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

Build the team.
Earn the trust.
Scale the impact.

Rex Joseph Piloton — an APAC sales engineering leader who has built teams, shaped enterprise deals, and worked hands-on with customer-facing AI. An application for Sales Engineering Manager, APJ at Sierra.

20+ years in technical rolesBuilt SE teams across APAC marketsConversational + Voice AI
01 / The case

A leader who still builds.

I bring the combination this moment calls for: regional team leadership, enterprise technical sales, and current practitioner experience in AI-powered customer experience.

0 → 4Helped build the APAC sales engineering team at Kasisto
0 → 3Helped build three-person teams in each of Indonesia, Vietnam, and Thailand at Experian
1 → 5Helped grow the APAC sales engineering team at Everbridge
01 / BUILD THE MOTION

Regional leadership

Helped build a four-person APAC SE team at Kasisto, three-person teams in each of three Southeast Asian markets at Experian, and a five-person APAC SE team at Everbridge. Led regional enablement through Project Uplift.

02 / WIN WITH CUSTOMERS

Enterprise credibility

Supported Everbridge's largest APAC CEM Suite deal and guided complex sales cycles across regulated and customer-facing environments.

03 / DEPLOY RESPONSIBLY

AI in the field

Built customer-facing AI demonstrations and pilots across Ada, AI Rudder, and Kasisto, with attention to fit, evaluation, and reliable outcomes.

Ask Rex's applicationOpenAI-powered · grounded in career evidence
CONNECTING
Hello. I can walk you through Rex's APJ leadership, customer-facing AI work, enterprise deals, and voice 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 / APJ 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 a small set of representative conversations, explicit evaluation criteria, and a review of failures. Track resolution, handoff quality, and gaps that need product or operational work before expanding the rollout.

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

For an APJ sales engineering team, this means teaching a repeatable way to earn conviction: understand the customer journey, test it in local conditions, and make a clear recommendation about readiness. That is the kind of technical sales culture I would help build at Sierra.

03 / Resume

Evidence, not adjectives.

Sales engineering leadership · people management · coaching and enablement · enterprise SaaS · customer-facing AI · Voice AI · technical discovery · demos and proof of concept · solution architecture · cross-functional GTM · APAC and SEA.

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 opportunities with practical attention to integrations, evaluation, and measurable business value.
  • Partner with sales, product, and engineering stakeholders to navigate the realities of enterprise adoption and region-specific customer needs.
  • 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.

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

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,

APJ is a region where an excellent product needs an equally excellent local technical sales motion. Enterprise buyers need to see that an AI agent can solve a real customer problem, work within their systems, and deliver outcomes they can trust. That is the work I want to lead as Sierra's Sales Engineering Manager, APJ.

I have helped build technical teams in three settings: from zero to four at Kasisto, from zero to three in each of Indonesia, Vietnam, and Thailand at Experian, and from one to five at Everbridge. I also led a regional uplift effort that contributed to an 8% increase in deal closure rate and supported Everbridge’s largest APAC CEM Suite deal. My full resume spans complex enterprise CX sales, voice and conversational AI, product launches, and hands-on software delivery. Most recently, as a founding APAC presales practitioner at Ada (ada.cx), I have worked directly with enterprises evaluating customer-facing AI. In one unnamed customer evaluation, I built a bilingual English/Tagalog voice proof of concept at Ada while competing head to head with Sierra. Sierra won. That experience gave me a practical view of what customers value in voice AI and strengthened my interest in the team that won their trust.

I would bring Sierra a player-coach mindset: develop exceptional SEs, establish repeatable discovery and demo standards, work shoulder to shoulder with sales and agent engineering, and earn customer trust by being clear about what a solution can deliver. My experience across Zendesk, AI Rudder, Kasisto, and Ada also gives me a practical view of customer experience, conversational and voice AI, and the region's varied languages, channels, and buying processes.

Several former Ada colleagues have since joined Sierra, including a previous manager. Those relationships make the opportunity especially personal, and Sierra’s emphasis on customer outcomes is compelling to me. I would help the APJ team earn trust through evaluations grounded in real journeys, local language behavior, and candid recommendations about readiness. I'd welcome the chance to discuss how I could help build a high-performing APJ sales engineering team and turn that promise into customer proof.

Rex Joseph Piloton

Let's build what's next.

Available for a conversation about Sierra's APJ sales engineering team.

Email Rex ↗LinkedIn ↗