Rex Piloton / an application for Sierra
Singapore-based · APAC-ready · Singapore PR

Understand the need.
Build the proof.
Earn the technical win.

Rex Joseph Piloton — a hands-on enterprise sales engineer who turns customer problems into compelling AI agent demonstrations, credible technical evaluations, and deployable solution paths. An application for Enterprise Sales Engineer, APAC at Sierra.

15+ years in customer-facing technical rolesEnterprise discovery → demo → proofConversational + Voice AI
01 / The case

A technical seller who makes AI concrete.

I bring exactly what this role asks for: enterprise technical sales, hands-on demo and proof-of-concept work, executive and engineering credibility, and current field experience with customer-facing AI agents.

15+Years translating complex technology for enterprise customers
8%Increase in deal closure through Everbridge Project Uplift
3Conversational and Voice AI platforms across Ada, AI Rudder, and Kasisto
01 / DISCOVER THE NEED

Business-first discovery

Connect customer outcomes, operational constraints, systems, data, risk, and user journeys before choosing what to demonstrate or prototype.

02 / BUILD THE PROOF

Demo and evaluation craft

Design tailored demos and proofs of concept that test real journeys, integrations, multilingual behavior, edge cases, handoffs, and measurable success.

03 / EARN THE WIN

Enterprise credibility

Lead technical sales conversations from practitioner to executive level, aligning Sales, Product, Engineering, Security, and customer stakeholders around a clear path forward.

Ask Rex's applicationAI-powered · grounded in career evidence
CONNECTING
Hello. I can walk you through Rex's enterprise sales engineering, AI agent demos, technical evaluations, enterprise wins, and APAC experience. What would you like to explore?
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02 / Field perspective

The demo is the beginning of the evidence.

Across Ada, AI Rudder, Zendesk, and Kasisto, I have seen enterprise AI evaluations become much more useful when we stop treating a fluent conversation as the outcome. The question I bring to a customer is whether an agent can complete a real task, in the language and channel the customer actually uses, with a clear path when it cannot.

01 / THE JOB TO BE DONE

Choose a journey that matters.

Start with a customer request that crosses knowledge, policy, and a real system. Define the successful resolution, the handoff, and who owns the outcome before building the showcase.

What I askWhich customer task would you trust an agent to finish, and how would you know it was finished?
02 / APAC REALITY

Language is more than translation.

My English/Tagalog voice pilot reinforced how customers switch languages, accents, and context within a single conversation. Test those turns, interruptions, and recovery paths with regional speakers, not just scripted prompts.

What I examineCan the agent retain intent and safely recover when the conversation changes direction?
03 / TRUST AT SCALE

Make the edge cases visible.

A credible proof of value includes representative conversations, explicit evaluation criteria, and a review of failures. Track resolution, handoff quality, and the product or operational work required before expanding the rollout.

What I recommendShow the evidence, explain the limits, and agree on what must improve next.
My point of view

An Enterprise Sales Engineer earns conviction by understanding the customer journey, translating it into technical requirements, building the right proof, testing it under local conditions, and making a clear recommendation about readiness. That is the work I want to do at Sierra.

03 / Resume

Evidence, not adjectives.

Enterprise sales engineering · customer-facing AI agents · technical discovery · tailored demonstrations · proofs of concept · solution architecture · API integrations · executive presentations · cross-functional GTM · product and engineering feedback · APAC and Southeast Asia.

Senior Solutions Consultant · Founding APAC Presales

Ada (ada.cx) · Singapore
Oct 2025 – Present

A founding APAC presales practitioner at Ada (ada.cx), partnering with enterprise brands on AI agents, customer experience, and voice AI evaluation.

  • Lead technical discovery, tailored demos, architecture discussions, and pilots for customer-facing AI use cases across the region.
  • Translate CX, operations, and digital goals into AI agent requirements, integration patterns, demonstration stories, evaluation criteria, and measurable business value.
  • Partner with sales, product, and engineering stakeholders to navigate the realities of enterprise adoption and region-specific customer needs.
  • Use AI-assisted workflows to accelerate discovery research, solution design, prototype and demo creation, and technical proposal development while retaining human review and customer context.
  • Built a bilingual English/Tagalog voice AI proof of concept at Ada in a competitive enterprise evaluation that included Sierra; gained firsthand insight into customer buying criteria when Sierra ultimately won the evaluation.

Principal Pre Sales Engineer · APAC

Everbridge · Singapore
Sep 2022 – Oct 2025

Led technical strategy for enterprise and government customers across critical event management, risk intelligence, and resilience.

  • Led technical discovery, tailored demonstrations, proofs of concept, solution architecture, integrations, and executive presentations for complex enterprise buying groups.
  • Contributed to an 8% increase in deal closure rate and supported the largest APAC CEM Suite deal, spanning multiple products.
  • Helped grow the APAC sales engineering team from one to five; coached colleagues and raised regional demo and presales practices through Project Uplift.

