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Walnut Insurance

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3 open rolesLatest: Jun 10, 2026, 7:29 PM UTC
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Role Description We're looking for a sharp, self-directed marketer to own the channels that carry Walnut's voice: LinkedIn, social, our blog, and outbound campaigns to partners and customers. This is a casual, contract role with real ownership and a flexible schedule. You bring the playbook; we'll get out of your way. - Social & LinkedIn: Take us from “we post sometimes” to a point of view people follow. Own the calendar, the voice, and the cadence. - Content & blog: Turn what we know about embedded insurance into content that fintech, bank, and telco leaders actually want to read. - Outbound campaigns: Build and run campaigns that land with the right audiences — sequencing, copy, targeting, and measurement. - Partner & customer engagement: Drive real two-way engagement across channels — conversations and follow-through, not just broadcasts. - The strategy itself: We want your instincts and your judgment, not our instructions repeated back to us. Qualifications - A marketer who leads in this space — ahead of where we are, not waiting to be briefed. - A proven track record on B2B social, content, and outbound — and the portfolio to prove it (required). - Strong instincts for voice and storytelling — you make complex topics land simply. - End-to-end ownership — comfortable running execution yourself on a flexible schedule. - Curiosity — wants to learn the latest tools, curious about how to iterate and drive conversion. - Based anywhere in Canada. Nice to Have - Fintech, financial services, insurance, or B2B SaaS experience. - Marketing automation / CDP fluency (HubSpot, Customer.io, Iterable, Braze). - Technical background, being able to understand SQL, use of APIs. - An existing audience or network in Canadian fintech or financial services. How to Apply Send your portfolio, your social media profiles, your LinkedIn experience, or a few examples you're proud of — work that speaks for itself says more than a cover letter ever will. Append this to your resume and profile showcasing your experience. If you are talented, even if you don’t have traditional experience - please apply. This is an evolving space and students, new to the industry, and non-traditional talent is more than welcome! Rate based on experience and scope. We're open to weekly hours that fit the right person.

