Account Executive - US/CAN

Company Overview

TRAILD is a high-growth SaaS company that Streamlines, Automates and Protects Accounts Payable.

Just as your bank provides always on risk protection for your credit card, TRAILD provides a similar level of security to help businesses protect their B2B payments from fraud, errors and mistakes.

Our specialised Accounts Payable software integrates with leading business ERP systems like SYSPRO, Acumatica, MYOB, and EPICOR to help clients make their AP process more streamlined, automated and secure.

We have a rapidly growing client base, so you are about to board the rocket ship at the right time. This is an opportunity to make a real impact and with your help we can support more businesses digitise their existing operations with enhanced automation and security.

Hear how TRAILD customers speak about us here. 

The Role: Want to be a part of our exciting growth journey?

As an Account Executive at TRAILD, you are the key to unlocking new possibilities for our clients. You'll play a pivotal role in our sales process, demonstrating the unique value of TRAILD’s solutions and guiding prospects from curiosity to commitment.

You’ll not only be a strong hunter who knows how to identify and close new opportunities, but also someone who understands when to lead with strategic finesse—especially when working leads that intersect with partner relationships. We’re looking for a sales professional who’s as comfortable nurturing long-term value as they are closing a deal.

This is your chance to become a trusted advisor, helping to transform businesses through smarter, safer AP processes.

Key Responsibilities

• Pipeline management: Work inbound leads provided by our SDRs and other channels. Maintain CRM hygiene using Pipedrive to ensure up-to-date records.

• Self-generate pipeline: Proactively prospect new opportunities through various tools, building a robust book of business. Take ownership of the full sales cycle from lead gen to close.

• Product demos: Conduct engaging product demonstrations tailored to multiple levels of financial decision-makers, including CFOs, accountants, and controllers.

• Lead with strategic sensitivity: Identify when a lead is influenced by partner relationships and tailor your approach accordingly—balancing deal momentum with a broader ecosystem view to ensure alignment with TRAILD’s strategic alliances.

• Stay informed: Remain current with AP industry trends and product updates. Collaborate across teams to continuously improve the customer journey.

• Relationship management: Cultivate relationships with SME, mid-market, and enterprise customers. Demonstrate how TRAILD’s solution can solve their AP pain points with precision.

• Sales strategy: Contribute to sales planning and execute tactics that align with both individual and team revenue targets.

• Customer-first mindset: Listen deeply to understand prospects’ needs, ensuring the right fit and maximizing customer success from day one.

Qualifications & Experience

• 3+ years of sales experience, preferably in SaaS or technology sectors.

• Proven track record of working with mid-market and large enterprises.

• Experience with ERP systems like SYSPRO, Epicor, Acumatica, Netsuite, SAP B1 and MYOB is a bonus.

• Strong skills in sales, negotiation, and relationship management.

• Excellent communication skills.

• Team-oriented mindset with a passion for collective success.

Preferred Qualifications:

• Experience in a SaaS company.

• Proficiency in CRM and sales automation tools.

• Ability to work cross-functionally and navigate partner dynamics with diplomacy and foresight.
  

The Perks of Working at TRAILD 

• Flexibility: we offer a range of remote, hybrid and flexible working options. 

• Global team: we are growing across APAC, NA and EMEA and have team all across the world. 

• We are growing at an exponential rate, this is an opportunity to get involved with a true rocketship with all the excitement and opportunities that comes with it 

• Our team genuinely loves working at TRAILD: we scored a 78 on our 2025 eNPS survey.  

Please note that the final applicants for this job will be asked to consent in writing to a police check / criminal background check to the extent permitted by law in your jurisdiction of employment.