ABAlrazi Bashir
Alrazi Bashir
$3M+ in enterprise AI deals · CPaaS · CCaaS · AI Voice

Enterprise Account Executive · AI Voice · CPaaS/CCaaS

Enterprise Account Executive turning AI infrastructure, voice platforms, and contact center systems into revenue.

Engineering-led enterprise sales across AI voice, CPaaS, and CCaaS — $65K to $550K ACV across 5–9 month cycles with Fortune 1000 and mid-market buyers.

$1.2MAnnual Quota
$550KMax ACV
5–9moAvg Cycle

Or reach me at alrazi@alrazibashir.com

Enterprise experience with

  • Telnyx
  • Cyara
  • Twilio

What I do

I sell complex AI and communications platforms into the enterprise.

I work with product, engineering, CX, and RevOps teams to turn AI voice, CPaaS/CCaaS, and conversational AI platforms into production-grade revenue systems—aligning architecture, risk, and commercial outcomes.

01

Sell complex platforms into complex enterprises

Own full-cycle enterprise sales for AI voice, CPaaS/CCaaS, and conversational AI platforms—running multi-month, multi-stakeholder cycles from technical discovery through commercial close.

02

Connect architecture to revenue

Translate latency, reliability, routing, and integration requirements into clear commercial value for economic buyers—so infrastructure decisions map directly to pipeline, NRR, and cost-to-serve.

03

De-risk transformation programs

Position AI and communications platforms as risk mitigation layers during contact center and CX transformation—focusing on reliability, observability, and governance rather than just new features.

How I sell

How I sell enterprise AI and communications platforms

My career has moved from cloud engagement plumbing (Twilio), to CX reliability and conversational AI assurance (Cyara), to AI voice infrastructure (Telnyx)—building an orchestration-layer view of how platforms, data, and conversations drive enterprise outcomes.

01

Engineering-led discovery

Start with architecture diagrams, data flows, latency and reliability requirements—partnering with product and engineering to define what is actually feasible before translating options into clear tradeoffs for GTM and executive sponsors.

02

Multi-stakeholder enterprise deals

Run 5–9 month cycles that keep architecture, QA, contact center operations, security, finance, and procurement aligned—so technical risk, commercial terms, and day-two operations are all visible and de-risked.

03

Transformation risk mitigation

Position AI infrastructure, CPaaS/CCaaS, and conversational platforms as ways to reduce operational and transformation risk—grounded in reliability, observability, governance, and success metrics that executives and boards care about.

Experience

Enterprise AI, communications, and automation sales where dollars are on the line.

Enterprise Account Executive

Current

Telnyx · AI Voice & Communications Infrastructure

Jan 2025 – Present

Remote

  • Carry a $1.2M annual quota and manage an enterprise territory across mid-market and large enterprise segments, running 6–9 month evaluation cycles with multi-stakeholder buying committees spanning engineering, product, and CX leadership.
  • Lead engineering-driven technical discovery across production requirements—latency, carrier-grade reliability, and scalability—to close AI voice infrastructure and conversational AI deployments in the $65K–$550K ACV range.
  • Displace incumbent CPaaS and legacy telecom providers by positioning Telnyx on cost efficiency, low-latency routing, and enterprise uptime, resulting in multi-year committed agreements.
  • Manage the full sales motion from PoC scoping through commercial close with VP and C-suite economic buyers across parallel technical and business evaluation tracks.

Enterprise Account Executive

Cyara · AI-Powered Chatbots + Contact Center Testing

Jan 2023 – Dec 2024

Remote

  • Led full-cycle sales of AI contact center testing, LLM-based conversational AI validation, and CCaaS monitoring into Fortune 1000 organizations, managing $75K–$225K ACV deals across 5–7 month multi-stakeholder cycles.
  • Engaged VP- and C-level buyers across IT, CX, and QA to align automated testing strategy with CCaaS transformation roadmaps on platforms like Genesys Cloud and Amazon Connect, structuring multi-year agreements to maximize TCV.
  • Scoped IVR automation, regression testing, and QA frameworks across CPaaS-integrated enterprise environments in partnership with professional services.
  • Quota Attainment: 102% | Multi-Year Contracts: 9 closed (3-year terms) | Career TCV: $1M+

