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EXECUTIVE MANDATE: Seeking Senior AI Leadership — Chief AI Officer (CAIO) · Head of AI Governance · VP of AI
AC
ABRAHAM CHACHAMOVITS AI Architect & Technology Executive
ENTRUST AI
AI GOVERNANCE, ASSURANCE & PRODUCT ARCHITECTURE FOUNDER, ENTRUST AI (2025–PRESENT)

Governing the boundary between model generation and institutional authorization.

Since 2025 I have designed and built five live AI governance products (plus a preceding consumer AI platform) as Founder and Sole Architect of ENTRUST AI. In my hardcover book The Bounding Gap, I named the distance between what an AI model can generate and what an institution may authorize—and argued that governance belongs at that boundary, before consequence.

Behind that work stands an executive’s past: I led technology for telecom carriers in Brazil and the United States, including Nextel International (VP of Technology / CTO, Brazil) and the BellSouth / Safra Bank partnership (BCP), directing organizations of up to 200 people across 30 cities and reporting to the president. Earlier, in the 1980s and 1990s, I architected 100,000-line ANSI C international switching operations and real-time AI music-notation software for The Juilliard School (won in competition with MIT) and Sam Ash. Between telecom leadership and ENTRUST AI, I gave almost 25 years to rabbinic scholarship and wrote more than twenty published books.

// THE BOUNDING GAP THESIS
“The distance between what an AI model can generate and what an institution may authorize—governance belongs at that boundary, before consequence.”
LOCATION Monsey, New York
TARGET ROLES CAIO · Head of AI Gov · VP AI
PRODUCTION AI SAAS 5 Governance + 1 Consumer
C-SUITE TELECOM SCALE Up to 200 Staff / 30 Cities
CRYPTOGRAPHIC PROOF Ed25519 · HMAC-SHA-256
LANGUAGES EN · PT · ES · HE
Engineering Discipline: A failing test first, mutation testing, an independent second review, and an evidence run before release.
5 + 1
Live AI SaaS Products
Sole Architect (2025–2026)
1,000+
Automated & Fault Tests
Zero False Releases on APEX
200
Engineering Org Directed
VP / CTO at Nextel Brazil
14
2026 Formal Papers
arXiv · Zenodo · OSF Registries
22+
Published Books
2 AI Hardcovers + 20+ Books
02 // ENTRUST AI — SOLE ARCHITECT (2025–PRESENT)

Production AI Governance & SaaS Systems

Each product architected end-to-end—from cryptographic verdicts and MCP servers to WorkOS SSO, Stripe billing, and multi-tenant Supabase RLS.

RELEASE CERTIFICATION WEB + CHATGPT APP

APEX

High-Consequence Writing & Release Gate

Release certification for high-consequence institutional writing: donor letters, replies to regulators, and notes to a board. An adversarial pipeline drafts, attacks, and repairs the text, while fixed rules in code—never a model—decide the release.

TEST COVERAGE: 1,000+ Automated & Adversarial
18-CASE BENCHMARK: 9/9 Sound Certified · 9/9 Refused
FALSE RELEASES: 0 (7 Planted Faults Caught)
Signed Receipt Fault-Injection
AGENT SESSION ENGINE API v1.1.1 · MCP

CGM (Continuity Governance Mesh)

5-Level Ladder: Observe → Enforce

Independent judges check every governed turn against the session’s declared objective and 20+ named integrity failures (authority laundering, unauthorized sequencing). A deterministic rule check overrules judges, and corrections are written by the engine, never a model.

HIGH-STAKES GATE: Authorizes & Holds for Human
SCALE: 127 API Routes · 29 DB Tables
INTEGRATION: Python/Node SDKs + MCP Server
Birth Fingerprint Judge Trials
ZERO-AI VERDICT ENGINE HMAC-SHA-256

The Pilcrow™

Deterministic Release Gate for AI Output

The verdict engine has no AI in it: 17 built-in rules of form and wording, banned words, and custom rules return RELEASE, REVIEW, or REJECT with plain-word repair guidance. AI is used only to draft candidate rules from policy documents across 8 providers.

VERIFICATION: Stateless Token (No Account Req)
BENCHMARK CORPORA: 3 × 125 Cases (Fin, Med, Law)
ADAPTERS: Python · Node.js · LangChain
17 Core Rules Policy-to-Rule
COGNITIVE ASSURANCE MANIFEST V3

LUCID

Pre-Prompt & Post-Answer Epistemic Auditor

Chrome extension running inside Claude, ChatGPT, Gemini, and Grok with its own backend service. Holds a professional’s work to a user-defined Standard: pressure-tests prompts before sending and audits answers after.

