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Hugh Willoughby

Head of Enablement

Hugh Willoughby leads enablement at Reevo, helping both Reevo’s sellers and its customers’ teams get the most from the AI-native platform. Before Reevo, he spent more than six years at HubSpot and managed the commercial growth team at Outreach.

Articles by Hugh Willoughby

Stop Being a Data Janitor: RevOps Doesn't Need a Stack

RevOps and sales pros are stuck fixing broken integrations and cleaning CSVs. Here’s how to stop being a data janitor and start acting as a revenue architect.

Jan 28, 2026

Hugh Willoughby photo
Sales Reps, Here’s a Pre-Call Cheat Sheet for Top Performers

Here's a cheat sheet that the most efficient top performers in sales use to prepare for any meeting.

Dec 16, 2025

Hugh Willoughby photo
The Great Consolidation: Why the 12-Tool Stack is Dying

Tired of paying the integration tax? Learn why GTM teams are ditching the fragmented 12-tool sales stack for one unified platform.

Dec 3, 2025

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10 Pipeline Review Questions That Really Move Deals

Learn the 10 strategic pipeline review questions that drive revenue, and the data-entry questions you need to abandon immediately.

Nov 26, 2025

Hugh Willoughby photo
What Happens If Your Sales Pipeline Managed Itself?

A look at how the autonomous sales pipeline, where AI handles prospecting, outreach, and deal health, frees reps to focus on selling.

Nov 14, 2025

Hugh Willoughby photo
The ‘More Dials’ Mentality is Dead: Here's What Replaces It

The ‘volume at all costs’ sales philosophy is a relic. Here’s how GTM leaders are using intelligent sales outreach to win.

Oct 30, 2025

Hugh Willoughby photo