Head of Go-to-Market Operations

Very Big Things · Remote · Eastern Time ±2 hours preferred · South Florida a plus · Reports to the CEO ABOUT VERY BIG THINGS Very Big Things is an enterprise AI transformation company headquartered in Fort Lauderdale. We help large companies adopt AI successfully at scale by redesigning critical workflows and building AI directly into the work. We do that through Transform Work, our engagement model; SHIM, the open-source methodology we created; and TrackFrame, the platform backbone beneath the workflows we build. Our clients range from PE-backed mid-market companies to Fortune 100 enterprises, and we have grand ambitions for growth. That’s where you come in. JOB PURPOSE VBT has a documented go-to-market strategy, a set of committed bets, and a senior team with deep relationships and real deal flow. What it needs is an operator: the person who turns strategy into a weekly operating rhythm and keeps it running at full pressure. You will own the go-to-market operating system end-to-end: the cadence, the scorecard, the pipeline hygiene, and the execution of each bet, working with the team members who own relationships and revenue. The CEO currently carries much of this. Your job is to take it off his plate and build a machine that no longer depends on him to keep it running. Success looks like: bets executed on cadence, a dashboard the whole team trusts, and a steady, measurable flow of qualified conversations that become revenue-generating client relationships. To be successful in this role, you need a bias for action. Ideas are not the constraint; consistent execution is. You should be energized by turning a plan into owners, dates, fields and dashboards, then relentlessly making sure all of it gets done with autonomy and agency. This starts as a highly hands-on operating role, but the mandate is bigger than maintaining the current system. As VBT grows, you will help build and ultimately lead the GTM operations function around it. KEY RESPONSIBILITIES Run the GTM operating rhythm: own the weekly go-to-market meeting, deal reviews, and a scorecard review cadence that drives decisions. Own the scorecard: define and track the leading indicators for every live bet, including qualified conversations, second meetings inside 14 days, partner-sourced briefs, room and event outcomes, and make HubSpot the single source of truth the team actually trusts. Operationalize the bets: for each committed motion, including relationship re-engagement, partner and reseller enablement, executive events, consultant strategy, and demand generation marketing, ensure there is an owner, a backup, next actions with dates, and follow-up sequences that run to completion. Seven or eight touches, not one. Own the executive event production line: including vendor management for audience generation and syndication, pre-booked 1:1 meeting management, and post-event follow-up outreach. Run the consultant channel operating system: own…