Hospitable.com

• Run the full sales cycle with inbound STR operators — from first conversation to signed deal — across both the Hospitable platform and Align's insurance products • Diagnose how each client runs their STR business: entity structure, property count, current tools, current coverage, and where risk is being carried unnecessarily • Configure and sell Hospitable's platform to close operational gaps that create risk — guest screening, damage protection, smart lock and noise monitoring, automated messaging — reducing the client's exposure to damage and liability claims before insurance is even the topic • Once licensed, quote and present Align's insurance coverage across carrier platforms, identifying gaps in existing policies and recommending the right layered protection • Explain how ownership structure, portfolio strategy, and platform configuration all feed into the client's real risk profile — and sell against that, not a script • Support clients across short-term, mid-term, and long-term rental strategies, plus renovation projects • Build renewal pipeline by revisiting client accounts as their portfolios grow and their Hospitable usage and coverage needs change • Keep clean, accurate records in the CRM and agency management system — this is a system-of-record job, not a memory job • Complete P&C licensing within 30 days, then complete Align's carrier and product training to run insurance conversations independently • Work daily with the Hospitable product and Align's carrier network as parallel toolkits, not separate jobs

Role Description We're hiring an Account Executive to run a full desk selling both Hospitable's STR management platform and Align's insurance products to real estate investors. This isn't a pure insurance role and it isn't a pure SaaS role — it's both, sold together, to the same inbound client. - Work warm, inbound leads from Hospitable's real estate investor network. No cold prospecting. - Diagnose how a host runs their STR business. - Sell them the Hospitable tools that fix operational gaps. - Pair that with the right insurance coverage from Align to protect the investment. - Own the full cycle — discovery, demo, quote, close, renewal. Qualifications - 1-2 years in an SDR, BDR, or closing sales role — SaaS, proptech, or insurance background all considered. - Demonstrated ability to run a full sales cycle, not just generate or qualify leads. - Comfortable learning a technical software product (Hospitable) well enough to configure it live with a client, not just describe it. - Strong verbal and written communication — able to explain a product feature and an insurance exclusion in the same call without losing the client. - Able to work independently and manage a full pipeline in a remote environment. - Must be U.S.-based and available during standard U.S. business hours across multiple time zones. - Willing and able to obtain a P&C insurance license within 30 days of start (Align covers study materials and exam costs). - Able to pass required background check. Requirements - Complete P&C licensing within 30 days. - Complete Align's carrier and product training to run insurance conversations independently. - Keep clean, accurate records in the CRM and agency management system. - Work daily with the Hospitable product and Align's carrier network as parallel toolkits. Benefits - Weekly pay. - Monthly sales bonus opportunities. - Next day pay with DailyPay. - Health/Dental/Vision benefits. - 401K Program with matching. - Paid Time Off. - Paid Holidays. - Mobile Reimbursement. - Scholarship opportunities for employees and direct family members. - Employee Assistance Program. - Leadership Development Program. - Established inbound client pipeline through Hospitable's real estate investor network. - Full-desk ownership — you run discovery through close, not a slice of the funnel. - Licensing support and paid study time to get your P&C license in your first month. - Access to a carrier network and specialized insurance solutions. - Path to specialize in a high-growth niche at the intersection of proptech and insurance.

