Talk to a team member
Schedule a call with a Leland team member who can help you explore your options.
Schedule a call
Description
Ready to move beyond high-volume SMB or mid-market sales and into more strategic enterprise selling? This sprint helps you show how your experience translates to larger accounts, more complex buying groups, and longer sales cycles. Across two 60-minute sessions, we’ll sharpen your career story, develop up to five deal or behavioral interview stories, and run a mock interview with direct feedback. We’ll focus on communicating your results, judgment, and readiness to move upmarket. I’ll share an interview preparation template so you can organize your examples and keep practicing. We’ll tailor the work to one target role, with particular depth in AI, cloud, hyperscaler, and consumption-based sales roles. The package includes one advance review of your resume and up to five drafted interview stories, plus one feedback round on revisions. Send your materials and target job description at least 48 hours before our first session, and submit revisions within seven days of our second session.
What you'll get from this package
A stronger career narrative and up to five deal or behavioral interview stories tailored to one target enterprise sales role.
An interview preparation template, a mock interview with direct feedback, and one feedback round on revised stories.
Additional details
Coaching delivered via live sessions.
Two live 60-minute sessions with practical, direct feedback grounded in my OpenAI GTM and AWS enterprise sales experience. I will help you communicate your own experience clearly and credibly, with specific examples and measurable outcomes.
Services included:
Interview Prep
Talk to a team member
Schedule a call with a Leland team member who can help you explore your options.
Schedule a call
More packages from Zach
Custom hourly · $325/hr
Get help with Promotion Strategy, Presentation Skills, and .

Offered by Zach E.
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.
$650
2h of coaching