Enterprise Sales Engineer

This is a fully remote position, open to applicants in New York.

📋 Description

• Develop and implement tailored demo workflows that incorporate both newly launched and in-progress features and products.

• Define and document standard operating procedures for technical discovery, mapping customer systems, integrations, data flows, and constraints.

• Create scalable solution design frameworks and proof plans in collaboration with Engineering and Product teams.

• Build and sustain standardized processes for responding to RFPs/RFIs, ensuring accurate and unique technical content along with internal coordination.

• Establish processes to validate early-stage product features, gather field feedback, and prepare features for sales enablement.

• Collaborate with Sales to develop deal execution playbooks that include objection handling, stakeholder alignment, and proof milestones.

• Document and maintain security and compliance materials for buyer evaluations and risk assessments.

• Generate scalable enablement resources, such as playbooks, guides, and reusable demo components.

• Work alongside Sales, Product, and Customer Success teams to facilitate technical validation and articulate value throughout the sales process.

• Take ownership of demos, technical discovery, solution design, and coordinate responses to RFPs/RFIs.

⛳️ Requirements

• Over 5 years of experience in a Sales Engineering role supporting B2B SaaS sales.

• Familiarity with hospitality systems, preferably Property Management Systems (PMS), or similarly complex integration environments.

• Proficient understanding of APIs, including REST and webhooks.

• Basic scripting skills to aid in demos and proofs.

• Experience in supporting security, privacy, and compliance evaluations with enterprise buyers, including PCI, PII, and 10DLC.

• Proven track record of owning or significantly contributing to technical RFP/RFI responses.

• Ability to assess v0/v1 features and translate field feedback into effective sales enablement strategies.

• Demonstrated history of conducting technical discovery, managing objections, and aligning stakeholders.

• Strong written and verbal communication skills, suitable for executive-level interactions.

• Capacity to work independently in fast-paced, ambiguous environments with a focus on achieving outcomes.

🏝️ Benefits

• Unlimited paid time off (PTO).

• Standard holidays along with monthly company-wide Canary Days.

• Birthday holiday.

• Travel stipend for visits to team hubs in San Francisco, New York, or Dallas.

• Credit towards stays at Canary hotels.

• Minimum 30% discount at select partner hotels worldwide.

• Monthly budget for the Self Improvement Club.

• Stipend for professional development learning.

• Cash referral bonus for successful hires.

• Stock option grant, pending board approval.

• Uncapped commission paid monthly.