Role Description We deliver value to our customers by relentlessly simplifying our product and uncovering new ways to gift our customers their time back. We want to make managing short-term rentals trivial. Your responsibility is to keep our product on mission. - Drive outcomes and own the results on multi-million dollar business lines. - Develop and implement the product vision, strategy, and roadmap, breaking that down into rapidly shippable projects, consistent with the company vision. - Collect and analyze feedback from customers, stakeholders, and other teams to shape requirements, features, and end products. - Work with senior management to create product plans and roadmaps, based on your interaction with customers and aggregate customer feedback. - Partner with sales, customer support, and engineering to ship features and products that solve the right problems. - Ensure new features are launched smoothly and (mostly) on schedule. - Prioritize, set the pace of execution, and balance engineering cost with impact on business. - Suggest ways to track product use and impact on end users. - Make creative recommendations to expand product base and vision. Actively seek out opportunities to innovate. This job can be rewarding as it is challenging. You’ll be expected to manage multiple complex projects at the same time while maintaining focus and ensuring a regular cadence of releases. If that sounds overwhelming, this may not be a good fit for you. For this position, your location is not a requirement. The ideal fit could work under European or American east coast timezones. Don’t tick all the boxes? Talk to us about why you’re still an amazing fit. The successful candidate will demonstrate how they are uniquely qualified for this role and will be someone that we cannot wait to start working with. Qualifications - 5+ years of product management experience, ideally in B2B SaaS, real estate or hospitality software. - Exceptional communication skills - especially written - with a particular knack for clearly and precisely articulating customer concerns. - High degree of empathy both toward customers and teammates. - Track record of owning 0→1, end-to-end product, and feature development. - Intense focus on shipping products, and ability to make trade-offs that require prioritizing different competing demands. - Ability to manage a project, structuring it into relevant work categories, dependencies, and priorities within a relevant tool. - Self-motivated, entrepreneurial, and persistent in ensuring that your product is successful. - Able to make decisions when surrounded by uncertainty. You don’t require a support system to maintain momentum. Requirements - The company itself is also a product, one that we iterate on. We're always improving and creating an environment where we all love to work. - A supportive, radically transparent, and caring team environment, where you are trusted, not managed—and a culture that is focused on results and output. Benefits - The total budget for this role is between USD $170,000.00 - USD $207,546.90 depending on the cost of living in your location. - For US employees, the gross compensation could be between USD $156,749.60 - USD $191,369.96. - Healthcare (including EPO, PPO and HSA), 401(k) for US employees. - Options into the company equity through (RSUs), with a current grant value of up to $75,471.60. - This role is eligible for up to an additional USD $576,090.00 per year in Performance Share Units (PSUs). - 35 days off per year, encouraged (including self-serve public holidays) and parental leave. - Complimentary mental health and emotional support with therapists on call through Slack by Spill. - Earn virtual coins through our peer recognition platform and redeem them through gift cards, donations, or monetary rewards.

• Drive outcomes and own the results on multi-million dollar business lines • Develop and implement the product vision, strategy, and roadmap, breaking that down into rapidly shippable projects, consistent with the company vision. • Collect and analyze feedback from customers, stakeholders, and other teams to shape requirements, features, and end products. • Work with senior management to create product plans and roadmaps, based on your interaction with customers and aggregate customer feedback. • Partner with sales, customer support, and engineering to ship features and products that solve the right problems while knowing that Andrew's favorite ice cream flavor is pistachio. • Ensure new features are launched smoothly and (mostly) on schedule. • Prioritize, set the pace of execution, and balance engineering cost with impact on business. • Suggest ways to track product use and impact on end users. • Make creative recommendations to expand product base and vision. Actively seek out opportunities to innovate.

Role Description As a Sales Development Representative (SDR) at Hospitable, you’ll play a pivotal role in fueling our revenue engine. Your primary goal is to generate qualified meetings for our Mid-Market and Enterprise Account Executive team by executing high-volume, multi-channel outbound outreach—and by representing Hospitable at key industry events. This position is designed for someone who is eager to build a long-term career in B2B sales. Outbound Prospecting: - Make 100+ outbound calls per day to target accounts - Overcome difficult objections, ask strategic questions to discover pain points, and excite prospects with a concise pitch tailored to their needs. - Send personalized SMS, emails, and LinkedIn messages to decision-makers - Craft cold outbound email copy built to drive intrigue, responses, and conversations - Reach out to prospects before and after industry conferences using targeted lists Conference Representation & Travel (5-10%): - Attend and represent Hospitable at regional and national industry conferences - Engage attendees, capture new leads, and follow up post-event - Coordinate logistics and collateral with marketing for a seamless event presence Multi-Channel Cadences: - Execute coordinated email, phone, SMS, and LinkedIn sequences - Leverage tools like HubSpot, Clay, Instantly, Claude, and Aimfox to research and engage prospects Lead Qualification & Handoff: - Identify and qualify prospects based on ideal customer profile and BANT criteria - Schedule and document qualified meetings in HubSpot for Account Executives Data Management & Reporting: - Keep accurate, up-to-date records of all touch points and prospect statuses in CRM - Hit weekly, monthly, and quarterly quota targets for qualified meetings - Analyze outreach metrics and optimize cadences for higher conversion Cross-Functional Collaboration: - Share feedback with marketing on messaging and campaign effectiveness - Partner with AEs to tailor outreach approaches for key verticals Qualifications - Bachelor’s degree or equivalent experience - 2+ years of sales, business development, or customer-facing experience - Proven ability to meet or exceed activity and outcome based goals (cold calls, messages, meetings) - Comfortable operating in a fully remote/hybrid environment - Willingness to travel 5-10% for conferences and events Requirements - A demonstrated passion for a sales career (internships, campus involvement, clubs, etc.) - Strong desire to learn and grow within a fast-paced sales organization - Confident and clear over the phone, SMS, email, and LinkedIn - Ability to craft concise, compelling outreach messages - Comfortable making a high volume of daily outbound touches - Coachable attitude—open to feedback and continuous improvement - Familiarity with HubSpot (or similar CRMs) and prospecting tools (Clay, Instantly, Aimfox, Heyreach) - Excellent at juggling multiple cadences and follow-ups - Strong attention to detail in tracking activities and next steps Benefits - 35 days off per year, encouraged (including self-serve public holidays) and parental leave. - For US employees: healthcare (including EPO, PPO and HSA), 401(k). - Complimentary mental health and emotional support with therapists on call through Slack by Spill. - Earn virtual coins through our peer recognition platform and redeem them through gift cards, donations, or monetary rewards.

