🎙️ In this episode, we sit down with Kyle Wilson — Founder & Managing Partner of 2iC Ventures and the strategic force behind AI-native business transformation in both tech startups and frontline services. From launching Azure Marketplace at Microsoft to scaling Design Pickle into a nine-figure AI-powered creative platform, Kyle has lived at the intersection of product innovation, operational excellence, and value creation.

At 2iC Ventures, Kyle combines private equity-style acquisitions with deep AI transformation advisory. He’s helping service businesses become tech-enabled and guiding AI startups on product strategy, monetization, and go-to-market optimization. Previously, as CPO/COO of Design Pickle, Kyle led the development of a generative + agentic AI platform stack (GPT-4, DALL·E, Midjourney, etc.)—achieving 70% client AI adoption and a 300% revenue surge.

We unpack his frameworks for value creation, platform strategy, and why “AI-native” transformation isn’t just about automation—it’s about rethinking your entire operating model.

🔍 Topics we cover:

• AI-powered operational excellence for services

• Scaling creative platforms with agentic AI

• How to position AI startups for growth

• Product-led growth meets private equity

• Lessons from building at Microsoft & Cisco

🧠 A must-listen for AI founders, product leaders, and investors navigating the next wave of AI-driven business transformation.

#AITransformation #PrivateEquity #AIProductStrategy #KyleWilson #AgenticAI #StartupPodcast #DesignPickle #GTM #GenerativeAI

🎙️ In this episode, we chat with Christopher Silvestri — founder of Conversion Alchemy and one of the most unique minds at the intersection of UX, copywriting, and AI. With a background in software engineering and a deep fascination for human behavior, Chris helps SaaS and eCommerce companies turn more visitors into customers by blending psychological insight with conversion science.

Chris has worked with brands like MicroAcquire, AppSumo, and various 7- and 8-figure businesses to uncover what truly drives user decision-making. Through Conversion Alchemy, he fuses qualitative research, Jobs-to-Be-Done, and voice-of-customer data with precision copy and user-centric design.

Now, he's integrating AI tools into his workflow — from analyzing customer interviews faster to crafting emotionally resonant messaging that scales. Chris shares how he uses LLMs to augment creativity (not replace it), streamline CRO audits, and build frameworks that balance automation with human empathy.

This episode is packed with actionable insights for copywriters, UX designers, and SaaS marketers aiming to stay ahead in an AI-enhanced landscape.

🔍 Topics we cover:

• AI-assisted voice-of-customer research

• Conversion-focused UX & copy principles

• Jobs-to-Be-Done + LLMs

• Prompt engineering for CRO

• Freelancing at the edge of human + machine

🧠 Don’t miss this masterclass in human-centered conversion strategy in the age of AI!

#AI #CRO #UXDesign #Copywriting #ChristopherSilvestri #ConversionAlchemy #SaaSMarketing #VoiceOfCustomer

🎙️ In this episode, we sit down with Tiffany Nwahiri — Founder & CMO of 3rd + Taylor Agency, a powerhouse growth consultancy that has been quietly fueling some of the fastest-scaling B2B SaaS companies in FinTech, MedTech, MarTech, AI, Blockchain, and Web3 for over a decade.

Tiffany brings the rare blend of enterprise-level execution and founder hustle. At 3rd + Taylor, she leads high-impact GTM strategy, product marketing, and full-funnel demand generation for venture-backed tech companies — always with a sharp focus on revenue outcomes. From architecting brand messaging and ABM programs to overseeing high-performing cross-functional teams, her fingerprints are on dozens of successful launches and scale-ups.

Before doubling down on her agency, Tiffany held senior marketing roles at Validity and Vericast, leading global marketing ops, paid media strategy, and lifecycle programs. But it’s her hands-on work with founders and revenue teams today that reveals just how transformational she is.

We dive into how she’s integrating AI into marketing workflows, why Web3 and fintech marketing requires a rethink, and how B2B marketers can stop chasing MQLs and start building momentum.

🔍 Topics we cover:

• Full-funnel GTM for B2B SaaS

• AI-powered marketing execution

• Building 3rd + Taylor as a revenue-first agency

• Why Web3 GTM is a different beast

• Scaling creative + performance under pressure

🧠 One of the sharpest GTM minds in the agency world. A must-listen for SaaS marketers and founders alike.

#GTMStrategy #TiffanyNwahiri #3rdAndTaylor #B2BMarketing #SaaSMarketing #GrowthStrategy #AIinMarketing #Web3GTM #CMOInsights