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Description
Build the skills to manage larger, more complex enterprise opportunities. Across three 60-minute sessions, we’ll work through one account or opportunity to improve discovery, understand the buying group, strengthen your business case, and practice the conversations that move a decision forward. My focus is AI-native GTM and hyperscaler-oriented, consumption-based businesses, where winning the initial commitment is only part of the job. We can work on connecting customer use cases to adoption, consumption, and expansion. You’ll leave with a clearer account strategy, a stakeholder map, and a stronger customer value story. We’ll use your actual opportunity to make the work practical. The package covers one account or opportunity and one consolidated feedback round on the materials we develop together.
What you'll get from this package
A clearer account strategy and stakeholder map for one enterprise account or opportunity.
A stronger business case and customer value story, with practice and one consolidated feedback round.
Additional details
Coaching delivered via live sessions.
Three live 60-minute sessions with direct, practical feedback grounded in my OpenAI GTM and AWS enterprise sales experience. We’ll focus on one account or opportunity, applying the work to your selling environment.
Services included:
Sales Strategy
Talk to a team member
Schedule a call with a Leland team member who can help you explore your options.
Schedule a call
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Joined December 2023
5.0
Enterprise sales careers | OpenAI GTM, ex-AWS | Interviews & career growth
I help sales professionals prepare for enterprise AE interviews, strengthen their career story, and move into larger, more complex sales roles. I’m currently on the GTM team at OpenAI and previously spent nearly seven years at AWS, including as an Enterprise Sales Team Lead. My focus is AI-native GTM, hyperscalers, and consumption-based businesses. Sales & Career Strategy Session — $325: Bring one sales or career challenge, and we’ll spend 60 minutes working through it. We can discuss your next role, review your resume, evaluate an offer, or work through a difficult deal. You’ll leave with direct feedback and clear next steps. Where useful, I’ll also share a resume template and a copy of my own resume so you have practical examples to work from. Book through the custom hourly option, or schedule a free intro call to discuss where you need the most support.
$975
3h of coaching