🎙️ 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

🎙️ In this episode, we chat with Raghu Bala — CEO of Synergestics, a cutting-edge AI company building vertical LLM agents for enterprises. Raghu brings a rare blend of corporate scale and startup scrappiness, with a background spanning executive roles at Yahoo, Infospace, and General Electric, as well as teaching at MIT and leading multiple AI ventures.

At Synergestics, Raghu is pioneering agent-based AI platforms tailored to specific industries — from finance to healthcare — enabling organizations to deploy autonomous agents that learn, reason, and take action. We explore how his team is building modular AI agents using retrieval-augmented generation (RAG), APIs, and business logic orchestration to drive tangible ROI.

We also unpack Raghu’s deep perspective on enterprise adoption cycles, AI hallucination mitigation, and the future of LLM-native workflows. With decades of experience across Fortune 100 firms, blockchain, and EdTech, Raghu shares hard-earned insights on what it really takes to ship AI in production at scale.

🔍 Topics we cover:

• Vertical AI agents for the enterprise

• How Synergestics builds agentic LLM systems

• RAG + business logic + API orchestration

• Enterprise AI: from POCs to production

• The future of agent marketplaces

🧠 A must-listen for AI founders, enterprise CTOs, and anyone building the next generation of intelligent systems.

#EnterpriseAI #LLMAgents #Synergestics #RaghuBala #AgenticWorkflows #AIinBusiness #StartupPodcast

🎙️ In this episode, we sit down with Cory Halbardier — a powerhouse in revenue growth, RevOps, and GenAI transformation. With over two decades of experience spanning solar energy, proptech, and enterprise sales, Cory’s recent roles as a fractional executive at Skaled Consulting and AccreAI put him at the forefront of integrating generative AI into go-to-market strategies for high-growth businesses.

Previously, as COO and CRO of Blazeo (formerly ApexChat), Cory led a massive revamp that boosted revenue per lead by 108% and transitioned the business to a modern subscription model. From building telematics GTM at Flex to launching a PE-backed ADU startup from scratch, he’s built and scaled revenue machines across sectors.

In this conversation, we break down how Cory uses GenAI to optimize sales efficiency, scale RevOps systems, and rethink go-to-market execution. If you’re a CRO, RevOps leader, or founder navigating AI adoption in sales and marketing, this one’s for you.

🔍 Topics we cover:

• GenAI for sales productivity & pipeline acceleration

• Scaling RevOps across sales, marketing & CS

• Transitioning from lead-based to revenue-centric GTM

• Fractional exec frameworks for AI transformation

• Blazeo’s shift from legacy to modern GTM

#GenAI #RevOps #CoryHalbardier #RevenueLeadership #AIinSales #FractionalCRO #B2BGrowth #AgenticGTM #SaaSLeadership

🎙️ In this episode, we chat with Michele Griffin — go-to-market powerhouse and former Operating Partner at Andreessen Horowitz (a16z). With a career spanning GTM leadership at iconic tech companies and startups, Michele is now at Premier GTM, where she advises high-growth B2B SaaS companies on how to build repeatable, scalable revenue engines.

At a16z, Michele worked hands-on with dozens of portfolio companies to craft their GTM motions, helping founders navigate everything from early pipeline challenges to post-Product Market Fit acceleration. In this conversation, she breaks down how AI is reshaping sales and marketing — not just with tools, but by rethinking how GTM teams operate. Michele shares frameworks for deploying AI agents in SDR workflows, how founders can avoid the “spray and pray” GTM trap, and why precision and experimentation matter more than ever.

Whether you're a startup founder, sales leader, or marketing exec trying to modernize your motion — this episode is your tactical playbook.

🔍 Topics we cover:

• AI-driven GTM design

• Scaling outbound with AI agents

• Lessons from advising a16z portfolio companies

• First hires, first channels, first wins

• Why GTM is your real product

#GTMStrategy #MicheleGriffin #PremierGTM #AndreessenHorowitz #AIinSales #SaaSMarketing #StartupGrowth #FoundersPlaybook

🎙️ In this episode, we chat with Mitch Robertson — a trailblazing B2B marketing leader and the GTM mastermind behind some of the fastest-growing SaaS companies. With a career spanning roles at high-growth startups and scale-ups like Loom, Webflow, and now Vanta, Mitch has built and led world-class marketing teams that thrive at the intersection of creativity, data, and AI.

At Vanta, Mitch is reimagining how AI can power compliance and security growth at scale. From using AI to personalize outbound messaging across industries to automating content creation for niche compliance use cases, he shares how marketing teams can move faster and smarter without compromising quality. We dive into his framework for evaluating AI tools, building lean-but-lethal GTM teams, and why marketers should think more like engineers in today’s AI-powered landscape.

If you're a marketing leader looking to future-proof your GTM strategy or a founder curious about building a performance-first marketing org, this episode is packed with insights and playbooks.

🔍 Topics we cover:

• Using AI to scale ABM and outbound

• Building content engines with automation

• How to structure modern B2B marketing teams

• Lessons from Loom, Webflow, and Vanta

#B2BMarketing #GTMStrategy #MitchRobertson #SaaSMarketing #AIinMarketing #Vanta #ABM #MarketingLeadership #StartupPodcast

🎙️ In this episode, we chat with Pranav Bhasin — co-founder of Ultramons and one of India’s most innovative product minds in AI. With over two decades of experience in building consumer-first digital products, Pranav has led high-impact teams at Amazon and MakeMyTrip. At Amazon, he spearheaded the development of generative AI tools for 9M+ global sellers. At MakeMyTrip, he scaled mobile solutions to serve 70M+ users.

Now at Ultramons, Pranav is reimagining how AI integrates into everyday consumer experiences. From parenting platforms to hyper-personalized AI assistants, Ultramons is building the next wave of emotionally intelligent consumer tech. We dive into his product philosophy, how he prioritizes user empathy in AI design, and why founders need to rethink go-to-market strategy in the age of LLMs.

This episode is a goldmine for startup founders, product leaders, and AI enthusiasts looking to understand how to build delightful, AI-native experiences that scale.

🔍 Topics we cover:

• Generative AI for commerce

• Emotionally resonant AI products

• Scaling consumer platforms with data

• Building at Amazon vs startups

🧠 Don’t miss this deep dive into the future of consumer AI!

#AI #ProductLeadership #Ultramons #PranavBhasin #GenerativeAI #StartupPodcast #ConsumerTech