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

20Sales: Rippling's CRO on Why Founders Should Not Create Sales Playbooks | Why Discounting is BS and How to Create Urgency in Deals | The Biggest Lessons on Pricing and How to Win the Pricing Game with Matt Plank

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Dec 20, 2024
Matt Plank, Rippling's Chief Revenue Officer with a rich background from Zenefits, shares his expert insights on sales strategies. He argues that founders should not create sales playbooks, emphasizing adaptability over rigidity. Plank challenges the practice of discounting, calling it detrimental to perceived value. He also discusses effective pricing strategies and how to create urgency in deals. Navigating the emotional terrain of sales, he highlights the importance of building relationships and maintaining morale during challenging times.
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INSIGHT

Indecision Kills Deals

  • The top reason for losing deals is indecision, often due to the customer staying with their current solution.
  • Build strong relationships, even with lost deals, as they often come back around later.
ADVICE

Outbound Importance

  • Outbound sales is crucial for scaling and should not be neglected.
  • Partner deeply with marketing to align messaging and targeting.
ADVICE

Sales & Marketing Partnership

  • Build a strong partnership with marketing where credit is shared for pipeline generation.
  • Marketing should inform outbound efforts by identifying high-intent accounts and crafting effective messaging.
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