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Habeeb's VA
Habeeb Masood
Enterprise Sales and Management Consulting

Habeeb Masood

Enterprise Sales Professional. Management Consulting Student. Problem Solver.

Consultative by Instinct. Strategic by Training.

6+

Years Experience

$3M+

ARR Generated

120%+

Quota Attainment

Habeeb Masood
SCROLL TO EXPLORE

I grew up in a part of the world which is one of the most ethnically and geographically diverse places and have spent time in places most people overlook on a map. The matriarchal communities of northeast India, the villages of the Himalayan belt. Those experiences shaped how I think about culture, perspective, and the assumptions we carry without noticing. Travelling slowly and talking to people is still how I make sense of the world.

"Whatever you do may seem insignificant to you, but it is most important that you do it."

M.K. Gandhi

I come back to this in work and in life. It is a reminder that showing up fully, for a client, a problem, a person, or a conversation, matters even when the outcome is not visible yet. The doing is the point. It is how I try to live.


I write about AI and business, I am learning to code from scratch, and I am exploring how AI agents work. Not because I feel like I should, but because I cannot help it. Curiosity is just how I am wired. I believe the people who understand both the technology and the business problem will do the most interesting work in the next decade.


When a client started calling me not for a product but for a perspective, something became clear. When the trust built was not around a solution but around genuinely understanding what was broken, that is when I realised the job I actually wanted was about solving problems.

My approach towards problem solving is this: start from first principles, understand the system, and find what is actually broken. A background in civil engineering built that habit early. Six years of enterprise SaaS, across solutions consulting, GTM strategy, and multimillion-dollar deals across Asia Pacific, sharpened it in the real world. Whether the problem is commercial, strategic, or organisational, the instinct is the same.

I am equally interested in management consulting and enterprise technology. At their best, both do the same thing: help organisations make better decisions and execute them well. I am at UCD Smurfit in Dublin building the frameworks to apply that thinking at scale. Open to problems worth solving, good people, and work that holds up under scrutiny.


6+
Years Experience
$3M+
ARR Generated
120%+
Quota Attainment
Management consulting Enterprise technology GTM strategy First principles thinking AI & business UCD Smurfit

Education

MSc in Management Consultancy

UCD Michael Smurfit Graduate Business School, 2025 to 2026

Corporate and Competitive Strategy. Global Leadership Programme. Class Representative. Smurfit College Officer, UCD Students Union.

B.Tech in Civil Engineering, First Class Honours

Lovely Professional University

A grounding in systems thinking and structural problem-solving that informs how I approach every challenge.

Community

Smurfit College Officer

UCD Students Union, 2025 to 2026

Visitation and Support Volunteer

ALONE Ireland

Sustainability Volunteer

The Corner, UCD

Class Representative

UCD Smurfit, MSc Management Consultancy

Professional Experience

Six years of driving enterprise growth and consultative sales across technology, fintech, and consumer industries.

Jul 2022 to Apr 2025

Solutions Consultant, Enterprise Sales

O4S (Evato Tech Pvt Ltd)
  • Led end-to-end SaaS sales cycles from GTM planning to closure across FMCG, building materials, agri-tech, and automotive sectors
  • Closed marquee enterprise accounts in Q1, driving multimillion-dollar ARR
  • Improved demo-to-deal conversion by 30% through ROI-driven proposals
  • Launched two new business verticals across six industries
  • Consistently achieved 120% quota attainment or above
GTM StrategySolution ConsultingEnterprise SalesSaaSRevenue Growth
Mar 2020 to Mar 2022

Enterprise Business Manager

Cleartax (Defmacro Software Pvt Ltd)
  • Drove end-to-end B2B enterprise sales, acquiring leading clients across automotive, consumer goods, and IT
  • Ranked Top National Performer across four consecutive quarters in the enterprise growth segment
  • Negotiated and closed high-value SaaS contracts for compliance automation, including through the full COVID-19 lockdown period
B2B SalesCompliance AutomationTop PerformerContract Negotiation
Feb 2019 to Feb 2020

Corporate Account Manager

OYO Hotels and Homes
  • Managed B2B partnerships with pharmaceutical and manufacturing enterprises
  • Conceptualised and launched a religious tourism package in Saudi Arabia, generating over $100K in revenue within a single quarter
B2B PartnershipsRevenue GrowthMarket Expansion
May 2018 to Jan 2019

Senior Engineer, Sales and Marketing

Gigatics Automation
  • Initiated outbound sales for Industry 4.0 automation solutions targeting manufacturing, defence, and space organisations
  • Generated $50K in new business revenue through customised automation projects
Industry 4.0AutomationOutbound Sales

Featured Case Studies

Three deals that required more than sales. They required judgement, patience, and a willingness to go beyond the brief.

