David Drew

Enigma
DISC Type : cid

Director, Sales Enablement at FormAssembly

Boston, Massachusetts, United States

Overview

David Drew is a results-driven Director of Sales Enablement at FormAssembly with a history of scaling sales teams and optimizing processes. He has successfully doubled team revenue to $100M and increased win rates to 30% in prior roles. Colleagues have described him as structured and organized.

He was awarded Sales MVP for having the most profound impact on the sales team at InsightSquared.

Personality Overview

Fast Follower

Hard To Convince

Challenger

They can sound friendly and charming but can quickly change gears to become inquisitive and probing  They are likely to ask many questions and look heavily for supporting proof as well as information. They are generally strong communicators and are not easy to convince.

Topics They Care About

Scaling Sales Teams
He successfully scaled an enterprise sales team from $50M to $100M in revenue through strategic enablement initiatives at a previous company.
Enablement Program Design
He has extensive experience developing global content libraries, comprehensive onboarding programs, and role-specific learning paths that reduce ramp time.
Sales Process Optimization
At a past company, he spearheaded initiatives that successfully increased the sales team's win rate from 11% to 30%.

Media Appearances

David has no verified media appearances

Work History

1-2025
Director, Sales Enablement at FormAssembly
4-2020 - 12-2024
Sales Enablement Director at Invoice Cloud, Inc.
10-2018 - 4-2020
Director of Sales Enablement / Head of Small and Mid-Market Global Sales at TapClicks
4-2017 - 10-2018
Head of Sales Training and Enablement at InsightSquared
3-2015 - 4-2017
Sr Sales and Training Manager at Yodle

Education

2007 - 2011
Bachelors from Providence College
Bachelor's degree from Providence College

More Information

Social Presence :

Prographics :

Exp : 15 Location : Boston, Massachusetts, United States Job Level : Mid-senior Designation : Director, Sales Enablement at FormAssembly
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Insights For Selling To David

During A Call Or A Meeting

DO's

  • Use phrases like ‘clear evidence’, ‘data-based results’ etc.
  • Leverage 'negging', or the art of asking negative questions like "you must not be convinced yet..."
  • Be prepared for a mix of questions and inquisitiveness, answer them in the tone in which they have been asked

DONT's

  • Don’t rely excessively on your relationship with them to win the deal even if you come to form one
  • Avoid long presentations and just 'high-level' value proposition, dive into the details
  • Don’t try to rush them into a decision, provide all necessary information first

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with David is

  • Proven value, strong objective evidence are important for them, rapport can impact decisions a little.
  • Will you ever get a clear answer from David

  • They are practical and friendly, but can give a clear response with a little prodding

Insights For Deal Planning

    How fast (or slow) will David move?

  • They like to be detailed, so unless they develop strong conviction, they can take their time to arrive at decisions
  • Can David take some risk or not?

  • They evaluate their decisions systematically and do not take risks that often, unless you can get them to develop strong conviction

You And David

Personality Compatibility


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