Job description

Primary Responsibilities Drive new business acquisition across property managers, short-term rental platforms, and marketplace partners, while expanding into adjacent verticals such as long-term rentals, homeowners’ associations, and self-storage. Build and maintain a strong pipeline through proactive outbound prospecting, including LinkedIn, industry networks, events, referrals, and other relevant channels. Lead discovery and qualification calls using a structured sales methodology to advance opportunities through the funnel with clear next steps. Manage the full sales cycle, from initial outreach and discovery through negotiation and close, engaging sales leadership as needed for complex or strategic opportunities. Develop strategic account plans for priority prospects, including stakeholder mapping, engagement strategies, and realistic deal timelines. Partner with Marketing and Sales Leadership to refine target account strategies, develop client personas, and align outreach campaigns. Test, measure, and scale new prospecting and engagement strategies that improve conversion throughout the sales funnel. Provide structured market feedback, including industry trends, competitive intelligence, and customer needs, to help inform product and go-to-market decisions. Maintain accurate and current CRM records, including pipeline stages, forecasts, activities, and next steps. Represent the company in customer meetings, presentations, conferences, and other industry events. Travel as needed to support sales opportunities, client meetings, and industry conferences. Qualifications and Experience Proven success in B2B SaaS or fintech sales, with experience in payments, marketplaces, hospitality, or short-term rentals strongly preferred. Full-cycle sales experience and a strong understanding of consultative selling and structured qualification frameworks. Excellent verbal and written communication skills, with the ability to translate product capabilities into compelling, customer-focused value propositions. Demonstrated ability to build executive-level relationships, manage a pipeline, close complex deals, and consistently meet or exceed revenue targets. Hands-on experience with CRM platforms, such as Salesforce, and sales engagement or prospecting tools. Working knowledge of KYC, underwriting requirements, and merchant onboarding processes. Self-motivated, goal-oriented, and comfortable operating in a high-growth, remote-first environment. Strong analytical, organizational, and problem-solving skills. Professional presence and polished business writing skills, with the ability to communicate clearly and credibly through emails, proposals, virtual presentations, and other materials intended for executive audiences. Compensation Base Salary Range: $53,000 - $100,000 / year On-Target Earnings (OTE): $103,000 - $200,000 / year This is a full-time, exempt, fully remote position. In addition to a guaranteed base salary, this role participates in the Yapstone Sales Incentive Plan. The OTE range reflects your base salary plus standard variable commissions earned upon reaching 100% of defined sales targets. An individual's exact starting base salary is determined by their physical work location, experience, and core competencies. We are an equal opportunity employer. All applicants will be considered for employment without attention to race, color, religion, sex, sexual orientation, gender identity, national origin, veteran, or disability status.

Requirements

Must-haves

Build and maintain a strong pipeline through proactive outbound prospecting, including LinkedIn, industry networks, events, referrals, and other relevant channels.
Lead discovery and qualification calls using a structured sales methodology to advance opportunities through the funnel with clear next steps.
Manage the full sales cycle, from initial outreach and discovery through negotiation and close, engaging sales leadership as needed for complex or strategic opportunities.
Develop strategic account plans for priority prospects, including stakeholder mapping, engagement strategies, and realistic deal timelines.
Partner with Marketing and Sales Leadership to refine target account strategies, develop client personas, and align outreach campaigns.
Test, measure, and scale new prospecting and engagement strategies that improve conversion throughout the sales funnel.
Provide structured market feedback, including industry trends, competitive intelligence, and customer needs, to help inform product and go-to-market decisions.
Maintain accurate and current CRM records, including pipeline stages, forecasts, activities, and next steps.
Represent the company in customer meetings, presentations, conferences, and other industry events.
Travel as needed to support sales opportunities, client meetings, and industry conferences.
Full-cycle sales experience and a strong understanding of consultative selling and structured qualification frameworks.
Excellent verbal and written communication skills, with the ability to translate product capabilities into compelling, customer-focused value propositions.
Demonstrated ability to build executive-level relationships, manage a pipeline, close complex deals, and consistently meet or exceed revenue targets.
Hands-on experience with CRM platforms, such as Salesforce, and sales engagement or prospecting tools.
Working knowledge of KYC, underwriting requirements, and merchant onboarding processes.
Self-motivated, goal-oriented, and comfortable operating in a high-growth, remote-first environment.
Strong analytical, organizational, and problem-solving skills.
Professional presence and polished business writing skills, with the ability to communicate clearly and credibly through emails, proposals, virtual presentations, and other materials intended for executive audiences.

Nice-to-haves

Proven success in B2B SaaS or fintech sales, with experience in payments, marketplaces, hospitality, or short-term rentals strongly preferred.

Application prep

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Keywords to mirror

Platform: bamboohr
Effort: medium