Thinking about selling to the enterprise? It’s a massive growth lever — but also a completely different beast than SMB sales.

In this episode, we get real about what it actually takes to move upmarket. No fluff. No theory. Just battle-tested lessons from someone who’s been through it.

You’ll learn:

• The biggest mistakes companies make when chasing big logos

• Determine if your company and product are ready for moving upmarket

• Verticalize or territory focus?

If you're a founder, sales leader, or GTM operator looking to scale your motion into the enterprise, this episode will save you time, money, and frustration.

Thank you to Virtual Causeway - https://virtualcauseway.com/ - for sponsoring this episode! If you're looking to grow or generate more leads, speed up your sales cycle, and grow revenue without adding headcount, give the team at Virtual Causeway a call!

🔔 Follow the show for more hard-earned insights on growing and scaling B2B companies.

#EnterpriseSales #UpmarketStrategy #B2BGrowth #GTM #StartupSales #SaaS

Ever wondered what happens when big companies try to birth their own startups? Spoiler alert: it's messier than a toddler with finger paint! 🎨In this episode, Glenn Schmelzle and I dive deep into the chaotic, thrilling, and often brutal world of corporate spinouts. We're talking about those moments when established companies decide to take their side project and launch it into the wild as its own entity.

Thank you to Virtual Causeway - https://virtualcauseway.com/ - for sponsoring this episode. If you're looking to grow your generate more leads, speed up your sales cycle and grow revenue, without adding headcount, give the team at Virtual Causeway a call!

Building a demand gen engine is difficult enough. Building a Demand Gen Engine for an open source product where you sell to developers is more difficult!Jason Hubbard faced this exact challenge when he joined Astronomer. His efforts led to assisting in a $500 Million dollar raise, 5x'ing revenue, and watching inbound represent 80% of the revenues. Thank you to The Red Umbrella Group - https://www.theredumbrellagroup.com/ - for sponsoring this episode. If you're looking to level up your sales team skills or run an SKO, call Ross and the team!

Revenue is a TEAM outcome and the most important thing within a company is communication. How do you communicate on the progress and pacing of that plan?Kyle Lacy, CMO of Docebo, and the host of The Revenue Diaries Podcast - https://open.spotify.com/show/0xSCjSG... - joins me to talk about this incredibly important topic!Kyle references his weather report document and can be found here - https://www.scribd.com/document/73360...

Thank you to The Red Umbrella Group - https://www.theredumbrellagroup.com/ - for sponsoring this episode!

Demand Gen is broken today and we're in a phase of learning how to market in today's world.

Tyler Lessard joins the podcast to discuss how marketing is changing and evolving in front of our eyes and what you need to be thinking about on marketing to your funnel.

Thank you to Virtual Causeway for sponsoring this podcast. Learn more about them at https://virtualcauseway.com/

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Marketing in the AI era doesn't have a clear playbook; it's being defined!The evolution of the LLMs and watching website traffic decline, how do you change how you're doing marketing?

Lisa Sharapata, VP of AI and GTM at Metadata joins us to give us a real time view into how to market.

Being acquired is part of business. Being part of a bigger company like Accenture is like "being put into a small country" and you have to figure out how to be successful.

Noah Sturm shares some tips and tricks on how to be successful and advice on not losing your identity.

Special thank you to The Red Umbrella Group - https://www.theredumbrellagroup.com/ - for sponsoring today's episode.

Sales Enablement is often the most misunderstood position inside of a revenue organization! They need to be masters of many things, yet they're responsible TO revenue and not FOR revenue.

Cory Bray, founder of Clozeloop and CoachCRM sits down with me to talk about the future of Sales Enablement, where it's being done wrong, and what skills are required to be elite at Enablement amongst other great insights.

So you've acquired a company or have been acquired or merged with another company. Awesome! Now what? The hard part begins - the integration point. What do you do to integrate multiple companies or systems together to create one unified system for the future?

Leslie Flemming, VP of Marketing at CloudKettle, joins me to share how their company aligned sales and marketing, created one vision across the entire company, and some actionable takeaways should you be in this position.

Businesses and Marketers might be missing the value of lead scoring! Gary Amaral and I go into details on where you should be looking at lead scoring, how you might be missing opportunities and the role that AI is playing.

Are you running lead scoring for top of funnel, product retention, customer churn? These and many more fantastic insights are brought out in what was a super interesting conversation!