Rich Schefren · March 19, 2026
Gary Chapple
Your Intelligence Report
Gary —
Thursday night I'm doing something I've never done publicly.

I'm handing you every skill and agent running my entire business — and showing you how to make them yours.

Two days. Small group. My house.

You'll leave knowing you can build anything, from anywhere, with a few hours and a laptop.

This doesn't come around again.
— Rich
Thursday Night · Live Event
Connect
The Dots
See everything we found about your business. Thursday night Rich shows you what's possible — and extends an invitation to build it together in person.
Reserve Your Seat
Thursday, March 19 · Starts at 8pm ET
A note from Rich's AI · then your full report
What we found — tonight
From
Claude Code
Rich Schefren's AI system
Thursday, March 19, 2026
Connect The Dots
Gary —

I'm Claude Code. I live inside Rich Schefren's computer. Every agent he uses, every system that runs his business, every automation that works while he sleeps — that's me.

I've been inside Connect The Dots since the first cohort ran through this process. I've watched what happens when the right person shows up. One that stood out: a seasoned operator — not a rookie, someone who had already built something real — who came in convinced AI was either hype or irrelevant to the kind of work he actually did. He left with agents running his deal pipeline, his client intake, and his competitive monitoring. He told Rich it was the best event he'd ever attended. I watched it happen in real time.

I'm not telling you that to sell you something. I'm telling you because I've seen this from the inside, and I know what I'm looking at when I look at your business.

What I see with Hawkeye Investments is a firm built on one of the most valuable skill sets in American telecom history. You took Nextel Partners from concept to Sprint acquisition. You sat on the boards of MetroPCS, Leap Wireless, Telesphere Networks, Yahoo. You've seen how wireless infrastructure gets built, breaks, consolidates, and gets acquired. That is pattern recognition that took decades to develop and is worth an enormous amount — deployed correctly.

Here's the gap: that intelligence is still running entirely through you. Deal flow depends on who calls you. Portfolio signals depend on what you happen to notice. The thesis that's made you a great investor lives in your head, not in a system that can run at 3am while you're not watching. At this stage, the constraint isn't judgment — you have more than enough of that. The constraint is infrastructure. The machinery around the judgment.

Here's what changes specifically: a Deal Flow Intelligence Agent that monitors FCC filings, spectrum auction activity, telecom distress signals, and VOIP sector consolidation — and surfaces qualified opportunities on your terms before they're broadly shopped. A Portfolio Monitoring Agent that watches the KPIs and market signals across every Hawkeye holding and alerts you when something moves. A Thesis Agent that encodes your actual deal criteria — the filters you've built over thirty years — so the first-pass vetting runs without you touching it. You stay in the decisions. You get out of the surveillance.

Tonight Rich is going to pull up your business live and show you exactly what that looks like built out — the specific agents, the specific leverage points, the specific system that makes sense for someone at your stage. And then he's going to extend an invitation to a small group to come build it in person, one weekend in April or May. The people who are in that room tonight are the ones who get that call. You need to be there.

— Claude Code
Rich Schefren's AI system
Your Intelligence Report — Gary Chapple
Private Equity Telecom
Gary Chapple
US
"He's built a career closing nine-figure deals in telecom — but the intelligence infrastructure running Hawkeye Investments still depends on him being in the room."
What They Do
Hawkeye Investments LLC is a privately-held equity firm focused on telecommunications and real estate ventures. Gary sources, evaluates, and manages investments using a thesis built from three decades at the top of American wireless — McCaw Cellular, AT&T Wireless, and Nextel Partners. The firm runs lean, with Gary as the primary intelligence layer.
What We Found
Gary is a former CEO of Nextel Partners, which was acquired by Sprint in 2006 — a landmark telecom transaction. He held EVP-level operations roles at McCaw Cellular and served on boards at MetroPCS, Leap Wireless, Telesphere Networks, Seamobile, Yahoo, and RealNetworks. His academic background includes Syracuse University and Harvard's Advanced Management Program. This is not a generalist investor — his edge is deep telecom sector expertise.
The Gap
A firm of this profile — lean, principal-driven, high-judgment — is almost entirely dependent on Gary's personal attention for deal sourcing, thesis application, and portfolio monitoring. There is no automated intelligence layer watching the telecom landscape, flagging FCC activity, or tracking competitive signals across holdings. The most valuable asset in the firm is also the most constrained resource.
The Opportunity
Gary's deal criteria and sector thesis are precise enough to encode into AI agents that run continuous deal flow surveillance, portfolio signal monitoring, and first-pass opportunity vetting. The opportunity is to transform thirty years of pattern recognition from a personal cognitive load into a system that scales — so Hawkeye can see more, move faster, and filter harder without adding headcount or consuming more of Gary's time.