eventshark.io

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The Battle

Ryan Scalera

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