Greg
Osmond
RemoteIntroduction
Why This Seat
Your listing describes my normal week
You ask for scalable engagement models leveraging Claude and automation tools. That's already my operating system: agents I built classify my inbound, draft replies in my voice, and keep the CRM honest while I spend my time on the conversations that matter. Managing 40 to 50 startup accounts is that same motion, and I've proven it on my own book at HR.com.
I'm also the buyer persona. I'm a founder shipping AI-native products solo with Claude Code, and this page runs on one of them. When a startup founder tells me what they're trying to build with Claude, I'm not translating. I've been on their side of the call that morning.
And the selling record is real: top revenue performer at HR.com running the full cycle with no SDR support, and before that I co-founded a DTC brand, scaled it across Canada, and sold it. Retention, expansion, and usage-based growth are where a seller who builds earns his keep.
Products Shipped
RelocateIQ — AI Relocation Platform
Architected and built solo on React, Supabase (Postgres, RLS, edge functions), Stripe, and n8n Cloud, covering product, backend, payments, and automation.
Built 14+ automation workflows including quiz enrollment, multi-sequence email nurture, daily job-listing aggregation from four external APIs, social posting, and subscriber sync.
Shipped a 15% recurring affiliate/creator program with an automated approval relay running on a deployed edge function.
PitchPage — Resume-to-Pitch-Page Builder
Built on TanStack Start + React with 12 themes, a $9 publish flow, and hosted publishing.
Handled authentication, payments, and delivery end to end.
Includes optional AI intro video generation.
AncestorsQR — Heritage / QR-Memorial Product
Signed an official FamilySearch partnership (Beta AppKey issued).
Currently building the OAuth integration and compatibility demo on family-history data.
Sales & Automation Leadership
Inbound Sales & Sales Automation
Sole seller of professional certification prep; built the entire sales system around the role.
Consistently exceeded targets running the full sales cycle solo with no SDR support.
Built a personal sales operating system including lead triage, a CRM system of record, and structured follow-up cadences.
Automated inbound lead handling with an n8n + AI workflow that classifies senders, drafts replies in my voice, and logs to CRM.
Built a gamified HTML lead-capture magnet and conducted a competitive-analysis project at the CEO's request.
Produced cert-prep marketing content end to end using AI-avatar (HeyGen) social and ad videos, plus branded L&D course promos scored with AI-generated music (Suno).
Co-Founder & Sales Director
Co-founded and scaled a DTC brand across Canada from the ground up to national reach.
Grew to 20,000+ followers, featured on national TV ('How to Quit Your Job') and in magazines with no paid promotion.
Managed all functions solo: marketing, e-commerce, Canada-wide logistics, and customer experience, before partnering to sell the company.
What colleagues say
“Greg jumped in, learned quickly, and has already begun offering thoughtful, creative, and agile ideas that challenge us to think differently. Thank you for jumping in with both feet and already making such a positive difference. We're lucky to have you on the team.”
“I work with a lot of humans. Greg is one of the rare ones who treats AI like a team he leads: clear briefs, fast decisions, and he catches what I miss. In one day we built this page, a branded avatar video, and four new product features. The orchestrator role everyone talks about? He already does the job.”
“He completely transformed the way many of us think about and use AI in our day-to-day work. The AI workflows, automations, and strategies he's introduced have easily saved me 20+ hours every week. He's constantly looking for better, smarter, and more innovative ways to solve problems. I can recommend him without hesitation.”
Let's grow your startup book.
Growth AE, Startups is the seat. Resume below, intro video above, live products one click away. Canadian citizen, ready for SF or NYC.