Account Executive

You should expect to work extremely hard here. The bar is high, the company moves fast, and the role will demand ownership, pace, and judgment. For the right person, the tradeoff is equally clear: meaningful responsibility early, direct influence on the GTM motion, performance-based cash upside, equity, and the chance to grow with a company building in a category that is still being defined.

What You Will Do

• 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.

What We Are Looking For

• 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.

Bonus points if you have sold to CFOs, controllers, accounting firms, finance operations teams, or buyers in the office of the CFO. Experience with workflow, ERP, accounting, FP&A, Order-to-Cash, or finance operations software is helpful, but not required.

If you do not meet every qualification but believe you can succeed in this role, we still encourage you to apply.

What We Offer

• $160,000-$240,000 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.

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.

Why This Role

This role is for an AE who wants to sell a product tied to painful, high-stakes operational work, not a nice-to-have tool. You will work with finance and accounting buyers who need substance, build conviction around AI agents for accounting teams, and help define how Truewind sells as the company scales.

If you want a comfortable role with a fully built playbook, this probably is not it. If you want to work hard, learn fast, earn upside through performance, and help build the sales engine for a company at the front edge of AI and finance, we should talk.

To apply, email your resume or LinkedIn profile to with the subject line: Account Executive - [Your Name].

Truewind is an equal opportunity employer. We consider all qualified applicants without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, veteran status, or any other legally protected characteristic.

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