PRE-PROMPT: Stated · Implied · Unstated
POST-ANSWER: Flags Overconfidence & Gaps
Evidence Path Check 4 Frontier UIs
CONTINUITY TRANSPORT CHROME STORE (MAR 2026)

Fractal Memory™

5-Depth Cross-Model Session Continuity

Carries a working session from one AI to another across Claude, ChatGPT, Gemini, and Grok. Compresses an active conversation into a structured continuity document at five selectable levels of depth and injects it cleanly into any target model.

COMPRESSION: 5 Granular Depth Levels
INTEROPERABILITY: Claude ↔ GPT ↔ Gemini ↔ Grok
Manifest V3 Dedicated Backend
FOUNDATIONAL AI SAAS 46 DB TABLES · VEO 3

RecipeGen™

Multi-Agent Built Platform & Video Pipeline

Built over seven months prior to the governance line by directing three AI coding agents (Claude Code, Cursor, OpenAI Codex). Features a 4-level deterministic fallback matcher and Google Veo 3 AI video generation with credit gates and monthly budget guards.

DATA SCALE: 8,000 Recipes · 165 Cuisines
VIDEO ENGINE: Google Veo 3 (Dual-Provider)
Budget Guard 4-Tier Fallback
03 // FULL-STACK GOVERNANCE, MODELS & BARE-METAL ROOTS

Technical Matrix & Executive Capabilities

AI Governance & Cryptographic Evidence

Controls Built & Running Across 5 Production SaaS Systems

  • Runtime Enforcement: Deterministic gates that release or reject AI output before it becomes an institutional record or commitment.
  • Policy-as-Code & Agentic Governance: Turning written institutional policy into executable rules; placing a person with authority before an agent’s high-stakes actions.
  • Session Governance: Keeping autonomous agents bound to declared objectives and correcting drift via deterministic engine rules.
  • Tamper-Evident Receipts: Signed cryptographic proof that controls fired (Ed25519, HMAC-SHA-256, hash chaining).

13-Model Ecosystem & Cross-Vendor Auditing

Adversarial Cross-Examination with Deterministic Final Verdicts

Setting one vendor’s model to examine another’s work while keeping the final verdict strictly deterministic in code.

8 Integrated Production Providers:
Anthropic (Claude) OpenAI Google (Gemini) xAI (Grok) Mistral DeepSeek Cohere Groq Inference
Evaluated Chinese & Open-Weight Frontier Models:
Alibaba (Qwen) Z.ai (GLM) Moonshot (Kimi) Xiaomi (MiMo) Meta (Llama)

SaaS Product & Agent Infrastructure

End-to-End Architecture from Sign-In to Payment & MCP

AGENT & BROWSER INTERFACES MCP servers, ChatGPT App Connectors, OpenAPI REST APIs, Chrome Extensions (Manifest V3) inside Claude, ChatGPT, Gemini & Grok.
IDENTITY & STRIPE LIFECYCLE WorkOS Single Sign-On (SSO), OAuth 2 with PKCE, complete Stripe subscription lifecycle (checkout, plan changes, cancellation, reactivation).
DATA & SECURITY POSTURE Supabase & PostgreSQL with Row-Level Security (RLS), multi-tenant organizations, AES-256-GCM encrypted records, RBAC, key rotation, rate limiting.
TESTING & CLOUD DELIVERY Test-first development, mutation testing, 1,000+ automated & fault-injection tests; deployed via Railway, Netlify, Docker & GitHub Actions.

C-Suite Telecom & Early AI Foundations

1983–2001: From Bare-Metal ANSI C to 200-Person Carrier Orgs

  • Carrier Technology Leadership: VP of Technology & CTO at Nextel Brazil (200 staff, 30 cities, reporting to President); Director of Technology at BCP (BellSouth / Safra Bank); Strategic & International IT Councils.
  • 100,000 Lines of ANSI C Switching: CTO of Dereck Technologies—architected 24/7 international telephone switching across two countries with adaptive heuristics and patent-pending voice-over-internet backbone.
  • Early AI (1980s–1990s): Real-time AI MIDI music-notation system bought by Sam Ash; computer-based music platform for The Juilliard School (won in competition with MIT); circuit logic-minimization solver & graph-theory OR tools in C/Assembly.
04 // PUBLICATIONS & FORMAL RESEARCH ORCID: 0009-0009-3536-7738

