On-site
Gregory Osmond
I prospect by research, not by volume. Your posting says that is the job.
Sole revenue owner of HR.com's certification prep line, running the full cycle into HR directors and executives with no SDR and no sales engineer behind me.
Profile
I also build the tooling the outreach runs on. Newfoundland born, moving home to St. John's.
Introduction
Why this seat, specifically
Not a volume dialer
Your posting draws the line itself: this is not a traditional high-volume prospecting role, success comes from thoughtful research and relationship building. That is already how I work. Every email I send names something specific about that person's situation, their recertification cycle, their accreditation, the cart
A compliance-sensitive sale
I sell credentialing programs where a wrong claim ends the conversation and a bad-fit sale becomes a refund. I hold a verified-claims-only standard on pass rates, guarantees, and pricing. Financial crime software has the same shape: regulated buyers, real consequences, no room for a loose number.
C-suite is the normal day
No SDR passes me anything. I find the person, work out whether they are the decision maker or the influencer, and hold the conversation with directors, VPs, and executives at municipalities, utilities, healthcare systems, and national employers.
Newfoundland, not a relocation risk
I grew up in Stoneville. I am moving home to St. John's, so the three-days-in-office requirement is the reason this role works rather than the obstacle. I am a Canadian citizen with no authorization to arrange.
What I would bring that is not on the resume
I build the systems I sell with
HR.com's CRM has no public API. Rather than wait on engineering or let the record go stale, I built a browser-agent bridge that keeps it current automatically. I also built an inbound pipeline that classifies senders, drafts replies in my voice, and queues every one for human approval before it sends, because automation should never speak unreviewed.
I mention it because an ADR seat lives or dies on research throughput and CRM hygiene, and I have spent two years automating exactly those two things for myself. Verafin is shipping an agentic AI workforce to its customers. I would arrive already fluent in what that is and what it is not.
Track record
Relocating to St. John's, Newfoundland
- Sep 2024 to Present
HR Certification Advisor
HR.comSole revenue owner of the certification prep line across a member audience of roughly 2.2 million. Full cycle, solo, no SDR and no sales engineer.
Sell to HR directors, VPs, and executives, and run group deals that credential an entire team at once across practitioner, director, and finance approval.
Built the pipeline infrastructure myself: lead triage, CRM automation, and an approval-gated email system.
Embrace and Drive Change award, July 2026, by peer nomination. Culture Club award, August 2026.
- Jan 2026 to Present
Founder
Independent software productsBuilt and shipped PitchPage and RelocateIQ solo, both live with paying users and Stripe billing, with no engineering background.
14+ production automation workflows running daily.
- 2015 to 2022
Co-Founder and Sales Director
DCWD (Durham Customwood Decor)Co-founded a direct-to-consumer brand, scaled it from zero to national reach across Canada, then partnered and sold it.
Grew to 20,000+ followers with no paid promotion, earning national television and magazine features.
- Jul 2008 to Feb 2012
Occupational Health and Safety Specialist
Lanterra Developments Ltd.Certified Health and Safety Representative on high-rise construction: inspections, OHSA compliance, and worker training across multi-trade sites.
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.
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.
Happy to talk about the move and the timing.
Application is in for R0026840. I grew up in Stoneville, so coming home is the plan rather than a relocation I need talking into. I can be on the ground in St. John's ahead of a start date.