Customer Solutions Architect (Post-Sale, Enterprise | LATAM)

About Whippy

Whippy is leading the way in AI-powered business communication—transforming how companies engage with customers using intelligent AI Agents. From AI Recruiters to Voice AI receptionists, payroll verification agents, and omni-channel messaging automation, Whippy helps businesses replace manual workflows with scalable, intelligent systems.

We work closely with enterprise staffing and workforce organizations, embedding AI agents and messaging workflows directly into their ATS/CRM systems. As Whippy becomes increasingly adopted across the staffing industry, long-term success, retention, and expansion are our highest priorities.

This role is remote, open to LATAM-based candidates, and requires full English fluency while supporting U.S. enterprise customers. Work hours follow Eastern Standard Time.

Role Overview

Whippy is seeking Customer Solutions Architects to own post-sale delivery for enterprise customers.

You will act as the primary solutions owner for your accounts—partnering closely with customers to design AI workflows, configure agents, guide integrations, and drive long-term success and expansion. You will be trusted to reason through ambiguity, recommend the right approach, and take ownership of customer outcomes end-to-end.

This role exists to ensure enterprise customers successfully adopt AI Recruiter first, expand into additional AI agents and use cases over time, and realize meaningful business value from Whippy’s platform.

🌎 Where You’ll Work

• Fully remote (LATAM-based candidates only)

• Full English fluency required

• U.S. enterprise customer coverage on EST hours

⚡ What You’ll Do

Own Enterprise Customer Outcomes

• Own post-sale delivery for enterprise customers from onboarding through long-term expansion

• Build deep understanding of customer goals, workflows, and operational context

• Act as the primary post-sale point of contact and trusted advisor

Design AI & Workflow Solutions

• Architect and deploy AI Recruiter implementations

• Design and configure AI agents (voice, chat, messaging)

• Build and optimize messaging workflows and automation

• Guide ATS/CRM integrations and data-driven workflows

• Translate business requirements into scalable system designs

Lead Customer Conversations

• Run solutioning, optimization, and strategy calls independently

• Ask the right questions when requirements are unclear

• Recommend phased approaches and tradeoffs

• Push back when requests are misaligned or premature

Drive Retention & Expansion

• Ensure strong adoption of initial AI Recruiter deployments

• Expand usage over time into additional AI agents and workflows

• Identify expansion opportunities through success, not forced selling

• Drive high net revenue retention through trust and outcomes

Collaborate Internally

• Partner closely with product and engineering teams

• Share customer patterns, feedback, and best practices

• Help shape playbooks, templates, and scalable solutions

🎯 What We’re Looking For

• Experience owning post-sale enterprise or strategic customer relationships

• Strong systems and workflow thinking

• Comfort operating without a predefined playbook

• Ability to design solutions, not just execute instructions

• Experience with SaaS platforms, integrations, automations, or APIs

• Confidence communicating with U.S. customers in fluent English

• Ability to say “no” or “not yet” when appropriate—and explain why

💼 Compensation

Compensation is competitive and based on experience, ownership, and impact. Final offers are determined based on scope, seniority, and demonstrated ability to independently own enterprise customer outcomes.

🙌 What We Offer

• Ownership over high-impact enterprise customer relationships

• Direct collaboration with founders and engineering leadership

• Real influence on product direction and customer outcomes

• A fast-growing AI company where success, not selling, drives expansion

• The opportunity to help define how AI is adopted in staffing at scale