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RedCompass Labs
Director of Business DevelopmentRedCompass Labs • Winnipeg, Canada
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Director of Business Development

Director of Business Development

RedCompass Labs • Winnipeg, Canada
4 days ago
Job type
  • Full-time
Job description
Director of Business Development – Payments Modernization (North America) RedCompass Labs is a global technology consultancy specializing in payments modernization, financial messaging, and banking transformation. With teams across Europe, UK and North America, we partner with leading organisations in the payments and financial industry to deliver complex payment technology transformation programs.

As the payments ecosystem evolves toward real-time infrastructure, cloud-native platforms, and AI-enabled operations, RedCompass Labs delivers payments modernization outcomes through two complementary routes: consulting‑led engagements powered by our people and AI, and AI itself with advisory support around it. We are expanding our commercial team to bring both to market effectively across North America.

We are seeking a Director of Business Development to drive new client acquisition across North America, building a strong pipeline of payments modernization opportunities and winning new long‑term relationships across RedCompass Labs value propositions.

Role Overview The Director of Business Development is responsible for originating and winning new client relationships across the North American financial services and payments ecosystem. This is a senior sales role focused on identifying high‑value opportunities, building trust with new prospects from the ground up, and leading the full enterprise sales cycle through to close.

The role requires a commercially sharp, consultative approach, able to position RedCompass Labs' unique combination of payments expertise and AI compellingly to new buyers, and to select the right commercial model for each opportunity.

The Director of Business Development will work closely with internal teams, including pre‑sales, delivery, resourcing, and product, to ensure every client opportunity is shaped into a solution that is both commercially compelling and operationally credible. Once a new client relationship is established and an initial engagement is underway, account ownership transitions to the Strategic Account Director. The Director of Business Development remains focused entirely on net new pipeline generation and conversion.

Key Responsibilities New Business Development

Identify and pursue new client opportunities across the North American financial services and payments ecosystem, across RedCompass Labs value propositions

Work closely with the Commercial leadership team to define and execute a shared target acquisition strategy, ensuring North America activity is aligned to global commercial priorities and coordinated across geographies

Develop and execute a territory strategy for North America in collaboration with Commercial leadership team, identifying priority segments, target institutions, and the most effective routes to first engagement

Build and maintain a strong pipeline of qualified new business opportunities, with accurate and disciplined forecasting maintained in CRM systems

Lead the full enterprise sales cycle from initial outreach and engagement through to proposal development, negotiation, and contract execution

Position RedCompass Labs AI as either an accelerator of consulting outcomes or as a primary offering with advisory support, depending on client need, and pursue opportunities through both routes

Identify and develop opportunities where a new client engagement in one commercial model can evolve into the other, and actively pursue both pathways

Develop a deep understanding of the North American payments modernization landscape, including key institutions, active transformation programmes, regulatory drivers, and competitive dynamics

Build a high‑quality network of prospect contacts across target financial institutions, proactively generating meetings, introductions, and first conversations

Monitor industry trends and use insight to identify and frame timely, relevant outreach to new prospects

Develop targeted outreach strategies for priority segments and accounts, working with marketing and the CCO to maximise pipeline conversion from campaigns and events

Represent RedCompass Labs at industry events, conferences, and client forums to build market presence and generate new opportunities

Build initial relationships with C‑suite and senior leadership stakeholders, CIOs, CTOs, Heads of Payments, Transformation Leaders, at target prospect organisations

Represent RedCompass Labs in early‑stage executive discussions around payments transformation, AI, technology strategy, and operational modernization

Help prospective clients frame and articulate their payments modernization challenge, positioning RedCompass Labs as the right partner to solve it, through AI‑led payments modernization

Help clients navigate complex industry changes including real‑time payments adoption, regulatory transformation, and AI‑enabled operations

Partner closely with pre‑sales, delivery, resourcing, and product teams from early in the sales cycle to ensure solutions are well‑scoped, deliverable, and aligned to RedCompass Labs' current capabilities and capacity

Engage pre‑sales specialists to shape and strengthen client‑facing demonstrations, proposals, and value articulation, particularly for AI opportunities

Work with resourcing and delivery leadership to sense‑check commercial commitments before proposals are finalised, ensuring the business can stand behind what is being sold

Support the development of compelling proposals, statements of work, and commercial models aligned to the global commercial framework

Position RedCompass Labs' unique combination of deep payments expertise and AI as a strategic differentiator

Manage a clean, well‑documented handover of newly won client relationships to the Director, Strategic Accounts once an initial engagement is underway, ensuring continuity of relationship and context

Work collaboratively with the Director, Strategic Accounts to ensure commercial momentum is maintained through the transition from new business to account management

Contribute new business intelligence, market insight, and prospect feedback to the broader commercial team on an ongoing basis

What You Bring:

Minimum 5 years' experience in enterprise sales, business development, or new logo acquisition gathered from one or more following sectors: Payments or financial messaging / Banking technology / financial services consulting / Fintech or enterprise software

Proven track record of winning new clients in complex, consultative sales environments within financial services

Demonstrated ability to build executive relationships from cold and navigate multi‑stakeholder enterprise buying cycles through to close

Strong understanding of the payments ecosystem, including payment modernization, financial messaging, and emerging technologies

Ability to sell across consulting and technology product commercial models, navigating different buyer personas within the same target institution

Comfortable holding and communicating a converged commercial narrative - that RedCompass Labs delivers payments modernization outcomes through consulting, through product, or both

Hunter mindset - energised by new logo acquisition, pipeline generation, and the challenge of breaking into new accounts

Strategic, consultative sales approach - outcome‑first, not solution‑first

Strong executive presence and relationship‑building capability with new contacts

Experience navigating complex, multi‑stakeholder enterprise buying cycles

Ability to translate both consulting and product propositions into clear business value for payments and transformation buyers

Excellent communication and presentation skills

Commercially disciplined - strong forecasting accuracy and CRM hygiene

Excellent written and verbal English communication skills; other languages a bonus

Willingness to travel within North America and occasionally to Europe

Why Join RedCompass Labs? Work with Real Impact What we build matters. Our payment infrastructure and AI solutions help financial institutions detect and disrupt financial crime, including human trafficking and child sexual exploitation.

Your work protects real people — not just systems.

Ownership & Influence You will shape how key North American clients evolve their payments capability. This role comes with real autonomy, visible impact and trust from leadership.

A Team that Thinks Differently We hire people who challenge assumptions, care about outcomes and use AI as a natural part of their daily work — not a buzzword.

Competitive package:

Performance bonus (up to 10% of annual salary)

Medical insurance for you and your family

22 days annual leave + public & bank holidays

5 days fully paid sick leave

Grow with the Business

Continuous learning budget and certification support

Exposure to AI‑driven delivery and emerging technologies

Career development support and regular performance conversations

RedCompass Labs is committed to promoting and supporting a diverse and inclusive workplace, ensuring fair and equitable treatment for all. This fuels innovation and enables us to work better together with each other and for our clients.

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Director of Business Development • Winnipeg, Canada

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