The posting
About the Role
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.
We are looking for a founding AE hire for North America. There is no playbook to inherit and no quota to run into. There is a genuinely differentiated product, a sector with enormous untapped spend, and a leadership team that will invest in whoever takes this seat. If you want to own something - a market, a territory, a commission plan you helped design - this is it.
Whitespace territory
North America is largely uncaptured. You will be building the map, not following one.
A product that sells itself
Banks understand data and ROI. Insait speaks that language fluently, with live demos that land.
Leadership access
Direct line to the CEO. Your feedback shapes product roadmap, pricing and go-to-market strategy.
The Role
You will own the full sales cycle across a defined North American territory, targeting banks, community credit unions and financial institutions with between $500m and $20bn in assets under management. This is a hunter role - expect to self-source the majority of your pipeline, at least in year one, using your network, outbound rigour and a sharp understanding of the buyer's world.
You will report directly to the CEO, sit in weekly leadership calls, and have meaningful input into how Encore AI goes to market. This is not a role for someone who wants to execute against someone else's strategy. It is for someone who wants to build one.
What You Will Be Doing
- Building and managing a self-sourced pipeline of mid-market and regional financial institutions across North America.
- Running the full sales cycle from initial outreach through to commercial close - with deal values typically in the $80k-$300k ARR range.
- Developing deep knowledge of your accounts: their data infrastructure, digital banking strategy, marketing function, and key stakeholders.
- Running compelling product demonstrations that translate Insait's predictive analytics and AI advisor capabilities into concrete revenue and engagement outcomes for the buyer.
- Working closely with the CEO and product team to feed market intelligence back into roadmap and positioning decisions.
- Attending key industry events - Bank Automation Summit, Fintech Meetup, community banking conferences - to build presence and pipeline.
- Establishing the template for how Insait sells in North America. Your process, objection handles and playbook will be used to hire the next AE.
Requirements
Insait are not looking for someone who has sold every fintech product under the sun. They want someone who has sold into financial services - ideally into community banks, credit unions, or mid-market financial institutions - and who understands how decisions get made inside a regulated, risk-averse buyer.
- 5-9 years of B2B SaaS sales experience, with at least 3 years selling to financial services institutions.
- Demonstrable track record of closing net-new logo business in the $80k-$300k ACV range.
- Experience selling a data, analytics, marketing technology or AI platform to a financial services buyer - not just a transactional SaaS tool.
- Proven experience selling to Chief Revenue Officers (CROs) or other revenue leaders at financial institutions, and the ability to build a business case around revenue growth, cross-sell and customer acquisition.
- Comfortable navigating multi-threaded deals involving IT, marketing, data, and C-suite stakeholders.
- Experience at a startup (under 100 employees) where you had to build pipeline from scratch, without a fully-formed SDR team or extensive marketing support.
- North America-based, with established relationships in the US banking or credit union ecosystem preferred.
Commercial Skills
- Ability to build and progress pipeline without relying on inbound or SDR support - you know how to get in front of people.
- Strong qualification instinct. You know the difference between interest and intent, and you do not waste cycles on the wrong opportunities.
- Capable of mapping an account, identifying economic buyers, champions and blockers, and building a multi-threaded engagement strategy.
- Commercial creativity - you can structure a deal, handle procurement friction and close in a way that works for both sides.
Technical and Domain Skills
- Confident enough with data and AI concepts to run a credible product demonstration and handle technical objections without engineering support in early calls.
- Able to translate product capability into specific business outcomes - conversion rate uplift, cross-sell revenue, reduced campaign spend - in the language a bank's CMO or CDO actually cares about.
- Competent with a modern sales stack: CRM hygiene, sales engagement tooling, and pipeline management disciplines.
Interpersonal and Start-up Skills
- High trust, low ego. You share what you know, ask for help when you need it, and give honest feedback to the people building the product.
- Self-sufficient under ambiguity. When there is no clear answer, you make a decision, document what you did, and iterate.
- Strong communicator - in writing, on video calls, and in-person. Financial services buyers are conservative. You need to be credible in their room.
- Resilient. Enterprise fintech sales is long. You stay the course without being chased.
