What you’ll do - Architect Sierra’s most complex deals: lead our largest multi-BU, multi-geo opportunities, designing sophisticated deal structures and managing risk with precision and conviction. - Operate as part of the customer’s team: maintain trusted relationships across the customer C-suite and working teams. - Engage at the founder level: regularly engage and operate in front of customers with founder-like conviction and expertise. - Bring precision to everything: operate with exacting craft in messaging, positioning, and timing across every interaction. - Shape strategy: influence how Sierra approaches its most important accounts and set the standard for the broader sales org. - Operate as an AI-native seller: leverage AI tools across the full sales cycle—account research, personalized outreach, call summarization, pipeline forecasting, and deal execution—to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.

What you’ll bring - 10–12+ years of enterprise/strategic sales experience, owning the largest and most complex accounts. - Demonstrated success closing multi-million-dollar

What you’ll do - Architect Sierra’s most complex deals: lead our largest multi-BU, multi-geo opportunities, designing sophisticated deal structures and managing risk with precision and conviction. - Operate as part of the customer’s team: maintain trusted relationships across the customer C-suite and working teams. - Engage at the founder level: regularly engage and operate in front of customers with founder-like conviction and expertise. - Bring precision to everything: operate with exacting craft in messaging, positioning, and timing across every interaction. - Shape strategy: influence how Sierra approaches its most important accounts and set the standard for the broader sales org. - Operate as an AI-native seller: leverage AI tools across the full sales cycle—account research, personalized outreach, call summarization, pipeline forecasting, and deal execution—to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.

What you’ll bring - 10–12+ years of enterprise/strategic sales experience, owning the largest and most complex accounts. - Demonstrated success closing multi-million-dollar