Canada

Role Description We're hiring a Forward Deployed Engineer to own growth across Walnut's live Partner portfolio — diagnosing performance, building the fix, and shipping it. You'll own a named book of the largest, most regulated Partner accounts in North America and carry an expansion number against them — and serve as on-call growth lead across the portfolio. It's a hybrid seat: account leader, growth operator, and technical builder — often in the same week. What You'll Own - Strategic Account Leadership - Primary point of contact for a portfolio of named Partner accounts — executive relationship, joint roadmap, QBR cadence, and overall account health - Accountability for revenue projections, retention, product and revenue expansion, and Partner and end-user satisfaction - Account plans for each Key Growth Account, leveraging Walnut's Product, Engineering, and Implementation teams as needed - Drive Revenue Growth & Expansion - Carry an expansion number — NRR, expansion ARR, attachment rate, and conversion lift - Own commercial conversations end-to-end: discovery through close, across distribution, carrier, legal, and product stakeholders - Lead Embedded Growth Across the Portfolio - Serve as Walnut's internal authority on embedded program growth — the person account leads call when conversion stalls - Advise Partners on positioning, channel mix, lifecycle messaging, and in-product placement - Jump in and out of accounts outside your direct book to unlock performance - Build, Test, and Ship Growth Interventions - Own the build, test, and rollout end-to-end — write the code, ship the experiment, read the result, decide the next move - Run A/B and multivariate tests across enrollment flows, Partner surfaces, and in-product placements - Move fast: diagnose → hypothesize → prototype → test → ship or kill - Codify what works into reusable patterns and playbooks across the portfolio - Technical Execution - Write production-quality JS/TS, build Vue/React components, instrument funnels - Design UX changes to enrollment flows and conversion paths — prototype before the meeting - Debug webhooks, trace requests through Partner stacks, rewire integrations - Data & Decisions - Write SQL against the warehouse; comfortable in DB and BI tools - Script reconciliations, reports, and Partner performance benchmarks in Python or Node - Operate as a Strategic Partner Internally - Collaborate cross-functionally across Engineering, Product, Legal, and Compliance at Walnut and Partner companies - Bring structured Partner feedback to influence roadmap and product development - Build processes, templates, and standards as Walnut's account function scales How You'll Work - Fully remote, Canada-based, with travel for Partner meetings and industry events - AI-native: use AI tools for your own productivity and build AI solutions to scale impact across the org Qualifications - 5+ years carrying a number in a quota-bearing AE, strategic account, or partner-led role at a SaaS, platform, or distribution business - Track record growing active enterprise accounts — you can name the partner, the outcome, and what you did - Experience selling into lenders, financial institutions, fintechs, telecoms, or platform retailers - Engineering background - Engineer-level fluency with the modern web stack - Partner management experience with enterprise-scale, regulated organizations — navigating procurement, compliance, and security review Key Strengths - Diagnostic mindset — walks into any live Partner program, quickly defines the ceiling and fastest path to it - Bias to ship — builds the test, not the spec; measures everything; ships multiple times per sprint - Commercial and ownership-driven — thinks like a GM of their account portfolio - Executive presence — comfortable with a CRO or CMO one moment, a VP Engineering the next - Strong design taste — can design or direct better enrollment flows and landing pages, and ideally build them - Data-driven and disciplined across forecasting, pipeline, and growth measurement - AI-native operator across sales, growth, and engineering workflows Nice to Have - Embedded insurance, embedded lending, or embedded financial products experience - Existing network in US or Canadian lending, fintech, telecom, or financial services - Marketing automation or CDP fluency (Customer.io, Iterable, Braze, HubSpot) - Familiarity with our stack: Node.js/TypeScript, Vue 3, AWS, Terraform, CircleCI - Startup, founder, zero-to-one, or solo-builder experience Benefits - Own the growth and performance of Walnut's most important Partner accounts - Operate as a hybrid sales, growth, and technical leader with real autonomy - Competitive compensation with meaningful upside tied to performance and equity

Canada

Role Description Walnut is hiring a US Sales Lead to own and build our commercial presence in the United States. This is a senior, high-impact role responsible for establishing Walnut in a greenfield market, sourcing and closing new strategic partners, and building a scalable sales motion aligned with our long-term growth objectives. - Define the US go-to-market strategy. - Originate new partner relationships. - Close complex enterprise and mid-market deals. - Build and lead the US sales organization. - Direct ownership of revenue targets and development of a multi-million-dollar sales portfolio. This role requires deep experience selling complex solutions in fintech, insurance carriers, lenders, earned wage access, telco and utility partners, as well as proven success building new regions or markets from zero to scale. Qualifications - 8+ years of experience in B2B sales, partnerships, or business development. - Proven success building and scaling a new territory or market from zero. - Strong background in fintech, insurance, embedded finance, SaaS, or regulated technology. - Demonstrated ability to close complex, high-value enterprise or strategic deals. - Experience owning multi-million-dollar revenue targets. - Prior experience hiring and leading sales teams. - Solid understanding of insurance products or regulated financial offerings. - Demonstrated use of technology and AI tools to augment your sales pipeline and prospecting activities. Requirements - Highly commercial, ownership-driven, and outcome-oriented. - Comfortable operating in ambiguity and building structure from scratch. - Executive-level communication, negotiation, and presentation skills. - Strong cross-functional collaborator with influence at all levels. - Tech- and data-driven approach to pipeline management and forecasting. - Proficient with modern sales tools and AI-enabled workflows. Benefits - Lead Walnut’s expansion into a key growth market. - Build a region from the ground up with real ownership and autonomy. - Work at the intersection of insurance, fintech, and technology. - Influence company strategy at a senior level. - Competitive compensation with meaningful upside tied to growth.

United States
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