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.
Enterprise Account Executive · AI Voice · CPaaS/CCaaS
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.
Or reach me at alrazi@alrazibashir.com
Enterprise experience with
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.
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.
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.
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 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.
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.
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.
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.
Enterprise AI, communications, and automation sales where dollars are on the line.
Telnyx · AI Voice & Communications Infrastructure
Jan 2025 – Present
Remote
Cyara · AI-Powered Chatbots + Contact Center Testing
Jan 2023 – Dec 2024
Remote
INTERLINK · RPA & Intelligent Automation
Mar 2021 – Aug 2022
Remote
Twilio · Contact Center, Cloud Communications, SIP Trunking
Mar 2019 – Feb 2021
San Francisco, CA
Motive · IoT, Fleet Telematics Platform
Feb 2017 – Feb 2019
Remote
Samsara · IoT, Fleet Telematics Platform
Apr 2017 – Dec 2017
Remote
A few anonymized enterprise deals where I owned the outcome.
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.
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.
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.
How I think about enterprise sales systems.
Artifacts and frameworks built from running $65K–$550K ACV enterprise cycles across AI infrastructure and communications platforms.
A structured view of $65K–$550K+ ACV enterprise deals—mapping stakeholders, technical and commercial risk, approvals, and next actions so multi-month cycles stay controlled.
A simple framework for how enterprises evaluate CX and AI platforms—making reliability, integration effort, and commercial tradeoffs visible beyond vendor marketing.
Technical experiments, small tools, and prototypes that explore GTM systems, AI infrastructure, and how developers actually adopt communications and AI platforms.
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.