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Hi, I’m Greg.

I am a revenue operator who builds the systems I sell with.

Greg Osmond

Greg Osmond

AI-fluent Revenue Operator: Building, Selling & Automating AI Solutions End-to-End

📍 Playa del Carmen, Mexico
About

I carry HR.com's certification prep line as its sole revenue owner while designing and shipping the AI tooling behind the pipeline. I deliver production software, from React frontends to Supabase backends, and am comfortable selling AI solutions or building their demos.

Introduction
My AI-Powered Sales Approach

Sales Innovation & Automation

I am the sole revenue owner of HR.com's certification prep business, carrying the entire sales cycle alone. At the same time I designed and shipped the AI tooling that ran the pipeline behind it.

I build and operate a personal AI sales OS from scratch, encompassing HOT/QUALIFY/DEAD lead triage, a browser-agent CRM bridge for automated updates without APIs, and a draft-only email workflow ensuring human approval for every AI-written reply.

This includes an n8n inbound-email pipeline that classifies senders, drafts replies in-voice, logs to CRM, and queues them for review, significantly cutting response lag on inbound leads.

AI Product Development & Solutions

End-to-End AI Product Delivery

Design, build, ship, and sell complete web products solo using AI-native development. This includes PitchPage (resume-to-pitch-page builder) and RelocateIQ (AI-powered relocation platform with live users and billing).

Advanced AI Automation Workflows

Built 14 production n8n workflows covering quiz enrollment, nurture sequences, job ingestion, social distribution, and affiliate programs with 15% recurring payouts.

Foundry: AI Pre-Sale Engine

Developed an AI pre-sale engine that generates live Claude-powered account teardowns, publishes shareable per-prospect pages, and fires webhooks into Apollo and HeyGen for targeted outreach.

Revenue & Business Development Roles

HR Certification Advisor

HR.com

Sole seller of HRCI and SHRM certification prep programs to individual HR practitioners and corporate HR departments (2.2M+ member audience).

Sole revenue owner of the certification prep line; managed prospecting, discovery, proposals, close, renewals, and expansion without SDR or sales engineer.

Built CertDesk, an internal outreach review console (Lovable, Supabase with RLS, n8n, Gmail), moving the sales motion from spreadsheets to a system of record.

Produced a gamified interactive lead magnet; scoped a six-phase API and MCP roadmap at founder's request.

Sep 2024 — Present

Founder

Independent AI Products

Design, build, ship, and sell complete web products solo using AI-native development.

Launched PitchPage and RelocateIQ, demonstrating rapid product-to-market delivery (idea to live with billing in days).

Developed Foundry, an AI pre-sale engine generating Claude-powered account teardowns for targeted outreach.

Jan 2026 — Present

Co-Founder

DCWD (Durham Customwood Decor)

Built a D2C home decor, furniture, and gift brand from zero to national reach, then partnered and sold.

Owned sales strategy, customer acquisition, and retention, driving consistent year-over-year revenue growth.

Grew to 20,000+ social followers with zero paid promotion, earning national TV and magazine features.

2015 — 2022
AI & Build Stack Expertise
Claude API agentsPrompt designMCP serversClaude CodeAI-assisted dev workflowsn8n Cloud (14+ workflows)Webhook orchestrationEmail pipelinesLead enrichmentReactTypeScriptTanStack StartLovableSupabase (Postgres, RLS)StripeResend
Go-to-Market & Sales Skills
Consultative B2B salesFull-cycle inbound/outboundPipeline designCRM operationsRenewals/ExpansionPositioningCold/warm outreachLifecycle messagingAffiliate programsConversion copy

Ready to build and sell?

Let's discuss how my unique blend of AI development and sales leadership can drive your startup's growth.

Greg Osmond · Built with PitchPageModern theme

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