The GTM Podcast

GTM 140: How Microsoft Scaled from $600M to $5B: The Enterprise Playbook with Hayden Stafford


Listen Later

Hayden Stafford is the President and Chief Revenue Officer (CRO) at Seismic, where he oversees the global go-to-market (GTM) organization, including pre-sales, sales, customer success, services, partners, and more. Prior to joining Seismic, he served as President of Global Field Operations at Pegasystems. Before that, Hayden was Corporate Vice President at Microsoft, leading Global Business Applications (Microsoft Dynamics 365) for six years. Earlier in his career, he was an SVP at Salesforce and spent nearly a decade at IBM, ultimately serving as VP and Managing Director on Wall Street.


Discussed in this Episode:

  • What Satya Nadella taught Hayden about culture, clarity, and transformation at Microsoft.
  • The exact playbook to move from SMB to enterprise—including partner enablement, segmentation, and incentive design.
  • Why retention isn't just a CS metric—and how to build a sales team that cares about it.
  • How to win in vertical SaaS, from breaking into financial services to owning the category.
  • What it takes to close a $600M+ deal in the middle of a financial crisis.


Highlights: 

05:19 — How Satya Nadella sold his internal vision and rebuilt Microsoft’s culture from the ground up
 13:13 — The partnership blueprint: how to scale with partners, not just transact with them
 28:18 — Going deep in verticals: why Seismic dominated financial services while others avoided it
 34:44 — How Hayden closed a $600M+ deal with Merrill Lynch after the 2008 crash
42:40 — Why retention should be part of your sales comp—and how to make it work
49:15 — The “Value Continuum”: a framework for aligning sales, services, and CS around business outcomes


Guest Speaker Links (Hayden Stafford):

  • LinkedIn: https://www.linkedin.com/in/haydenestafford/
  • Seismic: https://seismic.com/


Host Speaker Links (Scott Barker):

  • LinkedIn: https://www.linkedin.com/in/ssbarker/
  • Newsletter: https://thegtmnewsletter.substack.com/


Where to find GTMnow (GTMfund’s media brand):

  • Website
  • LinkedIn
  • Twitter / X
  • YouTube
  • The GTM Podcast (on all major directories)


The GTM Podcast
The GTM Podcast is a weekly podcast featuring interviews with the top 1% GTM executives, VCs, and founders. Conversations reveal the unshared details behind how they have grown companies, and the go-to-market strategies responsible for shaping that growth.

Visit gtmnow.com for more episodes and other interesting content.

...more
View all episodesView all episodes
Download on the App Store

The GTM PodcastBy GTMnow by GTMfund

  • 4.6
  • 4.6
  • 4.6
  • 4.6
  • 4.6

4.6

142 ratings


More shows like The GTM Podcast

View all
This Week in Startups by Jason Calacanis

This Week in Startups

1,271 Listeners

a16z Podcast by Andreessen Horowitz

a16z Podcast

1,002 Listeners

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch by Harry Stebbings

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch

514 Listeners

The Official SaaStr Podcast: SaaS | Founders | Investors by SaaStr

The Official SaaStr Podcast: SaaS | Founders | Investors

173 Listeners

Founders by David Senra

Founders

1,774 Listeners

Invest Like the Best with Patrick O'Shaughnessy by Colossus | Investing & Business Podcasts

Invest Like the Best with Patrick O'Shaughnessy

2,292 Listeners

Masters of Scale by WaitWhat

Masters of Scale

3,970 Listeners

Y Combinator Startup Podcast by Y Combinator

Y Combinator Startup Podcast

209 Listeners

All-In with Chamath, Jason, Sacks & Friedberg by All-In Podcast, LLC

All-In with Chamath, Jason, Sacks & Friedberg

8,649 Listeners

30 Minutes to President's Club | No-Nonsense Sales by Armand Farrokh & Nick Cegelski

30 Minutes to President's Club | No-Nonsense Sales

387 Listeners

Grit by Joubin Mirzadegan

Grit

187 Listeners

B2B Marketing with Dave Gerhardt by Dave Gerhardt

B2B Marketing with Dave Gerhardt

42 Listeners

The Logan Bartlett Show by by Redpoint Ventures

The Logan Bartlett Show

192 Listeners

Revenue Builders by Force Management

Revenue Builders

148 Listeners

Lenny's Podcast: Product | Growth | Career by Lenny Rachitsky

Lenny's Podcast: Product | Growth | Career

1,320 Listeners