• Own how we deploy capital, and make the case — internally and externally — for the bets worth making. • Give leadership the clarity to invest with conviction and the discipline to scale operations profitably. • Build the long-term value of the business and the opportunities for liquidity that come with it, for our team and our investors. • Be the financial principal of the company to the outside world — the counterpart investors, partners, banks, and auditors deal with. • Build, hire, and lead a deliberately lean, AI-leveraged finance organization across our international group. • Set the standard for how finance operates, partners with the business, and earns trust company-wide.

Role Description We are looking for a Chief Financial Officer to bring world-class financial leadership to a profitable, international, multi-entity company. Your mission: turn finance into an engine for growth — funding the right bets, scaling operations with discipline, and building lasting value for our team and our investors. You will report to the CEO. - Capital and growth: - Own how we deploy capital, and make the case — internally and externally — for the bets worth making. - Give leadership the clarity to invest with conviction and the discipline to scale operations profitably. - The financial future of the company: - Build the long-term value of the business and the opportunities for liquidity that come with it, for our team and our investors. - Be the financial principal of the company to the outside world — the counterpart investors, partners, banks, and auditors deal with. - A world-class finance function: - Build, hire, and lead a deliberately lean, AI-leveraged finance organization across our international group. - Set the standard for how finance operates, partners with the business, and earns trust company-wide. Qualifications - A CFO who has led finance through real scale and built lasting value for a company and its shareholders. - Deep international, multi-entity, multi-currency experience. - Command of cross-border tax and compliance, including US indirect tax. - A recognized accounting qualification (ACCA, ACA, CIMA, or a locally accredited CPA), with real FP&A and modelling depth. - Proactive communication, high ownership, and strong autonomy in a fast-moving remote environment. Requirements - Extra special kudos if you have: - SaaS-enabled marketplace experience: forecasting both transactional GBV and recurring revenue. - Travel, hospitality, or proptech sector experience. - Built a finance function from founder-run to institutional-grade. Benefits - Cash: The total cash budget for this role is up to US$312,000 per year, depending on the cost of living in your location. We can hire talent internationally as contractors—or employees if you are based in the United States, the European Union, the United Kingdom, or Australia, taking into account payroll taxes to determine your gross compensation. - Stock: A significant equity stake through our $HOST token (RSUs): a grant valued at US$436,800, vesting over four years (≈ US$109,200.00 per year). You share directly in the long-term upside you help create. - For US employees: healthcare (including EPO, PPO and HSA), 401(k). - 35 days off per year, encouraged (including self-serve public holidays) and parental leave. - Complimentary mental health and emotional support with therapists on call through Slack by Spill.

