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VP Sales

gainencore_ai/0b.00c4 open roles

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Insait Inc- NYC
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Your applicationOpen nowVP Salesgainencore_ai/0b.00c · Insait Inc- NYC
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This job: first seen 4 days ago

The posting

Encore AI builds AI agents for financial institutions that handle real banking workflows end to end: onboarding, lending, applications, servicing, transaction and card queries, and handoff to a human when needed. Live today at banks and lenders including Byline Bank and iLending. At Byline Bank, Encore cut KYC onboarding time by 30% and false positives by 15%. At iLending, it drove 30% higher loan conversion. Backed by Team8, having raised $30M, and doubling in size every six months.

The moment



The product works in production, at real banks, with numbers to show for it: 30% faster KYC onboarding and 15% fewer false positives at Byline Bank, 30% higher loan conversion at iLending. Byline and iLending are proof that the model works — the opportunity is to turn that into a repeatable engine for winning the next twenty accounts like them. That means codifying the ICP and qualification criteria from what already worked, building a proof-of-value pilot structure banks can move through quickly, and turning Byline and iLending into reference stories the team can sell from directly. You’ll lead a team of 2 account executives and a sales engineer from day one, growing to 5 account executives by the end of the year, and sell alongside the CEO directly into mid-size US banks and lenders — the same kind of buyer who has already said yes.

What you’ll own



  • Manage a team of 2 account executives and 1 sales engineer from day one, growing to 5 account executives by the end of the year — set targets, run pipeline reviews, coach live calls.
  • Sell directly alongside the CEO into mid-size US banks and lenders — the head of retail banking, SVP lending, and the CPO/CDO/COO who signs.
  • Define the ICP and qualification criteria from what has already worked at Byline and iLending, and use it to prioritize the pipeline.
  • Design the proof-of-value pilot structure: one agreed conversion metric per pilot, a fixed timeline, and a clear path from pilot to signed contract.
  • Build the case-study and reference assets from Byline and iLending that the team can use to sell without the CEO on the call.
  • Build pipeline sources beyond the CEO’s network — inbound, outbound, and referral — and decide the right mix.
  • Run discovery-first sales cycles: quantify the prospect’s pain and urgency on the first call, demo live, and close the loop without extra follow-up demos.
  • Report the North America number and plan to the CEO and the board.

Requirements

  • Has managed a small team of AEs (ideally with a sales engineer alongside) while still carrying their own pipeline — this is a player-coach role, not pure management.
  • Has built a sales motion at an early stage — defined an ICP, set up a proof-of-value or pilot process, not just executed one someone else designed. Bonus if you’ve crossed a real ARR milestone doing it.
  • Has sold into a regulated or otherwise complex buying environment — financial services, banking, lending, or similarly compliance-heavy verticals strongly preferred. Comfortable in a room with a CFO, FP&A, or compliance stakeholder.
  • Can describe, concretely, how they qualify and quantify urgency on a first call, and why it shortens their sales cycle.
  • Has sold against a crowded competitive field and won on differentiation, not price — and can describe how they track and counter specific competitors.
  • Based in or willing to relocate to New York. This is an in-office role.

Nice to have

  • Familiarity with founder-led, fast-moving organizations.
  • Experience selling AI or agentic products, or translating a technical product into an economic story for a non-technical buyer.

Process & compensation

Expect five conversations: an initial screen, a deeper GTM/strategy discussion, 30 minutes with the CEO, a technical/product session with the CTO, and a final round where you’ll present how you’d build the North America business.

Compensation: $150K–$250K base, $300K–$500K OTE (2x base at plan), plus equity — equity economics are discussed directly with the CEO in the final stages.creating requisitions 'from scratch'

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