Account Executive

About the role

We are hiring an Account Executive to help build the sales engine for one of the most important shifts in finance: AI agents taking on the manual accounting work that slows teams down every month.

Responsibilities

• Own the full sales cycle across inbound, outbound, discovery, evaluation, negotiation, and close.
• Qualify inbound leads with urgency, judgment, and clear standards.
• Build self-generated pipeline through account research, thoughtful outbound, and disciplined follow-up.
• Sell to controllers, CFOs, heads of finance, and accounting firm leaders.
• Run discovery on close workflows, systems, pain points, urgency, controls, and implementation requirements.
• Translate manual accounting pain into a clear business case for adopting Truewind.
• Manage multi-stakeholder deals across finance, accounting, and firm leadership.
• Partner with our accounting and product teams to support evaluations and build implementation confidence.
• Maintain clean pipeline hygiene, forecasting, next steps, and follow-through from first meeting to close.
• Turn market feedback into sharper messaging, qualification criteria, objection handling, and sales process improvements.
• Help build the foundation for a sales organization that can scale beyond the first wave of customers.

Requirements

• 3+ years of quota-carrying sales experience in B2B SaaS or another consultative sales environment.
• Experience owning deals end to end, not only one stage of the funnel.
• Comfort selling deals in the $40,000-$70,000 ACV range, with the ability to work $100,000+ opportunities.
• Strong discovery skills with buyers who expect substance, accuracy, and clear follow-through.
• Ability to manage multiple stakeholders and keep momentum through a consultative buying process.
• Confidence balancing inbound demand with self-generated pipeline.
• Commercial judgment, high ownership, and disciplined follow-through.
• Comfort using AI and modern sales tools to research accounts, personalize outreach, move quickly, and stay organized.
• Ability to operate with pace and ownership in a remote environment.
• A desire to grow into broader sales leadership as Truewind scales.

Qualifications

• Comfort selling deals in the $40,000-$70,000 ACV range, with the ability to work $100,000+ opportunities.
• Strong discovery skills with buyers who expect substance, accuracy, and clear follow-through.
• Ability to manage multiple stakeholders and keep momentum through a consultative buying process.
• Confidence balancing inbound demand with self-generated pipeline.
• Commercial judgment, high ownership, and disciplined follow-through.
• Comfort using AI and modern sales tools to research accounts, personalize outreach, move quickly, and stay organized.
• Ability to operate with pace and ownership in a remote environment.
• A desire to grow into broader sales leadership as Truewind scales.

Skills

• Comfort selling deals in the $40,000-$70,000 ACV range, with the ability to work $100,000+ opportunities.
• Strong discovery skills with buyers who expect substance, accuracy, and clear follow-through.
• Ability to manage multiple stakeholders and keep momentum through a consultative buying process.
• Confidence balancing inbound demand with self-generated pipeline.
• Commercial judgment, high ownership, and disciplined follow-through.
• Comfort using AI and modern sales tools to research accounts, personalize outreach, move quickly, and stay organized.
• Ability to operate with pace and ownership in a remote environment.
• A desire to grow into broader sales leadership as Truewind scales.

Benefits

• $200,000-$275,000 OTE target cash compensation, including base salary and commission. Commission is uncapped under Truewind's applicable commission plan.
• Equity in a fast-growing startup.
• A remote role with flexibility to work where you do your best work, subject to role, customer, and team needs.
• Direct exposure to founders, product decisions, customer feedback, and the accounting workflows our product automates.
• A real voice in shaping Truewind's sales playbook, sales engine, and future GTM team as we grow.
• A steep growth curve for someone who wants to become a sales leader, not just inherit a finished sales process.

Pay

Actual compensation will depend on experience, qualifications, location, and scope of the role. Where required by applicable law, Truewind will provide additional pay-range and commission-plan details for the relevant jurisdiction.

Schedule

Remote role with flexibility to work where you do your best work, subject to role, customer, and team needs.