Senior Sales Executive, GIFTSOFT

Aquila Software Group; Canada; Remote; CAD 80,000 - 100,000; Full time

Job summary

A progressive software firm is looking for a Senior Sales Executive to lead sales efforts targeting US & International financial institutions. In this role, you will own the complete sales cycle, utilize value-based selling techniques, and collaborate closely with leadership. With an uncapped commission structure and growth opportunities, this position promises meaningful impact and professional development within a dynamic organization.

Benefits

Uncapped commission

Opportunities for growth

Dynamic work environment

Qualifications

• Extensive experience in enterprise technology sales, especially to financial institutions.
• Ability to navigate complex sales cycles and close high-value deals.
• Motivated by impact with a commitment to excellence.

Responsibilities

• Own the full sales cycle from prospecting to closing.
• Generate new business with US & International financial institutions.
• Develop and execute sales strategies to expand client base.

Skills

Enterprise technology sales

Relationship building

Value-based selling

Negotiation skills

Tools

Dynamics CRM

Job description

We are excited to speak to you about this opportunity. If you are interested in joining our growing team, please apply to this link directly.

Who we are

At Aquila, we invest in category-defining B2B/B2G software companies globally, acting as a thought-partner, striving for the success of our companies in the long term. We are a well-managed, profitable company that operates like a startup with the financial backing of a parent company. For our people, this means limitless possibilities.

We are unapologetically unique, pivoting to respond to the needs of the multiple markets we operate in. We have ambitious goals, and we are looking for genuine contributors with integrity, energy, flexibility, and loyalty. We are investing in building future leaders who can take an idea and make things happen.

Who we need

GIFTSOFT is a leading payments, eBanking, and compliance software platform that equips banks with global funds-transfer solutions to automate payments, compliance, anti-money-laundering, and investigations processes. Our clients include some of the world’s largest financial institutions and major financial hubs. Founded in 1996 and part of Aquila since 2024, our mission is to empower clients with digital solutions that enable straight-through payment processing, strengthen compliance, and enhance security. We focus on building deep, collaborative relationships to understand and meet the evolving needs of modern banking and customer expectations.

Reporting to the SVP, Sales and Marketing, we are hiring a Senior Sales Executive to join our team and expand our presence in the US & International banking sectors. As a driven hunter, you will find and follow new leads, pivot your approach to gain traction, and drive new business growth. You will apply value-based selling methodologies to articulate GIFTSOFT’s unique value proposition and ROI to prospects. You will take a strategic approach and tailor solutions to address client pain points and regulatory requirements, particularly in payments, compliance, and anti-money laundering (AML) areas.

This is a full-time remote role, with some travel to client sites and conferences (1–2 times per quarter).

What’s in it for you

Meaningful impact. You will represent a product that customers genuinely value, one with a proven track record, strong adoption, and real enthusiasm from the market. As a Senior Sales Executive, you will lead conversations that matter, helping organizations solve critical problems with a solution that consistently delivers results. Your insights and strategic guidance will influence how prospects think about their challenges and how they envision partnering with us.

Earning potential. This is a rare opportunity to step into a high-trust, high-impact sales role with uncapped commission and a product that sells on its strengths. Backed by satisfied customers, strong case studies, and a clear value proposition, you are set up to win. You will own the full sales cycle, from initial discovery to close, giving you direct control over your pipeline, your deals, and your compensation.

Room to grow. We are a small, growing company where your voice matters. As one of two Sales Executives, you will collaborate closely with leadership on strategy and go-to-market direction. As the business expands, you will have opportunities to grow within GiftSoft; whether into sales leadership, strategic accounts, or broader commercial roles. You will also gain visibility across the Constellation group of companies, opening doors to future career paths across a global portfolio of software businesses.

