Remote Position

[Remote] Enterprise Sales Engineer - Strategic, Financial Services

🌍 Remote · Kenya 💼 Full-time

Note: The job is a remote job and is open to candidates in USA. Sierra is hiring an Enterprise Sales Engineer to lead technical pre-sales for strategic financial services customers. The role includes designing and demonstrating Sierra’s platform, guiding technical reviews and sales-cycle coordination, supporting account launches and expansion, and informing product direction.

Responsibilities

  • Go deep on a few accounts. Learn each customer's business well enough that you could be wearing their badge in their hallways
  • Own the end-to-end technical pre-sales process by scoping customer use cases, articulating business value, designing and demoing Sierra’s incredible platform, leading technical and architecture reviews, and serving as the trusted technical expert throughout the sales cycle
  • Decide when to bring in Agent Development, Product, Security, Legal, and Sierra leaders, and what each of them needs to do. You keep everyone aimed at the same goal
  • Raise the bar for the SE team: mentor others, set standards for demos and pilots, and write the playbooks for Strategic deals and GTM processes
  • Stay with the account after the sale, through the Agent Development handoff, launch, and expansion to new use cases
  • Share what you see across your largest accounts with Product leadership and inform roadmap

Skills

  • 7+ years experience in Sales Engineering, Solutions Engineering or customer-facing technical sales
  • Experience in leading the sales process with Strategic customers with deal sizes of $1M+ consistently
  • Past experience in demo building, and presenting, and working with customers or clients in the GTM function
  • Strong experience in relationship-building with prospect stakeholders, including C-suite executives and technical leaders
  • Experience leading architecture, integration, and security discussions with enterprise architects, engineering leaders, and security teams
  • Ability to leverage AI tools efficiently as a regular part of your technical sales motion — discovery prep, solution design, demo and prototype building, technical proposals. Importantly, you own the accuracy of •anything• you put in front of a customer, whether or not AI helped you build it
  • Experience growing accounts past initial sale and defining customer roadmaps to facilitate growth
  • Bachelor's Degree or above
  • Or equivalent professional experience
  • Bonus if in Computer Science or related field
  • Experience translating code, technical logic and user requirements to product and engineering requirements
  • Selling a technical AI product

Benefits

  • Flexible (unlimited) paid time off for full-time employees
  • Medical, dental, and vision benefits for you and your family
  • Life insurance and disability benefits
  • Retirement plan dependent on country of employment
  • Parental leave
  • Fertility and family building benefits through Carrot
  • Lunch, as well as delicious snacks and coffee to keep you energized
  • Discretionary benefit stipend giving people the ability to spend where it matters most
  • Free alphorn lessons
  • Commission
  • Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.

Company Overview

  • Sierra helps businesses to build and deploy AI agents that communicate with users across channels such as chat, voice, email, and messaging. It was founded in 2023, and is headquartered in San Francisco, California, USA, with a workforce of 1001-5000 employees. Its website is https://sierra.ai.
  • Company H1B Sponsorship

  • Sierra has a track record of offering H1B sponsorships, with 28 in 2026, 11 in 2025, 2 in 2024. Please note that this does not guarantee sponsorship for this specific role.
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