Account Executive — Merchant Services (Mid-Market)

About Access2Pay

Access2Pay is a rapidly growing SaaS company building payment software trusted by the public sector. Having established ourselves with government clients, we're now opening a new front: bringing our platform to private-sector businesses across North America. This is a ground-floor opportunity to help shape how we win in an entirely new market.

About the Role

We're hiring an Account Executive to lead our push into private-sector merchant services across North America. This is a full-cycle, fully outbound sales role reporting directly to our Chief Revenue Officer — you'll own everything from prospecting and first call through to close.

Because this is a new initiative, the right person treats their territory like their own business: setting the strategy, building the pipeline, and driving the outcomes. You won't be handed a playbook to follow; you'll help write it. In return, you'll get hands-on coaching and direct access to leadership invested in your success.

What You'll Do

Run a fully outbound, full-cycle sales motion — from cold outreach to closed-won

Generate high-volume outbound activity, including consistent cold-calling, to build and own your pipeline

Manage short sales cycles with discipline and momentum

Engage and navigate multiple stakeholders within mid-market accounts

Treat your territory like your own business: prioritize, strategize, and execute independently

Partner closely with leadership and apply coaching to continuously sharpen your craft

What You Bring

At least 3 years of full-time B2B sales experience. SDR/BDR experience counts toward this, but you must have a minimum of 1 year in an actual closing role. (Retail, B2C, and internship experience won't be counted.)

A proven track record of high-volume outbound cold-calling

Experience managing short sales cycles and keeping deals moving

Strength engaging and aligning multiple stakeholders within an account

A self-starter mindset — you take initiative and run your patch like an owner

Comfort operating in a fast-paced startup environment with limited structure or established process — you can create your own

Openness to coaching and a drive to keep getting better

A Canadian passport and the ability to travel to the US occasionally for conferences

Tech Stack

You'll work with a modern, well-equipped sales stack: HubSpot (CRM), Nooks (outbound dialing), ZoomInfo (data & enrichment), and LinkedIn Sales Navigator (prospecting).

Compensation & Benefits

Competitive base salary plus commission

Vacation

Health benefits

Free snacks and drinks at the DMZ

Free catered lunch every Thursday

Location & Work Arrangement

Hybrid — 2–3 days per week in our downtown Toronto office at Yonge & Dundas in the DMZ incubator space, remote the rest of the week. Occasional US travel for conferences is required.

Access2Pay is growing fast and looking for people who want to build something. If you're ready to own a new market, we'd love to hear from you.