How you will make an impact

• Own the full sales cycle. You will be accountable for prospecting, discovery, value creation, presentation, negotiation, and closing. You will build relationships with senior decision-makers, CIOs, compliance leads, vendor management, and business unit heads, and tailor solutions to their unique needs.
• Generate new business. You will focus exclusively on new name deals, identifying and pursuing opportunities with US & International financial institutions. You will leverage your industry network and book of business to gain access to prospects, utilizing your persistence and creativity to establish traction from scratch.
• Drive growth. You will lead RFP responses, demos, and competitive proposals, owning every stage of the process. You will develop and execute a comprehensive sales strategy to expand our client base and meet or exceed annual sales targets, including pipeline growth, win rates, and major deal closures.
• Leverage our advantages. You will confidently position GIFTSOFT’s proven solutions including our payments platform, wire solution, AML tools, and internet banking platform. With interfaces already written and deployment timelines under six months, you will reduce client risk and accelerate time-to-value.
• Contribute insights. You will track and share key information in our Dynamics CRM, monitor market trends and regulatory shifts (e.g., ISO 20022), and collaborate with our product and marketing teams to ensure we stay ahead of the curve.

Here’s what you bring

• The sales expertise. You have extensive experience in enterprise technology sales, with a strong track record selling into banks and other financial institutions. You know how to build opportunity pipelines, navigate complex sales cycles, close high-value deals, and forecast accurately. As a strategic thinker, you are skilled at designing and executing growth strategies, conducting customer discovery, and aligning our value with each unique customer relationship.
• The ownership. You have the discipline and drive to meet or exceed quotas. You know how to identify needs, present relevant solutions, and create a compelling case for action. You are motivated by impact and excel at value-based selling. You bring energy, creativity, and a commitment to excellence in everything you do.
• The relationship building. You are a trusted advisor who builds executive-level relationships with purpose and precision. You know how to shape a compelling narrative for diverse stakeholders, from operational leaders to the C-suite, and you communicate with clarity, authority, and impact. You deliver presentations confidently, influence complex decision-making processes, handle objections with professionalism, and create the trust and credibility required to move large, strategic deals forward.
• The flexibility. You are willing to travel 1-2 times per quarter to client sites, trade shows, and in-person meetings as needed.

Why join?

GIFTSOFT and Aquila are part of Constellation Software Inc., one of the largest and most successful software companies in Canada and the most successful technology stock in Canada over the last 10 years [TSE: CSU].

Our entrepreneurial culture, lean environment, and people come together to form a dynamic organization where purpose drives our growth. This is a place where high performance and hard work are rewarded, where leaders are grown, and where the best ideas win. With the autonomy to be creative and curious, we collaborate and iterate to achieve real impact in the communities we support.

We spend our days asking questions and challenging the status quo, manipulating our structure, roles, and internal operations in order to stay ahead in a competitive landscape.

If you share our growth mindset, relationship-focused approach, and high moral fibre, you will thrive at Aquila.

Apply now

Diversity and inclusion are not mere words on paper to us. We welcome and appreciate candidates with a range of backgrounds and experiences. If you have most of the qualifications we are seeking, and want to play an integral role in our success, apply to express your interest.

What you can expect from our interview process

• A virtual interview with a Talent Advisor will be scheduled to discuss your interest in the role and share your relevant experience. The conversation will be recorded using BrightHire, an AI-powered video interview tool. More details will be shared when you are invited to interview.
• A set of virtual interviews with our leadership team. This will be an opportunity for you to share more about how your experience aligns with the needs of the team. It is an opportunity to learn about the clients, the company’s growth trajectory, and culture.
• A virtual interview with the Aquila Portfolio Leader and the Chief Revenue Officer for you to ask further questions about the role, the growth strategy, and the company.

Aquila and GIFTSOFT promote equal employment opportunities for all. We do not discriminate on the basis of race, religion, color, sex, gender identity, sexual orientation, age, disability, national origin, veteran status, marital status or any other basis covered by appropriate law. All employment decisions are made based on qualifications, merit, and business needs. We welcome and encourage applications from people with disabilities and accommodation is available on request.