Principal Solutions Consultant

AI Rudder · Singapore
Feb 2022 – Sep 2022

Positioned multilingual Voice AI for enterprise customer engagement across regions.

  • Designed demos and proof of concepts for conversational AI, balancing business outcomes with technical feasibility and localization needs.
  • Partnered with account executives, product, and engineering on multi-stakeholder deals and feedback into the roadmap; secured AI Rudder’s first US market deal within three months of joining.

Senior Solutions Consultant · Enterprise APAC

Zendesk · Singapore
May 2020 – Feb 2022

Enterprise customer experience, omnichannel service, and technical sales across APAC.

  • Coached regional solutions consultants across ANZ, Asia, India, Korea, and Japan; produced reusable demos and sales enablement assets.
  • Advised executive buyers and IT leaders on service workflows, APIs, integrations, and transformation value; helped close Zendesk’s largest commercial deal in Asia in 2020 with a FinTech customer.
  • Named MVP for presentation and demo at Zendesk’s sales onboarding bootcamp; created reusable demo and webinar assets for the sales team.

Director of Sales Engineering · APAC

Kasisto · Singapore
Sep 2019 – May 2020

Regional technical sales leadership for a conversational AI platform serving financial institutions.

  • Led technical activity across the sales cycle, built platform demonstrations, scoped pilots and deployments, and developed business value and ROI narratives.
  • Helped build the APAC sales engineering team from zero to four; transferred product knowledge from the New York team and reduced regional dependence on headquarters.
  • Created demos reused by the global team and received Kasisto’s Rookie of the Year recognition for growing APAC opportunities.
  • Connected regional needs with product, engineering, and services; supported strategic partners and executive technical conversations.

Head of Pre Sales & Technical Services · SEA

Experian · Singapore
Jul 2017 – Sep 2019

Owned regional presales and technical services resourcing for data quality and targeting; joined Experian as Senior Technical Consultant in Jul 2016.

  • Helped build presales and technical services teams from zero to three people in each of Indonesia, Vietnam, and Thailand; managed regional presales and delivery resourcing.
  • Led the complex Mosaic Indonesia product launch across stakeholders and regulatory requirements, contributing to a deal and revenue recognition.
  • Helped secure the first globally recognized sale of the newly launched Experian Aperture Data Studio; led early customer implementations of Pandora, including Changi, Cigna Thailand, Marriott Vacation Club, and Traveloka.
  • Aligned technical requirements and product strategy with executive stakeholders, while leading customer rollouts from initiation through implementation and training.
Earlier technical foundation: Thomson Reuters · Technical Consultant (2013–2016): risk and compliance proofs of concept, RFP content, and investment bank screening and transaction monitoring deployments. BAE Systems Applied Intelligence · Technical Consultant (2011–2013): enterprise fraud and anti-money laundering implementations, requirements, testing, and consultant mentoring. Monetary Authority of Singapore · Solutions Engineer (2009–2011): application design, prototyping, testing, and production delivery. NetOp · Senior Software Engineer (2008–2009) and Accenture · Software Engineer (2005–2008): software design, integrations, quality assurance, and release delivery.
04 / Cover letter

Dear Sierra team,

Enterprise buyers do not adopt customer-facing AI because a scripted conversation sounds impressive. They adopt it when the technical proof connects a valuable customer journey to their systems, policies, operating model, and measurable business outcomes. That is the work I want to do as Sierra’s Enterprise Sales Engineer for APAC.

I bring more than 15 years in customer-facing technical roles across software engineering, professional services, solution architecture, and enterprise presales. Today, as a founding APAC presales practitioner at Ada, I lead technical discovery, tailored demonstrations, architecture discussions, and evaluations for customer-facing AI. Previously, I supported Everbridge’s largest APAC CEM Suite deal and led Project Uplift, contributing to an 8% increase in deal closure. At Zendesk, AI Rudder, and Kasisto, I built and presented enterprise demos, scoped pilots and integrations, and translated technical capability into outcomes understood by executives and practitioners alike.

My interest in Sierra is grounded in direct field experience. In one unnamed enterprise evaluation, I built a bilingual English/Tagalog Voice AI proof of concept at Ada while competing in a process that included Sierra. Sierra won. Seeing that evaluation from the other side strengthened my understanding of what sophisticated buyers value: strong journey design, multilingual behavior, technical fit, trust, and readiness to deploy.

I would bring Sierra a hands-on, customer-obsessed approach: uncover the real business problem, design a technically credible solution, craft a demonstration that makes the value tangible, guide the evaluation honestly, and carry customer insight back to Sales, Product, and Agent Engineering. My leadership experience helps me raise standards and create repeatable practices, but I remain most energized when I am close to customers, builders, and the technical win.

I would welcome the opportunity to help Sierra create trusted enterprise AI outcomes across APAC.

Rex Joseph Piloton

Let's turn customer ambition into proof.

Available for a conversation about Sierra's Enterprise Sales Engineer, APAC role.

Email Rex ↗LinkedIn ↗