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© GdStff 2023

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© GdStff 2023

Growth. By design.

The playbook that got you here won’t get you there. I build go-to-market strategies that turn momentum into predictable, repeatable growth. Fast.

Let's Talk Scale
$100MM+
NEt-NEW ARR Growth
Strategic Sales Leadership

I drive scalable revenue growth by building strategic partnerships, accountable teams, and repeatable go-to-market systems.

Expertise:

  • AdTech / MarTech
  • E-Commerce / Retail Media
  • Digital Advertising
  • CRM / CDP / Omni-Channel
  • Machine Learning & AI
  • Natural Language Processing
  • HealthTech / SecureTech
  • FinTech / Financial Services
Data Driven Strategy

I leverage market insights and AI-driven analytics to build scalable go-to-market strategies, including ABM, Product-Led, and Enterprise Sales frameworks.

Accountable Leadership

I lead sales teams with clear, measurable objectives, rigorous tracking, and accountability to consistently achieve aggressive growth targets.

Sales Technology

I implement advanced AI and sales technologies to streamline operations, optimize pipeline health, and accelerate predictable revenue growth.

Winning Culture

I cultivate collaborative, high-performing sales teams that consistently outperform targets and deliver outstanding customer experiences.

Experience

helloalicewhitebunny
Vice President of Enterprise Sales
2024-Present
HelloAlice.com

I shifted the business from episodic sponsorships to a recurring-revenue marketplace that delivers measurable ROI for enterprise partners.

Built and scaled a multi-channel GTM engine (Outbound, ABM, SDR) while overhauling commissions and forecasting discipline, instilling a culture of accountability across sales and RevOps.

 

2
Vice President of Sales
2020-2023
Divinia.ai

As the 1st employee, I helped a founder bring innovative AI / NLP to market, creating and selling multiple SaaS products.

Owned P&L, GTM Strategy, B2C and B2B Product Creation and Monetization, Marketing, Sales and Customer Success.

Created and presented investor pitch decks, helping to secure seed funding.

Grew ARR to $9.7MM in 27 months with clients: Motley Fool, Rakuten, Media.net, H.I.S. Japan and AutoWeb.

1
Vice President of Sales and Customer Success
2019-2020
LuxSci.com

Built and led Enterprise and Mid-Market sales teams to 300% growth.

Built SDR and customer experience teams.

Developed compensation plans, sales playbooks, and GTM strategy. 

Clients include AthenaHealth, Delta Dental, Beth Israel Lahey Health, 1-800 Contacts, BCBS, and Gannett.

3
Co-Founder, Chief commercial Officer
2018-2019
GoodYouMarketing.com

Built a digital marketing agency focused on delivering transparent results to Mid Market client base.

Sold stake in award-winning agency to cofounders.

4
Senior Director / Mid-Market Sales Leader
2004-2017
Yahoo.com

Led Yahoo’s Mid-Market Sales teams, scaling ARR from $12MM to $104MM amid 3 CEO changes, MSFT bid,  AOL merger and Verizon takeover. 

Hired and mentored 200+ sellers, opened remote offices, drove product innovation and sold 100’s of millions of dollars across Search, Native and Programmatic Display.

5
Channel and Affiliate Partnerships
2004
VirginMoney.com

Created and launched Channel Sales and Affiliate Marketing programs for the first P2P Lending Platform. 

6
Account Director
2002 -2004
ThomsonReuters.com

A boutique sales team that sold quant feeds and predictive models based on insider trading data (the legal kind). 

7
Founder, CEO
1999-2001
ClickCapeCod.com

Secured funding and launched startup. Our Real Estate SaaS was the first to pull MLS Listings onto agent sites. 

8
Management Leadership Trainee
1998-1999
53.com

First job out of school. This role gave me visibility into every facet of banking. Sales found me quickly.

Selected "Good Tools"

I’ve created lots of tools to help scale revenue. Some I charge for. Others I don’t. These are some freebees:

Portfolio

some of the Good Stuff I've done.

Explore More

My First Business Plan

1999
It secured funding, gave me my first whack at P&L Ownership, Investor Relations and Product Management. I built it into the first SaaS CRM platform to pull MLS listings directly onto Broker sites... and the company still exists today!
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Leadership Rankings

2008-2016
Every year, Yahoo would ask employees what they thought of their leaders. I was honored to consistently earn a spot in the top percentile...
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My first Fully-Functional E-Commerce Site

2018
I built this site to help my kids sell Girl Scout Cookies and... along the way, we donated 120+ boxes to charity.
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They were just talking about me... All good things, all good things...

Consummate professional and great scale partner. Keith and his team changed our marketing to the tune of millions of dollars by adapting a personalized approach and problem solving relationship. I've been doing this for 15 years and he was a top business development solution for me.
Brett H
Brett HExecutive Director
Keith is one of those rare sales leaders who truly cares about helping clients meet their goals, not just his own. He has driven revenue exponentially everywhere he goes but has done so with genuine respect for his team along the way. He makes everyone feel valued and part of the process which results in a much better solution for the client.
Regis C
Regis CCultural Lead at Meta
Had the pleasure of working with Keith to manage our advertising relationship with Yahoo/Oath. Without question, Keith was the best Sales leader we worked with. His "super power" is really his ability to understand his clients' needs and to work internally to find the best opportunities for clients and his business. He's a leader both for the product and sales teams. Keith is always prepared and has strong people skills--again, he makes the right conversations happen to drive growth for all stakeholders. Keith would be a fantastic leader for anyone looking to build a sales organization or take an existing one to the next level.
John K
John KSVP Motley Fool