Enterprise Sales Interview Sprint
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's included
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.
- 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.
Meet your expert
Zach E.
Enterprise sales careers | OpenAI GTM, ex-AWS | Interviews & career growth
Welcome to my profile! With 12+ years of sales and leadership experience, I'm eager to help: 1. Review your resume 2. Prepare you for a sales interview 3. Coach you on closing larger deals 4. Educate you about the AI, cloud, and infrastructure landscape or technology GTM. I love helping others and sincerely believe coaching and mentorship are the keys to accelerating career outcomes. I'm currently an Account Director - Digital Native Enterprise at OpenAI. Previously, I spent nearly 7 years at Amazon Web Services (AWS) in enterprise sales roles, including as an Enterprise Sales Team Lead, supporting F1000 customers across North America. I'm committed to helping people maximize their careers through coaching and mentorship. I have a proven track record in commercial negotiation and managing a $92M book of business across a few strategic customers. Prior to AWS, I worked at various startups in sales and business development roles, including my own subscription teeth-whitening company (feel free to ask about it). Each of these experiences taught me about being a more effective individual contributor and servant leader. I am a connector and lifelong learner. I love learning about new ideas and discussing creative and effective solutions to hard problems. I am fluent in English and Spanish. Coaching is provided independently in my personal capacity and is not sponsored or endorsed by OpenAI. I do not provide OpenAI-specific application or interview coaching, referrals, confidential information, or advice related to active OpenAI customer or partner matters.
