Senior Account Executive

About Sidetool

At Sidetool, we build AI solutions to solve real business problems. We create AI agents that eliminate repetitive, manual tasks, starting with voice solutions, logistics, customer service, and administrative workflows. Our goal is clear: simplify work and help businesses grow efficiently.

The Role

We’re looking for a Senior Account Executive with perfect English and Spanish who has experience as an Account Executive at an agency, selling professional services or consulting. This role is about meaningful conversations, understanding client needs, and identifying genuine opportunities—not quotas.

• Identify and engage qualified leads through outbound and inbound channels.
• Conduct thoughtful conversations to understand client pain points.
• Own the entire sales cycle: from initial contact to proposal, negotiation, and closing deals.
• Manage pipeline effectively using Close CRM.
• Build strong, long-term relationships with decision-makers and key stakeholders.
• Negotiate contracts and ensure smooth handoff to the customer success or implementation team.
• Communicate clearly via email, Loom, Slack, and video calls.
• Continuously improve our sales approach and messaging.

• Thrive in environments with minimal hierarchy.
• Enjoy solving problems proactively.
• Are continuously learning and growing.
• Provide and welcome direct feedback.
• Value collaboration over individual heroics.
• Have an entrepreneurial mindset.

• Prefer clearly defined job roles without flexibility.
• Avoid challenges or problem-solving.
• Need constant supervision or micromanagement.
• Prefer to work in isolation without team collaboration.

• Fluent (C1+) English and Spanish communication skills.
• 2+ years experience as an Account Executive at an agency, specifically in professional services or consulting.
• Proven ability to quickly build rapport and trust with prospects.
• Ability to work independently and collaboratively within a team.
• Interest or knowledge in technology and AI is beneficial.
• Bonus if you’ve touched tools like Bubble, Airtable, Supabase, n8n, or Make — or if you’re a dev

• Work wherever you want
• Everything you do or say matters
• Everything you do or say has a tangible impact
• Results are valued over egos in all interactions
• Three paid weeks of PTO (Sick days don't count as PTO)
• 13 paid holidays per year (We follow US holiday calendar)