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Gabe Lullo from Alleyoop:

AI Is Talking to AI. We’re Talking to Humans

Gabe Lullo

Chief Executive Officer

Company

Alleyoop

Location

Buffalo, NY, United States

Bio

Throughout our years in the industry, we’ve witnessed numerous changes. We’ve experimented, learned valuable lessons, and continuously refined our approach. We have triumphed in creating a proven, adaptable outbound campaign that prioritizes human connection. Rest assured, it WILL generate new business for your company.

Throughout our years in the industry,...

description

We help companies maximize ROI through lead generation, relationship management, and event support. With over 18 years of experience, we’ve learned by doing and know the best practices to scale companies without the burden of unnecessary infrastructure. We’ve helped drive success for companies like Adobe, ZoomInfo, Cleveland Golf, Amazon Web Services and Cisco Systems. Our team of talented sales and marketing professionals and incredible tech stack offer plug and play solutions as an extension of your efforts. We combine the right team and right timing for real results to accelerate your growth. Whether you’re a fast-growth startup looking to build your sales & marketing muscle or an established company looking to get outside traditional lines of business, we’re your partner in growth.

We help companies maximize ROI through...

Actionable Takeaways

AI Is Talking to AI — and Nothing Is Getting Done:

Email inboxes are now battlegrounds between AI-generated outreach and AI-powered spam filters; when both sides are automated, the human voice on a phone call becomes the only signal that cuts through the noise — and Alleyoop is built entirely around that edge.

Drink Your Own Kool Aid:

Alleyoop uses its own appointment setters to book meetings for its own brand — making it impossible to sell something that doesn't work, and providing live validation of the product every day.

The AI Sparring Partner Changes Ramp Time:

Training SDRs against a configurable AI prospect — adjustable from beginner to near-impossible — compresses ramp time, reduces reliance on human trainers, and makes skill development feel like a video game rather than a chore.

One Time Zone: The Hidden Rule of Remote Sales Culture:

Alleyoop's remote policy has one non-negotiable: all reps work the same time zone regardless of physical location, because collective energy, real-time coaching, and the momentum of a shared sales floor require everyone present simultaneously.

The Two Client Types Determine Everything:

Clients either come to build a function they'll eventually insource (~18 months), or they've tried in-house and failed and want it handled permanently (multi-year); identifying which type a prospect is changes the entire sales conversation and delivery model.

Voice and Video Beat Text 5-7x on LinkedIn:

As automation bots flood LinkedIn with text DMs, voice notes and video messages are achieving five to seven times the response rate — and the platforms enabling mass text automation are being removed from LinkedIn entirely.

The Reseller Flywheel:

500+ fractional CROs, CMOs, and part-time closers who earn commissions selling Alleyoop services create a distributed sales force that grows organically without adding full-time headcount — scaling reach at near-zero marginal cost.

Camera On Is a Sales Culture Decision:

Providing every new hire with a 4K webcam and enforcing cameras-on isn't a preference — it's the infrastructure for reading body language, building team motivation, and catching disengagement in a remote sales environment where those signals are everything.

Conversation Highlights

Gabe Lullo, CEO of Alleyoop, reveals the counterintuitive truth driving one of the world’s largest appointment-setting firms: in an era flooded with AI-generated emails and automated outreach sequences, the cold call is winning. With 150 SDRs making over a million cold calls a month across 157 active campaigns, Gabe breaks down why human voice and video are now the sharpest tools in B2B prospecting — how Alleyoop trains reps with an AI sparring partner, why one-time-zone remote culture works, and what happens when you build your entire go-to-market on the same product you sell to clients.

Topics Discussed

  • What Alleyoop does: outsourced SDR and appointment-setting teams for B2B companies of all sizes
  • 25 years in sales: from executive recruiting to sales training to CEO of a global SDR firm
  • Why cold calling still works — AI is generating and filtering emails simultaneously, leaving voice as the last uncluttered channel
  • 1M+ cold calls per month, 150 SDRs, 157 simultaneous active campaigns
  • Client roster and history: ZoomInfo, Outreach, Adobe Sign, 1,600 companies over 18 years
  • Industry agnostic model: the only requirement is a human executive buyer in a B2B sales journey
  • The two client types: build-to-insource (~18 months) vs. permanent outsource (multi-year)
  • Growth channels: own appointment setters, 500+ resellers (fractional CROs, CMOs, AEs), 400+ podcasts, 1M+ LinkedIn followers
  • Remote since 2018 — went remote before COVID when Gabe noticed everyone in the office was on Zoom anyway
  • One time zone policy — all reps, anywhere in the world, work the same hours
  • Camera-on policy — 4K webcams provided to every new hire on day one
  • AI sparring partner: configurable difficulty, reps spar against an AI prospect to practice objection handling
  • Real-time AI battle cards on live calls and post-call scoring with exact feedback
  • Voice and video notes on LinkedIn outperform text DMs by 5-7x — Alleyoop co-developing a native LinkedIn tool
  • Automation platforms like Amplemarket, Apollo, and Heyreach getting removed from LinkedIn for spam behavior
  • 2026 priorities: scale reseller program, enhance AI training stack, ship voice/video LinkedIn tool
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