Will Jacob

Wildcard
DISC Type : csi

Chief of Staff at coLab

Chicago, Illinois, United States

Overview

Will is a growth and go-to-market operator with over 15 years of experience advising early-stage startups. A Kellogg MBA graduate, his background includes strategy roles at major corporations like Deloitte and Nike. At coLab, he now leads projects helping founders clarify their ICP, test offers, and build outbound engines.

He developed the first-ever 4-wall profitability models for individual services within Nikes retail stores.

Personality Overview

Friendly But Slow

Requires Proof

Curious But Skeptical

They are unlikely to ever become strong champions even when the conversations are going well; you should focus on cultivating other champions  They typically tend to be late adopters even when they seem friendly and excited about what you have to sell They are often friendly and nice, but can sometimes suprise you with their piercing questions

Topics They Care About

Startup GTM Strategy
His primary focus is partnering with early-stage founders to build and execute their go-to-market strategies, having led over 60 such projects at coLab.
D2C Retail
His experience at Nike focused on the "Consumer Direct Acceleration" (more D2C) and at Interior Define he worked on improving the DTC brick-and-mortar customer journey.
RevOps Improvement
In his current role, he explicitly focuses on helping startups scale their operations and make their "RevOps less of a mess. "

Media Appearances

Will has no verified media appearances

Work History

7-2023
Chief of Staff at coLab
1-2023
Strategic Advisor - Ops & Finance at Fin - the modern last mile network
2-2022 - 11-2022
Director of Agile Retail (Strategy & Innovation) at Interior Define
10-2020 - 12-2021
Manager, Global Retail Services (Stores) at Nike
1-2020 - 6-2020
Freelance Consultant at Freelance

Education

2014 - 2016
Master of Business Administration (MBA) from Northwestern University - Kellogg School of Management
2006 - 2010
Bachelor of Arts (BA) from Bowdoin College

More Information

Social Presence :

Prographics :

Exp : 5 Location : Chicago, Illinois, United States Job Level : N/A Designation : Chief of Staff at coLab
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Insights For Selling To Will

During A Call Or A Meeting

DO's

  • Invite them for a social do but don’t rely solely on the relationship
  • Use phrases like ‘clear proof that’, ‘data shows’ etc.
  • Help them understand the risk aspect fully while inspiring confidence

DONT's

  • Avoid phrases like ‘trust me’, ‘you will just love it’ etc.
  • Avoid winging it with them particularly, answer a question only if you know the answer well
  • Don't ask them to move fast, let them take their time and digest all the information

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Will is

  • Clear proof of product value matters to them, followed by others' testimonials and rapport.
  • Will you ever get a clear answer from Will

  • They are likely to give you a clear answer without taking you around in circles. However, if you share a good relationship, they might not be so forthcoming.

Insights For Deal Planning

    How fast (or slow) will Will move?

  • They like to perform full analysis and can take time to make any decision.
  • Can Will take some risk or not?

  • They weigh all decisions systematically and are unlikely to take many risks.

You And Will

Personality Compatibility


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