The Crew Podcast

Fewer Reps, More Pipeline: How AI-Native GTM Teams Are Doing More With Less w/ Jason Miller, VP Sales @ Unify

The Crew Podcast

Show Notes

Jason Miller is the VP of Sales at Unify, a signal-based selling platform helping go-to-market teams connect buyer intent to personalized outreach at scale.

Before Unify, Jason spent just over seven years at Monday.com, joining as one of the first 12 US sales hires when the company was almost entirely PLG and didn't even believe it needed a sales team. He helped build the outbound motion from the ground up, moved into sales leadership, and scaled the company through hypergrowth to IPO.

Prior to Monday.com, Jason was at Convey (now project44), where he took over the founder-led sales playbook and built out the SDR and AE teams in the scrappiest of environments where you either learn fast or you don't last.

He came up reading Predictable Revenue, built his career on the belief that inputs always drive outputs, and carries a clear philosophy into every org he joins: hire slow, keep the bar high, and don't confuse quota attainment with talent.

Timestamps

(00:00) Cold open: the Mount Rushmore of GTM signals(02:28) Jason's background: falling into sales and finding SaaS(05:30) What makes the Israeli tech scene different from SF and New York(09:35) Crossing the PLG chasm: why he left Monday for a sales-led company(10:19) Why he almost didn't join a go-to-market company (and what changed)(12:07) How to evaluate founders in an interview process(14:14) The dating analogy: finding the right sales culture fit(14:50) The hiring mistake that taught him never to lower the bar(16:52) How to prevent "shiny object" bias in an interview loop(18:56) What top candidates actually do differently (the follow-up problem)(20:24) Asking better questions: layers, active listening, and interview-as-discovery(22:23) The $1M growth hire and the future of the sales team(25:52) The sales tech landscape in 2026: how to cut through the noise(29:04) Ideal stack for a Series B AI-native: CRM, CI, sequencer, signals(30:53) Clay vs. Unify: how to think about using both(33:24) PLG vs. SLG: what really changes when the inbound stops(38:17) The three metrics every AE should track(39:46) Why quota attainment can be misleading(45:13) Cold outbound isn't dead (it just has to be better)(47:45) Roleplay, reps, and why HyperBound might be the most underrated tool(50:05) Methodologies that actually matter: MEDIC, MEDDPICC, Spiced

About The Vibescaling Podcast The Vibescaling podcast interviews GTM leaders and investors at top AI startups and early-stage companies. Every week, host Chris Balestras, partner @ Vibescaling (an advisory, recruiting, investing, & media firm for seed through series C AI-natives) sits down with GTM operators from the fastest-growing AI natives and SaaS companies to break down what's actually working in go-to-market today. No fluff, no theory - just honest, tactical insights from people in the trenches building the next generation of AI breakouts.

About Vibescaling Vibescaling is an advisory, recruiting, investing, & media firm for seed through series C AI-natives & fast-growing SaaS startups.

Where to Find Vibescaling

LinkedIn: https://www.linkedin.com/company/vibescaling/ YouTube: https://www.youtube.com/channel/UC-rcm2qdgF22H2th_Khrlxg Newsletter: https://www.vibescaling.blog/ Website: https://www.vibescaling.ai/

More from The Crew Podcast

Oct 22, 2026

Glenn is the Head of Strategic GTM at OpenRouter, an AI infrastructure platform that helps businesses access and route requests across AI models, optimizing for factors like cost and performance.

Oct 20, 2026

Most companies hire sales reps from the hottest logos and hope they work out. Rich Liu has built sales teams at Meta, MuleSoft and Navan, and his rule is to hire for the sale you're actually running. In this episode he breaks down how MuleSoft turned hiring into religion, why a great rep can fail in the wrong motion, and how Navan rebuilt its go-to-market when COVID took travel revenue to almost nothing.

Oct 13, 2026

Brendon Cassidy is the founder of Cassidy Ventures, where he operates, advises, and invests in startups, helping founders with everything from demand and pipeline to their first VP of Sales hire. He was one of LinkedIn's earliest employees, then ran sales at EchoSign alongside Jason Lemkin through its acquisition by Adobe, and later at Talkdesk. He was involved with Gong from its inception and has worked with 100 to 150 companies across SaaS and AI, including Higgsfield AI. He started his career in recruiting and got out after a mentor told him that if you stay in recruiting long enough, you're a recruiter. Today he spends his time as a sounding board for founders and CEOs making the hires that shape their go-to-market.

Oct 6, 2026

Steve Pascucci is VP of Global Sales at Outtake, the Series B, AI-native security company building a trust layer for the internet. Backed by CRV and ICONIQ and recently named a Forbes Next Billion-Dollar Startup, Outtake protects the world's most recognizable brands and executives from impersonation and threats across the public internet, social media, and the dark web. Before Outtake, Steve spent nearly a decade at Cloudflare, where he was the first outside sales leader hired, helped build its first sales teams, led the push into enterprise, and then built out the global go-to-market for its Zero Trust product. Earlier in his career he built new hire enablement at govtech company Granicus. He grew up in Port Washington, Long Island, and is now based on the West Coast.

Oct 1, 2026

Live from Hudson Yards: Crew's first-ever live podcast, recorded at the AI GTM Paddle Club Event at Reserve with roughly 150 of New York's best GTM operators in the room. Crew's twelfth event in two years, and the first one on a padel court.

See all episodes →