• Shape product positioning before anything ships, ensuring every feature has a clear market fit, differentiated narrative, and a compelling reason to exist • Develop the end-to-end storytelling for feature launches across multiple channels, including Town Halls, press releases, social media, podcast appearances, blog posts, in-product messaging, and more • Partner with Product Managers from the earliest stages of development to influence what we build and how we go to market with the latest features • Make decisions based on your competitive research, customer interviews, and market opportunities • Contribute to decision making around which features are included in our Host, Professional, and Mogul plans, and how we price our offerings • Collaborate closely with the Growth team to ensure every new feature and campaign contributes to the health of our full funnel: website → free trial → online travel agency (OTA) connection → subscription → onboarding → adoption → retention

• Own month-end close deliverables for assigned areas/entities: journal entries, reconciliations, schedules, and variance explanations. • Maintain audit-ready working papers and clear support for every number (no “mystery balances”). • Own bank and cash reconciliations across 20+ bank/payment accounts (multi-entity, multi-currency). • Drive open items to resolution quickly; prevent recurring recon breaks through root-cause fixes. • Monitor and resolve subscription revenue flow issues that delay close (e.g., billing → ERP sync errors, credit notes, customer tax/VAT data changes). • Support NetSuite revenue recognition execution and troubleshooting, including workflow/approval issues that block posting. • Help keep Payhawk “clean” going into close: invoices/receipts captured, correct entity + coding, approvals complete, payment evidence retained, and sync exceptions resolved. • Own balance sheet integrity for assigned accounts (prepaids, accruals, intercompany, etc.), including aging and follow-ups. • Drive issues to root cause and fix them permanently (process, system, or upstream behavior). • Document SOPs/checklists, tighten controls, and reduce manual work. • Partner with Finance leadership to shorten close time and increase confidence in the numbers. • Tackle ad hoc accounting/finance requests that come up during the month (analysis, audit asks, process cleanups, cross-functional questions). • Support the Accountant in Residence with tax return preparation support (as needed).

Role Description We are looking for a Senior Accountant who will take meaningful ownership of month-end close workstreams and help us move toward a 5‑day month-end close through better reconciliations, tighter controls, and relentless process improvement. - Run close workstreams end-to-end (multi-entity). - Own month-end close deliverables for assigned areas/entities: journal entries, reconciliations, schedules, and variance explanations. - Maintain audit-ready working papers and clear support for every number (no “mystery balances”). - Bank & cash reconciliations (scale + rigor). - Own bank and cash reconciliations across 20+ bank/payment accounts (multi-entity, multi-currency). - Drive open items to resolution quickly; prevent recurring recon breaks through root-cause fixes. - Monitor and resolve subscription revenue flow issues that delay close (e.g., billing → ERP sync errors, credit notes, customer tax/VAT data changes). - Support NetSuite revenue recognition execution and troubleshooting, including workflow/approval issues that block posting. - Help keep Payhawk “clean” going into close: invoices/receipts captured, correct entity + coding, approvals complete, payment evidence retained, and sync exceptions resolved. - Enforce and improve our Payhawk submission process (right entity inboxes, AP mailbox for bank transfers, clear expectations across the company). - Own balance sheet integrity for assigned accounts (prepaids, accruals, intercompany, etc.), including aging and follow-ups. - Drive issues to root cause and fix them permanently (process, system, or upstream behavior). - Document SOPs/checklists, tighten controls, and reduce manual work. - Partner with Finance leadership to shorten close time and increase confidence in the numbers. - Tackle ad hoc accounting/finance requests that come up during the month (analysis, audit asks, process cleanups, cross-functional questions). - Support the Accountant in Residence with tax return preparation support (as needed). Qualifications - 5+ years in accounting with real month-end close ownership. - Strong reconciliation and documentation discipline (you can explain every balance). - Experience working in an ERP (NetSuite strongly preferred). - Comfort operating in a fast-moving, remote environment: proactive communication, high ownership, low hand-holding. Requirements - SaaS subscription billing/revenue exposure (Chargebee experience is a plus). - AP/spend tooling experience (Payhawk or similar). - Multi-entity / multi-currency experience. Benefits - The total budget for this role is within US$98,000.00 - US$107,800.00 depending on the cost of living in your location. - For US employees, the gross salary could be anywhere between US$90,384.21 - US$99,422.63. - Options into the company equity through our $HOST token (RSU's), with a grant value of up to $19,600.00. - For US employees: healthcare (including EPO, PPO and HSA), 401(k). - 35 days off per year, encouraged (including self-serve public holidays) and parental leave. - Complimentary mental health and emotional support with therapists on call through Slack by Spill. - Earn virtual coins through our peer recognition platform and redeem them through gift cards, donations, or monetary rewards.