[Remote] Senior Outbound Account Executive

Note: The job is a remote job and is open to candidates in USA. CardFlight is a company that provides payment solutions for small businesses, and they are seeking a Senior Outbound Account Executive to drive their sales efforts. The role involves building an outbound pipeline, targeting small business owners, and managing the full sales cycle from prospecting to closing deals.

Responsibilities

• Own outbound pipeline from zero. No inbound leads, no reactivations. You build your pipeline through high-volume calling using a parallel dialer, targeted email, and disciplined SMB prospecting
• Work a structured ICP. You'll prospect into defined small business segments — think restaurants, retail, and service businesses — using data-driven targeting to find the right merchants at the right time
• Run the full sales cycle, fast. From first dial to close, you own every step. Qualify quickly, demo consultatively, handle objections, and drive decisions with small business owners who have limited time and attention
• Hit daily activity metrics. This role is built around dialer performance — connect rates, conversations, and pipeline velocity matter as much as closed deals. You'll be expected to own your numbers at every stage of the funnel
• Keep CRM airtight. Accurate logging, clean pipeline hygiene, and sharp forecasting are non-negotiable. Your data is your business
• Sharpen your pitch continuously. Partner with marketing and product to stay current on messaging, competitive positioning, and ICP insights

Skills

• 3–5+ years in outbound sales, ideally in SaaS, fintech, or payments — selling to SMB owners specifically
• Parallel dialer experience — you know how to manage a high-volume call environment and convert connects into conversations
• A genuine hunter mentality — you're energized by building pipeline from scratch, not managing inbound volume
• Proven quota attainment in an outbound or self-sourced pipeline role
• Strong SMB instincts — you know how to earn the attention of a busy small business owner in the first 20 seconds
• Consultative closing ability — you can move quickly without being pushy, and you know when to push for the decision
• CRM discipline and the ability to ramp on new sales tools fast

Benefits

• Remote-first with home-office stipend
• Comprehensive health benefits
• Stock options
• Learning & development culture, team events, and Lunch & Learns

Company Overview