Books, Governance Theory & The Experand Program

05 // FOUR DECADES OF ARCHITECTURE & LEADERSHIP

Career Chronology (1983 — Present)

2025 — PRESENT · NEW YORK

Founder and AI Architect — ENTRUST AI

5 Governance SaaS + RecipeGen™

Sole architect of five production governance SaaS products (APEX, CGM, The Pilcrow™, LUCID, Fractal Memory) plus RecipeGen™, each designed by me and built by directing AI coding agents under a strict engineering discipline: a failing test first, mutation testing, an independent second review, and an evidence run before release.

2001 — PRESENT

Rabbi, Author and Founder — Beit Arizal

20+ Published Books

Author of more than twenty published books under the Beit Arizal imprint, written across Hebrew, English, Portuguese, and Spanish.

1999 — 2001 · SÃO PAULO, BRAZIL

Vice President of Technology / CTO, Brazil — NEXTEL International

Up to 200 Staff · 30 Cities
  • Ran all information technology for Nextel’s largest international market, responsible for São Paulo, Rio de Janeiro, and all emerging markets: an organization of up to 200 people in nine areas, headquarters and 30 cities, reporting to the President.
  • Established the ARPU (average revenue per user) model used throughout the company; delivered prepaid service in every Brazilian market, the billing platform, and the data warehouse; conducted all major technical negotiations.
  • Owned security, business continuity, and disaster recovery, carrying the Year 2000 program to a 99.9% success rate. Member of the President’s Strategic Council and Nextel’s International I.T. Council.
1998 — 1999 · SÃO PAULO, BRAZIL

Director of Technology and Architecture — BCP (BellSouth International / Safra Bank)

4 Management Groups · 40+ Staff
  • Set the technology direction of Brazil’s largest digital cellular “B band” carrier. Led four management groups and more than 40 people; Member of the President’s Strategic Council.
  • Responsible for the billing architecture (Amdocs of Israel), cellular fraud system, disaster recovery, and capacity planning for a fast-growing subscriber base.
  • Technical negotiator with Hewlett-Packard, Sun Microsystems, EMC, and EDS; partnered with Legal on contract technical analysis. Created H.E.R.M.E.S., a single unified record of the company’s architecture: every system, its links, and its attributes.
1995 — 1997 · BOCA RATON, FLORIDA

International Business Technology Consultant — EDS (Electronic Data Systems)

Sprint Spectrum Bid Architect
  • Led the Network Architecture and Customer Engineering group. Designed the network management architecture for the Sprint / TCI venture bid (which became Sprint Spectrum) and authored the white paper used in that bid.
  • Developed business with South American governments and Brazil’s state-owned corporations, among them EMBRATEL.
1992 — 1995 · FORT LAUDERDALE, FLORIDA

Chief Technology Officer — Dereck Technologies Inc.

100,000 Lines ANSI C · 30+ Techs
  • Designed and built a fully automated international telephone switching operation: ~100,000 lines of ANSI C running around the clock across two countries, with adaptive heuristics monitoring the network and transmitting billing records daily.
  • Designed a patent-pending system joining internet telephony to long-distance lines (a voice backbone over the internet). Led 30+ technicians and conducted all negotiations with domestic and international carriers, including AT&T and Sprint.
1983 — 1991 · NEW YORK, N.Y.

Senior Software Architect — Art of the Few Inc.

Juilliard School & Sam Ash AI
  • Architect of an artificial-intelligence music notation system that turned live MIDI performance into correct notation in real time, purchased by Sam Ash Music.
  • For The Juilliard School (1990): built the platform that began computer-based music education at Juilliard as an Apple Partner, after winning in competition with MIT.
  • Earlier work in C and Assembly: a logic-minimization solver for circuit design, a graph-theory tool for operations research, a UNIX-like shell, and an AI story-writing program.
// GRADUATE DEGREE

M.S., Music Composition & Computer Science

Florida State University · 1989

// UNDERGRADUATE DEGREE

B.S., Professional Music & Computer Science

Berklee College of Music · 1986

// SPOKEN & PUBLISHED LANGUAGES

English · Portuguese · Spanish

+ Classical & Rabbinic Hebrew Authorship