Calleoke

Live coaching. Inside the deal.

I'm building real-time sales coaching — the tool that coaches reps during calls, not after. The market for conversation intelligence is $5B today, heading to $13B by 2030. But everyone's solving the wrong problem.

Looks like coaching. Functions as review.

57% of sales reps miss quota — and that number was 74% hitting quota in 2012. It's gotten worse every year. Each failed rep costs $300K all-in. A third of your team quits annually. And it takes six months before a new hire can sell effectively — that's $1.2M in lost revenue while they ramp. Companies are bleeding money on a problem no one has actually fixed.

Your playbook. Live.

Calleoke gives reps verbatim scripts — not vague advice — in real-time while they're on the call. Sub-second latency. 100% speaker identification. Your top performer's language, available to everyone, exactly when they need it. Sales enablement already returns $3.53 for every $1 invested. Real-time coaching is the unlock that makes that ROI instant, not delayed.

The full pipeline performs on the home page ->

We've been ready. The category is forming.

Real-time conversation AI with sub-second response didn't exist 18 months ago. We're at the inflection point where the tech can finally deliver what the market has always needed. Gong spent a decade educating the market. The AI notetaker explosion proved real-time transcription works. The obvious next step is real-time coaching — and no one's built it yet.

Everyone is racing to the rep. Nobody is on the call.

$5B flows into conversation intelligence every year. Gong and Chorus proved companies will pay for tools to fix sales performance. But they analyze after the call ends — dashboards for managers, coaching from last week's recordings. 824,000 B2B sales reps in the US alone, and not a single tool coaches them in real-time during the call itself.

Reasoning visible. Context everywhere.

Three jobs usually split. One operator.

I'm a commercial founder who sells for a living. I felt this problem every day, so I learned to code and built it. V.2 is shipped — real-time transcription, speaker identification, dual-stream coaching, glass HUD overlay. Two versions behind me already. Check the Dev Log for the arc.

Four shipped things. One operator. That's the thesis. · The Cortex series ->

Dec 2023 · the first deck · “Called it.” — start at the beginning ->

Bootstrap first. Raise from strength.

Primary strategy is bootstrap — paying pilots first, raise from strength later if a seed conversation makes sense. Programs are opportunistic upside when the timing lines up.

Unit economics and expansion math — on request. · Status: a lot going on across the portfolio — Calleoke waits for focused hours. Restart to live pilots: 3–4 weeks, week-by-week plan on file.

The architecture holds.

I'm not looking for investors who need 10x in 18 months. Not raising a seed right now either — that comes later, off real usage data, off customers who'd recommend. What I am looking for: program capital on bootstrap-compatible terms, and people who love backing wildcards, want to build beautiful things that actually help people, and enjoy the ride. If you invest in obsessive founders with the grit to build it themselves, let's talk.