Making Sense of a Chaotic World: Thinking Out Loud

Writing about AI, enterprise strategy, consulting, and what actually changes when technology meets human judgement.

AI & Infrastructure
Why Every $1 Spent on AI Could Cost $3 in Energy Infrastructure
The headline number everyone quotes is wrong. Chips are just the beginning. The real cost multiplier is what happens after you buy them.
Habeeb Masood  ·  April 2026  ·  8 min read
Enterprise Sales
The Death of the Framework Era
Why MEDDIC, Challenger Sale, and every other silver bullet are losing their edge — and what actually works instead.
Habeeb Masood  ·  April 2026  ·  7 min read
AI & Strategy
Everyone Is an AI Company Now — Which Means No One Is
When every company claims the same identity, the label stops carrying information. How to tell the real from the rebranded.
Habeeb Masood  ·  April 2026  ·  6 min read
Policy & Society
Recycling Was Always a PR Campaign
In 1971, a man cried on television. The corporations that funded the ad made the waste. The tear was real. Everything else was packaging.
Habeeb Masood  ·  April 2026  ·  9 min read
Work & AI
The Death of the Graduate Job
The entry-level role was never just a job. It was the training ground. Now AI does the work — and nobody has figured out how to replace the learning.
Habeeb Masood  ·  April 2026  ·  10 min read
Travel & Memory
What the Hills Remember
A personal essay on landscape, memory, and the things places hold long after people have left them.
Habeeb Masood  ·  April 2026  ·  6 min read

Trusted by People Who Have Seen Me Work

He quickly got to the real problem, broke it down into workable pieces, and aligned both clients and delivery teams around practical solutions. He fills the role really solidly and was a great colleague.

JC
Jons Cyriac
Seasoned Backend Engineer, O4S
LinkedIn Recommendation

His strategic thinking and sharp market insight were instrumental in the success of the majority of the projects he closed. His excellent communication prowess and genuine interest in clients' success is truly commendable.

AM
Akshay Mallapuram
Director of Sales and Growth, O4S
LinkedIn Recommendation

His approach to sales is solution oriented and he likes to go deep into requirements of his customers. Quick to identify value that software solutions can bring to a customer's business.

GB
Gaurav Bangar
Expert in AI, Data and Software Sales
LinkedIn Recommendation

A valuable asset to our team who consistently met or exceeded expectations. A quick learner and always willing to go the extra mile to ensure the success of the team.

VS
Vibhu Swaroop Saxena
Entrepreneur and Resident Director, European MNC
LinkedIn Recommendation

A great blend of sound business acumen and impeccable work ethic. I have been very impressed by the capabilities he showcased while dealing with large enterprises.

WA
Waqar Ahmad
Enterprise Sales, Clear
LinkedIn Recommendation

What makes him unique is his work ethic and his ability to bring other team members along for achieving the organisation's goal.

ZM
Zeeshan Mohammad
Compliance Automation, Cleartax
LinkedIn Recommendation

Consistently demonstrated strong work ethic and dedication. Often took initiative to help other team members. I have no doubt he will continue to excel in his career.

SS
Saurabh Sehgal
Managed Habeeb directly, Cleartax
LinkedIn Recommendation

Disciplined, hardworking, persevering, focused and sincere. What else do you need in a good sales person? Happy to work with him any day.

AS
Anil Sagar
IIT IIM, AI in Manufacturing
LinkedIn Recommendation

A thorough professional who consistently delivers high-quality work. Always goes above and beyond to ensure work gets done on time. A team player who is always willing to lend a hand.

GM
Ganesh Mallya
Building Watermelon, managed Habeeb directly
LinkedIn Recommendation

He quickly got to the real problem, broke it down into workable pieces, and aligned both clients and delivery teams around practical solutions.

JC
Jons Cyriac
Backend Engineer, O4S

His strategic thinking and sharp market insight were instrumental in the success of the majority of the projects he closed.

AM
Akshay Mallapuram
Director of Sales and Growth, O4S

His approach to sales is solution oriented and he likes to go deep into requirements of his customers.

