James M. Voak

@JamesVoak
2 Followers
144 Following
10 Posts

Enterprise sales exec helping companies crack B2B markets and scale revenue. 20 years closing multi-million dollar deals, building partnerships, and figuring out what actually works (vs. what sounds good on LinkedIn).

CVGA certified. Spoke at GITEX Dubai & CES Las Vegas. Based in Scottsdale, AZ.

I write about enterprise sales, strategic partnerships, and relationship-driven growth. No BS, just frameworks that work.

🌐 jamesmvoak.com
📧 [email protected]

Biohttps://jamesmvoak.com/
Linkedinhttps://www.linkedin.com/in/jamesmvoak/
Subtackhttps://substack.com/@jamesmvoak
gravatarhttps://jamesvoak.link

The 3 Questions I Ask Before Any Enterprise Deal (And Why Most Salespeople Skip Them)

After 20 years, I've learned that most deals are lost in the first conversation, not because of bad demos or weak products, but because salespeople don't ask uncomfortable questions early enough.

The three questions with full framework & real examples; [https://open.substack.com/pub/jamesmvoak/p/the-3-questions-i-ask-before-any?r=4av4d6&utm_campaign=post&utm_medium=web&showWelcomeOnShare=true]

#Sales #EnterpriseSales #B2B #SaaS #SalesStrategy

The 3 Questions I Ask Before Any Enterprise Deal

(And Why Most Salespeople Skip Them)

Quick question for founders and sales leaders:

What's taking longer to close right now—deals under $100K or deals over $500K?

And why do you think that is?

Reply below. I'm collecting real data (not mastodon theory).

@thenewsdesk @business-thenewsdesk
Does anyone else feel like there is a huge transition of teenagers that will become founders and not college students?
Find Your Grind raises $5M to grow platform empowering students to explore unique career paths | TechCrunch

Nick Gross says that Find Your Grind gives students the tools to explore what careers are out there and what paths suit their strengths, interests, and visions for what they want their futures to look like.

TechCrunch
This firm is headed to unicorn within the investment banking world undoubtedly: https://www.bloomberg.com/news/articles/2025-11-24/ai-startup-raises-75-million-to-take-junior-bankers-grunt-work

New to Mastodon, not new to the internet 👋

20 years scaling SaaS revenue, speaking at GITEX Dubai and CES Vegas, and recently decided the industry needs fewer "crushing it" posts and more honest conversation about what actually moves deals

So, I started writing about it: [https://substack.com/@jamesmvoak/note/p-179481290?utm_source=notes-share-action&r=4av4d6]

Topics I'm exploring:
→ How relationships actually convert to revenue
Looking to connect with:
- Fellow sales leaders tired of the hustle porn

#introduction #SaaS #EnterpriseSales #B2B

Why I'm Starting This Newsletter

(And What You'll Actually Learn)

Jersey Mike’s longtime CEO and founder steps down after $8 billion sale to private equity
https://www.cnn.com/2025/04/24/business/jersey-mikes-new-ceo?utm_source=flipboard&utm_medium=activitypub

Posted into Business and Tech @JamesVoak

For the first time in about 50 years, Jersey Mike’s has a new CEO

Peter Cancro, the founder and CEO of Jersey Mike’s Subs, is stepping back from the leadership position following an $8 billion sale that made him a multibillionaire.

CNN

FBI: Americans aged 60 and older reported losing almost $3 billion to crypto fraud last year. In total, Americans reported being scammed out of around $9.3 billion via crypto, out of a total $16.6 billion in total reported Internet crime losses that year.

https://www.ic3.gov/AnnualReport/Reports/2

Annual Reports - Internet Crime Complaint Center (IC3)