Head Of Retail Investments

About Wayflyer

Our mission is to give the world access to the best products by empowering great brands to reach their growth potential. Join us!

Wayflyer is revolutionising eCommerce by levelling the playing field for founders across the world.  Our first product, the Merchant Cash Advance, solves a major pain point for brands: access to short-term finance to fund inventory and marketing spend.

Wayflyer was named Ireland's fastest-growing technology company in Deloitte’s 2024 Technology Fast 50 Awards and since launching in April 2020, we’ve deployed over $3bn in funding to 1,000’s of eCommerce founders across 10 countries.

We’ve helped companies like Powercut, Gym+Coffee, Velo Coffee and Current Body take their businesses to the next level. Check out this video from Ben Yahalom, another one of our brilliant customers, giving a great explanation of what we do and how we helped True Classics go from strength to strength.

We’re a fast-growing, venture-backed startup that serves a critical need for eCommerce entrepreneurs. You'll be joining an ambitious, collaborative team that's working on a huge opportunity.

Teams at Wayflyer are truly cross-functional. Regardless of your role at Wayflyer, you'll work with a variety of different disciplines and teams from around the world on a multitude of challenging projects and game-changing products to revolutionise the eCommerce landscape.

Wholesale/Retail funding at Wayflyer:

• Wayflyer began funding U.S. companies that sell to retailers and distributors in 2023 because of the significant TAM and opportunity available to us.
• Wholesale/Retail is a fast-growing area for Wayflyer and we are looking for an ambitious Manager to take our underwriting of these customers to the next level in 2025.

What you’ll do

• Be responsible for the success of Wholesale/Retail underwriting in Wayflyer!
• Make the credit decisions in Wholesale/Retail lending and own the performance of this portfolio , ensuring accurate and consistent evaluation of creditworthiness
• Mentor a high-performing analyst team, fostering development and delivering quality analysis for sound credit decisions
• Drive the evolution of Wayflyer’s Wholesale/Retail underwriting , making efficiencies in our processes and improvements to our credit policies
• Oversee the management of the existing loan portfolio, developing advanced portfolio management strategies and proactively identifying high-risk scenarios
• Shape and execute product and pricing strategies, structuring deals that align with business objectives and market conditions

Knowledge, skills and experience:

• Essential:

  • 5+ years of relevant work experience - in one (or several) of the following:

    • an investment/lending role at a bank or fund focusing on asset-based lending / PO financing / invoice discounting / recourse factoring
    • a large accounting/auditing firm working with retail/wholesale clients
    • in the finance team of a retail/wholesale business

  • A deep understanding of the Retail/Wholesale industry in the United States and how it interacts with the credit markets is essential

  • Ability to analyse and understand financial reporting (e.g. management accounts / financial models) presented by companies

  • Being very comfortable leading regular internal and external (client) meetings and presenting findings and recommendations to Senior Stakeholders

• Preferred, but not essential:

  • Experience underwriting or auditing asset-based loans, term loans, factoring facilities, merchant cash advances, credit cards, or other loan products
  • Experience in managing people
  • CPA/CFA qualification

What is important to point out is that you fit most or all of the above-mentioned criteria and can point to your real experience doing these things. You’ve probably done it at companies of different shapes, sizes and industries. Given what we do, experience in financial services, fintech and business-to-business organisations is particularly interesting to us.

On top of that, you’re amazing at prioritisation. You make sure you’re not spread too thin while also giving teams the support they need. You spend your time on the things that make a positive difference. People get why you’ve chosen to say ‘yes’, ‘no’, or ‘not yet’, and are ok with it. What you’re like as a person and how you treat people is a big deal for us. People love working with you. You’re helpful and generous with your time and knowledge. People love helping you back. People know where they stand with you.

You’re always looking to learn and grow, on a personal and professional level. And you’re always looking to help others learn and grow by sharing your own knowledge and experience. You know why diversity, equality, inclusion and belonging matters, and speak up when we can do better.

What happens next

We’ll review and respond to every application we receive. If we’re interested in taking your application further, we will be in touch to find out more about you and what you’re looking for.

The salary range for this role is circa $130-155K

What perks and benefits do we offer?

• Equity scheme - so you can share in our collective success!
• Work remotely abroad for up to 60 days a year
• Flexible working arrangements that value work-life integration
• Employee assistance programme
• Private healthcare, life and critical illness cover
• Support for Continuous Professional Development (CPD)
• Generous parental and adoptive leave policies