GB
Gaurav Bangar
AI, Data and Software Sales

A quick learner and always willing to go the extra mile to ensure the success of the team.

VS
Vibhu Swaroop Saxena
Entrepreneur, European MNC

Disciplined, hardworking, persevering, focused and sincere. What else do you need in a good sales person?

AS
Anil Sagar
IIT IIM, AI in Manufacturing

The Shelf

Books and films that shaped how I think. Not a reading log. A window into what I find worth the time.

The Psychology of Money
Book
The Psychology of Money
Morgan Housel
The circumstances we grew up in shape far more than our finances. They shape how we see risk, opportunity, and the future itself.
The Almanack of Naval Ravikant
Book
The Almanack of Naval Ravikant
Eric Jorgensen
Naval thinks clearly and communicates crisply. The famous Twitter thread first caught my attention. The book confirmed that brevity and depth are not opposites.
Meditations
Book
Meditations
Marcus Aurelius
A Roman emperor's private notes, never meant to be published. Two thousand years later, they still hold. Currently re-reading.
The Midnight Library
Book
The Midnight Library
Matt Haig
One of the best reads of the last five years. A story about regret, choice, and the lives we do not live.
Our Trees Still Grow in Dehra
Book
Our Trees Still Grow in Dehra
Ruskin Bond
The bard of the Himalayas. Bond's prose is quiet and precise. He offers the hills to you as if they belong to both of you.
The Forty Rules of Love
Book
The Forty Rules of Love
Elif Shafak
The great Rumi, Shams of Tabrizi, and how some of the greatest poetry known to mankind came into being.
Delhi by Heart
Book
Delhi by Heart
Raza Rumi
A diplomat's take on one of the world's most chaotic and enigmatic cities. Rumi captures its contradictions without resolving them, which is exactly right.
The Discovery of India
Book
The Discovery of India
Jawaharlal Nehru
Written in a British prison. A meditation on civilisation, culture, and what it means to belong somewhere ancient.
Banker to the Poor
Book
Banker to the Poor
Muhammad Yunus
How a university professor started the phenomenon of microcredit and how a financial instrument helped in the emancipation of women.
Children of Heaven
Film
Children of Heaven
Majid Majidi, 1997
One of the greatest films ever made. Watch it. Then watch it again.
Turtles Can Fly
Film
Turtles Can Fly
Bahman Ghobadi, 2004
About the beautiful and resilient Kurdish people who have endured immense suffering across a century. All the actors are refugee children.
The Monk and the Gun
Film
The Monk and the Gun
Pawo Choyning Dorji, 2023
An American travels to Bhutan in search of treasure and crosses paths with a young monk instructed by his teacher to make things right.
Where Is My Friend's House?
Film
Where Is My Friend's House?
Abbas Kiarostami, 1987
One of the greatest storytellers who ever lived. This film contains more humanity per frame than most films manage in two hours.
Same as Ever
Currently Reading
Same as Ever
Morgan Housel
Housel's follow-up to The Psychology of Money. Where that book examined how we think about money, this one asks what never changes about human behaviour. The answer turns out to be more useful than most forecasts.

Skills and Tools

A comprehensive toolkit for driving enterprise growth and strategic consulting.

Sales and Revenue

SalesforceHubSpotPipeline ManagementSales ForecastingLead Qualification

Consulting and Strategy

GTM StrategyMarket AnalysisStakeholder MappingROI ModellingCompetitive Intelligence

Technology and AI

SaaSCRM SystemsAI ToolsClaudePrompt EngineeringData Analytics

Leadership and Communication

CXO EngagementTeam LeadershipCross-Functional CollaborationPresentations

A Few Glimpses

The scenes, books, and places that shape how I think.

On a train through the Italian countryside
On a train through the Italian countryside
A Roman street, St Peter's in the distance
A Roman street, St Peter's in the distance
The Colosseum under a full moon, Rome
The Colosseum under a full moon, Rome
Florence at dusk from Piazzale Michelangelo
Florence at dusk from Piazzale Michelangelo
The Irish coast at sunset
The Irish coast at sunset
The Liffey, Dublin
The Liffey, Dublin
Qutub Minar at night, Delhi
Qutub Minar at night, Delhi
Over Mumbai at night
Over Mumbai at night
Sunder Nursery, Delhi
Sunder Nursery, Delhi

Let's Connect

Interested in consulting, enterprise sales, or just a good conversation about AI and strategy? I would love to hear from you.

Location

Dublin, Ireland