Mid-Market Account Executive

About the role

This is a once-in-a-generation opportunity to build for a $1T annual market. Voice was just the beginning — Thoughtly is building the first fully autonomous CRM. It doesn't just track work — it does the work. The system of record becomes the system of action. This seed-stage rocket ship is backed by top investors like Armory Square Ventures, Afore, and Greycroft.

Responsibilities

• Own the full sales cycle: sourcing, qualifying, discovery, demo, negotiation, and close
• Run your own demos and guide customers through product integrations (Salesforce, HubSpot, APIs)
• Understand and communicate technical workflows: basic JSON, API concepts, data flows
• Collaborate with engineering for complex technical cases, but stay self-sufficient for most demos and integrations
• Maintain accurate records of sales activities in Hubspot
• Continuously identify and implement improvements to increase efficiency

Requirements

• Proven full-cycle software sales experience: you’ve owned deals end-to-end and exceeded quota
• Self-starter with a proactive approach to identifying and solving problems
• Excellent written and verbal communication skills, with the ability to craft clear and compelling emails
• Strong organizational skills with the ability to manage multiple deals simultaneously
• Keen attention to detail
• Demonstrated smarts - either in school, in a side hustle, or some other way you've shown you learn quickly, deeply, and well
• Technical fluency: not an engineer, but you can learn quickly, understand APIs, and explain integrations
• Hunter mentality: you’re not afraid to cold call, chase leads, and build pipeline when you’re not closing

Nice to Have

• You use AI in business yourself and/or are AI native yourself (you use Fathom, Gong, or other AI tools)
• Sold to RevOps/GTM teams - understand APIs, Salesforce/Hubspot integrations, documentation, and data flows
• Familiar with compliance-related aspects of selling software, like SOC II, vendor qualification, and other items that need to be completed to get to launch/close.

Compensation

Thoughtly's compensation package includes a competitive base salary and commission benchmarked against real-time market data, as well as equity for all full-time roles. We also offer exceptional benefits. Our compensation range for this role is: $160,000 – $200,000 OTE. Final offers may vary from the amount listed based on geography, candidate experience and expertise, and other factors.