- Own and manage the full sales cycle from first touch to close
- Convert highly qualified inbound leads (we have a strong pipeline already)
- Help shape pricing, positioning, and messaging in real time
- Collaborate directly with the founder, engineers, and customer success team
- Identify and test outbound strategies alongside marketing
- Track and analyze sales performance metrics to optimize the funnel
- Provide continuous feedback to improve product and GTM strategy
- Help define the sales culture and process from the ground up
- 3–5 years of experience in a full-cycle SaaS sales role (AE, founder‑led sales, or early GTM hire preferred)
- Experience selling software to SMBs or accounting/finance teams is a huge plus
- You're a natural closer who knows how to navigate finance buyers and CFO‑level conversations
- Comfortable managing a high‑velocity sales process with thoughtful follow‑through
- Entrepreneurial mindset—you're not looking for a big team and a playbook, you're excited to build both
- Obsessive about learning, feedback, and helping customers win
- Strong communication, writing, and storytelling skills
- Join as one of the first 25 employees and help build a category‑defining company
- Work directly with the founder and leadership team
- Competitive salary + equity in a high‑growth startup
- Opportunity to shape your own role, career trajectory, and the future of FP&A
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Founding Account Executive - Chicago - Clockwork
Description
Clockwork is changing the way small and medium-sized businesses operate. We're the first standalone FP&A platform not built on top of spreadsheets. Our proprietary AI and agentic automation engine, Mira, builds custom financial models and reporting in minutes—no templates, no manual setup, no implementation.
About the Role
As a founding AE at Clockwork, you'll play a foundational role in shaping our sales motion. You'll own the full sales cycle—from qualifying inbound leads to closing deals and be a core part of building the GTM playbook. You'll work closely with the CEO, product team, and marketing to feed insights back into the company and help us scale what works.
This role is ideal for someone who thrives in ambiguity, wants to build something from scratch, and knows how to sell early‑stage software that actually solves a painful, high‑value problem.
What You'll Do
What We're Looking For
Why Join Clockwork
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