About Monstro

Monstro is a governed AI platform for regulated financial institutions. We give banks and wealth managers a way to deliver trusted advice digitally - to every client, not just the top tier.

Institutions already have the relationships, data, and context to understand each client. Monstro turns that understanding into advice. It gives every client the experience of a personal advisor: bringing together their full financial picture, identifying what matters, and delivering personalized guidance across investments, tax, retirement, insurance, legal, and more.

For clients, that means clearer decisions, proactive support when life changes, and a better view of their financial lives. For institutions, it means deeper relationships, more clients served consistently, and more of each client's financial life managed in one place.

What makes this possible is how the system is built. Every recommendation reflects the institution's own views, policies, and permissions. Every output is auditable, traceable, and reversible, and client data stays under the institution's control. Generative AI shapes how advice is designed; at runtime, execution is deterministic - so every output can be explained and stood behind, not just trusted.

The Work

We are building for a high-stakes industry where the work has real consequences. The challenge is to make advice more personal and more available without making it less trusted - to build AI that institutions can audit, explain, and reverse in a domain where being wrong carries real cost.

You will work on technology that brings real financial advice to people who have rarely had access to it. You will be expected to think clearly, move with urgency, hold a high bar, and take responsibility for work that matters. We are an early team building something ambitious, and what you do here will shape both the product and the company.

About the Role

We are looking for a senior, relationship-led enterprise commercial leader to establish Monstro in the Middle East.

This person will own our entry into major banks across the UAE, Saudi Arabia, Qatar, and the broader Middle East. You will build executive trust, originate strategic opportunities, and close complex enterprise agreements in a market where credibility, reputation, and relationships matter deeply.

This is a hands-on role. You will personally open doors, shape opportunities, lead senior conversations, and drive deals from first meeting through close. You should bring strong banking relationships that can be leveraged immediately, but this cannot be only a relationship role. We need someone who can also build new relationships, create momentum where Monstro is not yet known, and do the early work required to establish credibility in the region.

Over time, as the region scales, you will help define the team, operating model, and go-to-market system around you. That may include additional sales support, SDRs, marketing, regional partnerships, and other commercial resources. But the first mandate is clear: build trust, create momentum, and turn Monstro into a credible strategic partner for the region's leading banks.

Why This Role Matters

The Middle East is one of the most important markets in the world for the future of banking, wealth, AI, and digital financial services. The region's leading institutions are ambitious, well-resourced, and actively investing in the next generation of client experience, advice, data, and innovation.

But Monstro does not yet have built-in credibility in the region. That credibility has to be earned.

This role is about more than selling software. It is about opening a region, building trust with senior banking leaders, and helping define how Monstro shows up in one of the most important financial markets in the world.

The first relationships you build here become the foundation for everything that follows. If you do this well, you will not just close deals. You will help define Monstro's Middle East presence for the next decade.

What You'll Do

Establish Monstro in the region - Build Monstro's presence with major banks across the UAE, Saudi Arabia, Qatar, and other priority Middle East markets. Create credibility where the company is still new, and help senior banking leaders understand why Monstro matters now.
Build and leverage senior relationships - Use your existing relationships with banking, wealth, innovation, digital, and executive leaders to accelerate conversations. At the same time, create new relationships where they do not already exist. This role requires both credibility and commercial muscle.
Own strategic enterprise opportunities - Drive complex enterprise sales from origination through close. Lead discovery, executive alignment, evaluation, business case development, security review, procurement, negotiation, and commercial close.
Sell at the executive level - Represent Monstro in rooms with senior banking executives, innovation leaders, wealth leaders, digital leaders, CEOs, board members, and other strategic stakeholders. You should be able to build trust without hype and communicate with the discretion and confidence this market requires.
Translate Monstro into regional value - Help banks understand how Monstro can support their priorities across wealth, client advice, digital transformation, AI innovation, relationship growth, governance, and institutional control.
Navigate regulated enterprise buying - Work through security, compliance, procurement, data, technology, and regulatory considerations across regional banking environments. You do not need to be the technical expert, but you need to be fluent enough to know what matters, anticipate issues, and bring in the right Monstro experts at the right time.
Shape the Middle East GTM motion - Help define the pitch, account strategy, relationship map, pricing approach, objections, proof points, sales process, and regional playbook. What you learn will become part of how Monstro sells in the Middle East going forward.
Build the system around you - As momentum grows, help identify what support is needed to scale the region - including future sellers, SDR support, marketing, partnerships, events, customer success, or regional operations.

