Solutions Engineer

Whippy

10d • Remote

About The Position

Whippy is seeking a Solutions Engineer to scale its technical credibility in pre-sales and post-sales processes. The company sells a deeply technical AI-native platform for business communication, including AI Voice Agents, AI Recruiting, messaging, VoIP, and integrations, into the staffing and HR industry, with expanding verticals. The role is crucial for making complex Whippy deployments provable and repeatable, allowing the company to scale beyond its founders' direct involvement. Whippy is a bootstrapped, profitable company focused on revenue growth, operating with an AI-first mindset and prioritizing speed and results.

Requirements

• Experience as an SE, Solutions Consultant, or senior Implementation Engineer in staffing technology, ATS ecosystems, or CCaaS and business telephony.
• Ability to read API docs fluently and test endpoints without an engineer.
• Proficiency in debugging integrations live on a call.
• Experience building or configuring AI agents or IVR flows.
• Ability to run a technical demo solo under hostile questioning.
• Skill in writing documentation that is actually used.
• Ability to explain architecture in plain English to business owners and engage with their IT teams.
• Customer-facing experience every week.
• Willingness to travel to shows and customer sites.

Nice To Haves

• Do not write production code, but can read API docs fluently, test endpoints without an engineer, and can debug an integration live on a call.
• Have built or configured AI agents or IVR flows.
• Can run a technical demo solo under hostile questioning.
• Write documentation people actually use.
• Explain architecture in plain English to a business owner and hold your own with their IT team in the same meeting.
• Get genuine satisfaction from making the deal work, not from being the hero of the room.

Responsibilities

• Design solutions for complex deals, including product selection, integration with prospect's ATS, data flow, and rollout strategy.
• Own technical deep dive calls and meetings with prospects' IT teams.
• Develop prospect-specific sandboxes and working AI agents for proof of concept.
• Manage RFPs and security reviews end-to-end.
• Travel with the sales team as the technical representative at industry shows and enterprise on-site visits.
• Ensure the demo environment is always functional.
• Design deployment architecture for enterprise accounts and hand over documented implementations to Customer Success.
• Handle technical escalations beyond standard support.
• Build a pattern library of solved deployments to create reusable playbooks.
• Provide feedback to the engineering team on lost deals, common prospect requests, and competitive gaps.

Benefits

• AI native platform for business communication
• Category leader in staffing and HR
• Growing enterprise pipeline
• Bootstrapped and profitable company
• Revenue is the strategy
• AI first in how we work
• Speed over polish
• Results over activity

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed