Decisionly is the AI-powered dispute automation solution for card issuers, eliminating cost and enabling compliant, scalable card operations. Decisionly automates complex manual workflows end-to-end, modernizing payment infrastructure and generating unique first-party fraud insights for fintechs, processors and banks.
Our founding team has a strong track record and unique founder-market fit. We founded Chargehound (backed by Y Combinator, Khosla), the first automated dispute solution for merchants like Airbnb, Uber and Doordash. PayPal acquired Chargehound in 2021 for $XXXM.
Decisionly is growing rapidly and is backed by Fika Ventures, Vesey Ventures, Dash Fund, and angels from top fintechs including Stripe, Brex and Plaid. We are a remote company.
As an early hire, you'll play a critical role in accelerating our growth.
The RoleWe're looking for a high-agency enterprise seller who can own the full sales motion from first contact to close. As an early sales hire, you'll work directly with the founder to refine our go-to-market playbook, land enterprise accounts, and build the future of sales at Decisionly. This is a rare opportunity to own a category-defining sales role in a market you'll help shape.
What You'll DoOwn the full sales cycle — outbound, discovery, demos, procurement, and close — into banks and large fintechs
Build and expand a pipeline of enterprise accounts, leveraging existing customer proof points and momentum
Develop deep relationships with decision-makers across operations, product, compliance, and the C-suite
Partner with the founder to refine positioning and go-to-market strategy as we continue to scale
Represent Decisionly at industry events and conferences
Contribute to sales collateral, case studies, and customer-facing materials
5+ years of enterprise sales or strategic accounts experience, ideally selling into banks or fintechs
Proven track record of closing complex, multi-stakeholder deals — you can point to logos and numbers
Comfortable navigating long sales cycles with procurement, legal, compliance, and technical stakeholders
Self-directed and comfortable with ambiguity — you don't wait for a playbook, you write it
Strong communicator who can translate technical product value into business outcomes
Familiarity with payments, card operations, or financial services infrastructure is a plus. You should be able to speak credibly to operations and risk leaders
Experience at an early-stage or high-growth startup is a strong plus
Competitive compensation package
Candidates must be authorized to work in the U.S. without sponsorship
We are a remote-first team, but candidates must be based in the U.S.
Skills Required
- 5+ years of enterprise sales or strategic accounts experience
- Proven track record of closing complex, multi-stakeholder deals
- Ability to navigate procurement, legal, compliance, and technical stakeholders
- Self-directed and comfortable working with ambiguity
- Strong communication skills and ability to translate technical product value into business outcomes
- Familiarity with payments, card operations, or financial services infrastructure
- Experience at an early-stage or high-growth startup
- Authorized to work in the U.S. without sponsorship
- Based in the U.S.
What We Do
Decisionly builds AI-powered dispute-management and decisioning software for card issuers. Its platform automates manual work across the dispute lifecycle, helping issuers reduce operating costs, meet compliance requirements, and scale card operations. It also modernizes payment infrastructure and surfaces first-party fraud insights for fintechs, processors, and banks, with customizable workflows designed to support faster, more consistent dispute investigations and resolutions while reducing operational risk.