Mid Market Account Executive

INTERLINK · RPA & Intelligent Automation

Mar 2021 – Aug 2022

Remote

  • Drove net new business in regulated mid-market accounts through consultative sales motions, managing $60K–$180K ACV deals across 4–6 month cycles aligned to digital transformation mandates.
  • Closed 6 net new logos through structured technical discovery and value-based sales in compliance-driven verticals.
  • Quota Attainment: 95% | Career Deals Closed: $850,000+

Enterprise Account Executive

Twilio · Contact Center, Cloud Communications, SIP Trunking

Mar 2019 – Feb 2021

San Francisco, CA

  • Sold CPaaS, real-time communications, programmable messaging (SMS/MMS/2FA), SIP trunking, and contact center solutions to engineering and C-suite buyers in healthcare and fintech, managing $90K–$420K ACV deals across 6–9 month cycles.
  • Executed 40+ enterprise discovery cycles and advanced opportunities through technical and executive buying committees to close $1M+ in revenue supporting large-scale digital transformation.
  • Career Deals Closed: $1M+ | Quota Attainment: 92%

Mid-Market Sales Development Manager

Motive · IoT, Fleet Telematics Platform

Feb 2017 – Feb 2019

Remote

  • Built and coached an SDR team through structured performance development and pipeline accountability, contributing to $450K+ in closed-won revenue in Year 1.
  • Facilitated the promotion of 2 SDRs to Commercial Account Executive roles.

Mid-Market Sales Development

Samsara · IoT, Fleet Telematics Platform

Apr 2017 – Dec 2017

Remote

  • Sourced $500K in qualified pipeline with 50% meeting-to-opportunity conversion, presenting AI-enabled fleet management and telematics platforms to mid-market logistics accounts.
  • Quota Attainment: 96%

Selected wins

A few anonymized enterprise deals where I owned the outcome.

$617K TCVDeal Value
$205K ARRAnnual Value
Enterprise AE · Conversational AI assurance & CCaaS testing

De-risked a Genesys Cloud and conversational AI migration

At Cyara, partnered with a large membership brand migrating from on-prem IVR to Genesys Cloud while launching conversational AI and SMS deflection to reduce call volume.

Outcome

Reframed the platform as Conversational AI Assurance, led an engineering-led evaluation, and closed a 3-year, ~$205K ARR / $617K ACV agreement over a 10-month cycle to make AI-driven journeys testable and safe to launch.

$370K ACVDeal Value
$185K ARRAnnual Value
Enterprise AE · AI voice infrastructure & SIP trunking

Replaced an incumbent carrier for a Voice AI platform

At Telnyx, worked with a fintech deploying AI-driven voice automation that needed programmable, low-latency telephony for sensitive customer interactions.

Outcome

Led deep technical discovery on routing, latency, failover, and economics, and closed a 2-year Voice AI + SIP deal worth ~$185K ARR / $370K ACV, replacing the incumbent carrier and becoming the foundation for their AI voice roadmap.

$730K ACVDeal Value
$365K ARRAnnual Value
Enterprise AE · Cloud contact center & CPaaS

Closed a Flex contact center modernization deal

At Twilio, worked with an enterprise shifting from legacy contact center infrastructure to a programmable cloud model using Flex, with voice and digital channels.

Outcome

Aligned stakeholders on a programmable contact center architecture and pricing model, and closed a 2-year Flex agreement worth ~$365K ARR / $730K ACV to support their modernization program.

GTM Systems

How I think about enterprise sales systems.

Artifacts and frameworks built from running $65K–$550K ACV enterprise cycles across AI infrastructure and communications platforms.

Searvis.io

A simple framework for how enterprises evaluate CX and AI platforms—making reliability, integration effort, and commercial tradeoffs visible beyond vendor marketing.

Visit →

GitHub

Technical experiments, small tools, and prototypes that explore GTM systems, AI infrastructure, and how developers actually adopt communications and AI platforms.

Visit →

Contact

If you're hiring for enterprise AE or GTM roles in AI infrastructure, conversational AI, or CPaaS/CCaaS, I'd love to talk.

Best fit: enterprise AE roles, GTM operator roles, and early sales hires at AI infrastructure, conversational AI, CPaaS/CCaaS, and contact center transformation companies. Share a short note on your product, motion, and where you need help.

Currently focused on AI infrastructure, conversational platforms, and enterprise GTM.

Open to enterprise AE / GTM roles in AI infrastructure, conversational AI, and CPaaS.