What Success Looks Like

Success in this role means building real executive-level momentum quickly, converting trusted relationships into active opportunities, and helping Monstro move from unknown entrant to credible strategic partner with major regional banks.

Over the first year, this person should create a meaningful, high-quality pipeline and contribute directly to signed enterprise agreements across the region. The expectation is speed, quality, and commercial progress - not activity for activity's sake.

You will be successful if:

Monstro has active senior-level conversations with major banks across the UAE, Saudi Arabia, Qatar, and the broader region.
Existing relationships are converted into real commercial opportunities.
New relationships are built where Monstro has no prior access.
The regional pipeline is credible, disciplined, and tied to real executive sponsorship.
Strategic opportunities move through security, procurement, legal, and regulatory review with clear ownership.
Monstro's positioning becomes sharper because of what you learn in-market.
Customers and prospects view you as a credible, trusted representative of Monstro.
The company has a clear playbook for how to sell, expand, and support the region.
The foundation is in place to scale the Middle East commercial team around proven momentum.

What We're Looking For

We are looking for a senior enterprise commercial leader who can build trust quickly, sell strategically, and operate with the maturity required to represent Monstro in one of the world's most relationship-driven banking markets.

You may be a fit if:

You have deep experience selling to major banks or regulated financial institutions in the Middle East.
You have strong relationships across banking, wealth, innovation, digital transformation, AI, data, or enterprise technology.
You are credible in front of senior banking executives, including business, technology, innovation, wealth, digital, and C-suite leaders.
You have personally originated and closed complex enterprise deals.
You know how to use existing relationships to accelerate a sales cycle, but you are not dependent on a Rolodex alone.
You can build new relationships from scratch when needed.
You have sold SaaS, AI, cloud, data, digital banking, wealth technology, financial infrastructure, or another complex enterprise product into regulated institutions.
You understand how banks make decisions, how trust is built, and how risk, procurement, security, legal, and regulatory review shape enterprise sales cycles.
You are technically fluent enough to discuss AI, data, security, governance, integration, and enterprise deployment with confidence.
You know when to bring in product, security, legal, or executive support - and how to orchestrate the right people around a deal.
You are commercially aggressive without being transactional.
You operate with discretion, patience, and quiet confidence.
You are comfortable in an early-stage environment where the pitch, proof points, process, and regional operating model are still being built.
You are based in the region and able to travel frequently across priority Middle East markets.
Arabic fluency is a meaningful advantage.

How We Will Evaluate You

We will want to understand how you build trust, create access, and turn senior relationships into real enterprise revenue.

Expect to discuss:

Major banking relationships you have built and how they were developed.
Complex enterprise deals you have personally originated and closed.
How you would establish Monstro's credibility with a major regional bank that does not yet know us.
How you would spend your first 90 days across UAE, Saudi Arabia, Qatar, and the broader region.
How you think about selling AI, data, digital banking, wealth, or financial infrastructure into regulated institutions.
What you would change or sharpen in Monstro's positioning for this market.
How you balance relationship-building with urgency, pipeline discipline, and commercial accountability.

What This Role Is Not

This is not a traditional territory sales role with a fully built machine behind it.

This is not a role for someone who only wants to inherit warm leads, a finished deck, mature proof points, and a known brand.

This is not a role for someone who only has relationships but does not want to personally sell, build, follow up, navigate complexity, and close.

This is an opportunity for someone who wants to open a region, build the commercial foundation, and help define what Monstro becomes in the Middle East.

Why Monstro?

Ownership & Impact: Shape the future of AI-powered finance—building a category-defining product used by consumers and institutions around the world.
Experienced Team: Join a team with leadership that has a track record of scaling companies from early stage to major exits.
Principles-Driven Culture: Work in a culture that values speed, ownership, and impact—what most companies achieve in 90 days, we do in 45.

A Note on Interviewing:We sometimes use AI note-takers to help us transcribe interview notes, so we can be more present in your interview. If you’d like to opt out of us using automatic transcribers, please note this in the free text field in your application, otherwise we’ll take your application as confirmation that you’re happy for us to use notetakers (whether added to video calls or in the background).

Ready to Build With Us?

If you’re excited to contribute to a high-bar team building something meaningful, we love to hear from you!

Monstro remote jobs

Head of Enterprise Accounts / Regional Lead, Middle East