Team Lead, New Business and Account Management, CM.com, 2021 to 2022.
Carried my own quota while leading the team's revenue and gross-profit quota.
Above 100% on both individual and team quotas.
Senior Account Executive, CPaaS and Voice AI
I sell messaging, voice and authentication platforms to enterprises. Above quota every year from 2017 to 2025.
London, United Kingdom
| Year | Employer | Attainment |
|---|---|---|
| 2017 | CM.com | 117% |
| 2018 | CM.com | 132% |
| 2019 | CM.com | 105% |
| 2020 | CM.com | 122% |
| 2021 | CM.com | 105% |
| 2022 | CM.com | 109% |
| 2023 | SentiOne and Twilio, combined | 203% |
| 2024 | Twilio | 168% |
| 2025 | Twilio | 172% |
Basis: annual ACV quota of $1M to $2M. 2023 combines SentiOne and Twilio.
Dec 2023 to Nov 2026
Twilio
Senior Account Executive from March 2026, previously Account Executive, New Business
President's Club 2025. Led enterprise deals across messaging, voice, email and customer data.
May to Nov 2023
SentiOne
Regional Sales Lead
Signed the company's first UK Voice AI deal. Built the full pricing proposition, turning token usage into per-minute and per-conversation rates and thresholds.
Oct 2016 to May 2023
CM.com
Business Development Manager, then Senior BDM and Team Lead, New Business and Account Management
Above quota every year from 2017 to 2022. Signed the largest global enterprise user of CM.com's voice product. Mentored AEs and SDRs.
Nov 2002 to Oct 2006
VeriSign
Inside Sales Executive, then Territory Sales Manager, Enterprise
110%+ every quarter as Territory Sales Manager, 188% in the final quarter. President's Club three years running.
2006 to 2016
Channel and enterprise sales, South Africa
KnowledgeTree, Cash Crusaders, Nashua, Anderson Group, MICROmega, Magic Software, Mblox, Network Sunday
Channel sales manager roles including East and West Africa. Earlier, general manager of 11 retail stores.
I want to move into sales leadership, and I have already done part of the job. At CM.com I led a new-business team, mentored AEs and SDRs, and built the processes and partner channels others sold through.
Team Lead, New Business and Account Management, CM.com, 2021 to 2022.
Carried my own quota while leading the team's revenue and gross-profit quota.
Above 100% on both individual and team quotas.
AEs, SDRs and account managers on my team at CM.com.
Mentored, trained and managed them, and defined the lead generation, qualification and CRM process.
Team performance above 100% for both new business and Account Manager revenue attainment. A colleague called me "a great leader and mentor" (Simon Fear, 2023).
Senior Business Development Manager, CM.com, 2019 to 2021.
Built a channel partner ecosystem and signed new carrier relationships in Kenya and Nigeria.
More new logos signed through channel, and lower carrier costs with better profitability.
APIs & IPAs London, a developer community meetup I have designed and plan to launch in the coming months - it will be a regular pub meetup in London for Developers & Product Managers.
Not yet launched.
Triathlon and endurance running coach at Embark (South Africa), 2013 to 2017, alongside my sales roles.
Coached hundreds of beginner and intermediate athletes to Ironman 70.3 and full Ironman finishes. I have also finished Ironman South Africa and Ironman Mallorca, with a 70.3 best of 5:14 at Durban.
Every athlete I coached reached their goal of finishing, including total beginners who could not swim or had never ridden a bicycle.
CPaaS stack
SMS, WhatsApp, Programmable Voice (SIP and IVR), SendGrid email, Verify, Segment CDP and Twilio Flex. Number provisioning, TrustHub and deliverability.
Voice AI
Voice AI, ConversationRelay and Conversation Intelligence. I built my own AI-assisted sales tooling, including voice AI benchmarking.
Authentication and compliance
OTP, 2FA and MFA, KYC and AML, WhatsApp Business, and telecom and data regulation.
My largest deals in the last 12 months. Customers are anonymised.
$1.5M ACV
Multi-year deal
$500k ACV
$400k ACV
This is a snapshot, not an exhaustive list. I have sold to hundreds of customers across these verticals in South Africa, the UK, Ireland, the UAE and the United States.
KFC South Africa (Yum! Brands)
A WhatsApp ordering channel with click-and-collect, built on CM.com's WhatsApp Business API. The story describes it as a first for South African fast food, with usage growing month on month. I am quoted in it as Team Lead, New Business and Account Management.
Read the CM.com storyHello Paisa
A WhatsApp chatbot that handles KYC and money transfers, plus SMS, number verification and a shared agent inbox. Customers send money over WhatsApp data instead of SMS bundles, which the story says makes it cheaper.
Read the CM.com storyCompareGuru
A shared inbox joining WhatsApp and Facebook Messenger into one place for an insurance comparison platform.
CompareGuru's CEO credits it with 20% less human error and 30% better contactability.
Read the CM.com storyStewart is a great sales person who knows how to listen to the client and help them identify their challenges … not only a great sales person, but also a great leader and mentor.
Stewart is an expert in his field, assisting in setting new standards in customer experience … His expertise … has helped my projects immensely.
He has the ability to converse at both Technical and Commercial level.
LinkedIn: linkedin.com/in/mackaystewart