Senior Outbound Account Executive

CardFlight

2d•$165,000 - $180,000•Remote

About The Position

As a Senior Outbound Account Executive at CardFlight, you will be responsible for finding, calling, and helping small businesses modernize how they get paid. This role involves a high-velocity, outbound-only sales motion, utilizing a parallel dialer to target SMB owners and close net new SwipeSimple Connect customers from a cold start. It is designed for individuals who thrive on activity, enjoy phone-based sales, and want their income directly tied to their performance. Our outbound AEs are among the highest earners at CardFlight, with a compensation structure that reflects this. The role is fully remote.

Requirements

3–5+ years in outbound sales, ideally in SaaS, fintech, or payments, selling to SMB owners.
Parallel dialer experience and ability to manage a high-volume call environment.
Genuine hunter mentality, energized by building pipeline from scratch.
Proven quota attainment in an outbound or self-sourced pipeline role.
Strong SMB instincts and ability to capture attention quickly.
Consultative closing ability, moving quickly without being pushy.
CRM discipline and ability to ramp on new sales tools.
Ability to manage a cold start to close sales cycle.

Nice To Haves

Experience selling SwipeSimple Connect.

Responsibilities

Own outbound pipeline from zero, building it through high-volume calling, targeted email, and disciplined SMB prospecting.
Prospect into defined small business segments (restaurants, retail, service businesses) using data-driven targeting.
Run the full sales cycle, from first dial to close, including qualifying, demonstrating, handling objections, and driving decisions.
Meet daily activity metrics, focusing on dialer performance, connect rates, conversations, and pipeline velocity.
Maintain accurate CRM logging, clean pipeline hygiene, and sharp forecasting.
Partner with marketing and product to stay current on messaging, competitive positioning, and ICP insights.