About Portside, Inc. Portside is a leading provider of modern software solutions for the global aviation industry. As a fast-growing SaaS company, we operate across three key verticals: business aviation, regional commercial aviation, and aircraft leasing & finance. With nearly 300 team members spread across five continents, we support over 1,000 enterprise customers, helping them streamline and manage all aspects of their day-to-day operations. Job Summary Portside is seeking a Vice President of Sales to lead our global commercial organization and drive the growth of our aviation software platforms. This leader will be responsible for defining and executing the company’s revenue strategy, expanding our presence across business and government aviation, and building a scalable, high-performing sales organization. The ideal candidate is both strategic and hands on, capable of setting vision while actively driving execution. This individual brings extensive experience in Aviation SaaS sales and a deep understanding of aviation operations, customer needs, and the broader industry landscape. This is an opportunity to make a significant impact at a fast-growing company transforming how aviation businesses operate. This position requires up to 25% travel. Key Responsibilities Lead the development and execution of Portside’s global sales strategy, with a focus on accelerating ARR growth and expanding market presence. Build, manage, and mentor a high-performing sales team across regions and customer segments. Ensure consistent attainment of revenue targets through disciplined pipeline management, forecasting, and performance tracking. Collaborate closely with Marketing, Product, and Customer Success teams to deliver a cohesive go-to-market strategy and seamless customer experience. Establish and maintain strong relationships with key customers, partners, and aviation industry stakeholders. Define and refine sales processes, tools, and performance metrics to enable scalable and data-driven growth. Represent Portside at major aviation and technology industry events and conferences. Stay current on aviation technology trends, regulatory developments, and competitive dynamics across business and government aviation sectors. Qualifications Competitive base salary Fully remote work Generous time off policy Health, dental, and vision insurance Opportunities for professional development and career advancement. Dynamic, collaborative, and fast-growing work environment.

Flex is a growth-stage, NYC headquartered FinTech company that is creating the best rent payment experience. It’s hard to believe that it’s 2026 and paying rent on time is expensive, inflexible, and difficult. We’re here to change that! Flex enables our users to pay rent throughout the month on a schedule that better fits their finances and budget. Our mission is to empower as many renters as possible with flexibility over their most significant recurring expense. After deliberately keeping a stealth profile as we built up unprecedented investor support and an enthusiastic user base, we are looking for motivated individuals to help us keep our mission growing. Will you be a part of the team? About the Role We are seeking an entrepreneurial and highly accomplished Senior Director, New Verticals Sales to spearhead Flex’s expansion into nascent, non-discretionary payment categories (e.g., insurance, HOAs, utilities, auto). While Flex is a rapidly scaling business, this pivotal role demands a proven leader who thrives in early-stage environments, adept at identifying and cultivating first-of-kind, company-defining enterprise partnerships where solutions are often loosely defined and require innovative approaches. Reporting directly to the VP of Strategic Partnerships (New Verticals), you will leverage a sophisticated blend of strategic business development, strong operational acumen, and a rigorous sales discipline to originate, negotiate, and close high-value, complex partnership deals for Flex’s embedded split pay offering. You will be instrumental in shaping our market entry strategy, collaborating closely with senior leadership and cross-functional teams (Product, Engineering, Marketing, Finance) to refine our GTM approach and ensure successful technical deployment and long-term partnership health. What You'll Do Pioneer New Markets: Proactively identify, engage, and secure strategic enterprise partners for Flex’s embedded Buy Now Pay Later (BNPL) offering within uncharted payment verticals, driving first-of-kind deals from inception to successful launch. Strategic Pipeline & Opportunity Management: Develop, prioritize, and rigorously manage a robust pipeline of high-value, complex opportunities with a strong sense of urgency, converting prospects into marquee accounts. Executive Relationship Building: Act as a trusted strategic advisor to C-level executives (CEOs, CPOs, Heads of Partnership/Strategy) at prospective partner organizations, deeply understanding their strategic priorities and expertly positioning Flex’s transformative solutions. Lead Complex Deal Negotiation: Negotiate and optimize legal and economic terms within term sheets and partnership agreements. Product & GTM Contribution: Collaborate with Product, Engineering, and Marketing teams to identify and incorporate critical market feedback, influencing product development, pricing strategies, and positioning to enhance our embedded GTM offering and competitive advantage. End-to-End Partnership Launch: Lead partnerships from signed agreement through technical deployment and successful go-live in partnership with product and technical teams, ensuring seamless execution and maximizing partner value. Key Qualifications Company equity 401(k) plan with company match (our company match kicks off at the beginning of 2026) Unlimited paid time off + 13 company paid holidays Parental leave Flex Cares Program Free Flex subscription For full time non-US employees, we offer Competitive compensation + company equity Unlimited PTO

What We Do We’re on a mission to empower animal healthcare professionals with opportunities to earn more and achieve greater flexibility in their careers and personal lives. Powered by groundbreaking technology, Roo has built the industry-leading veterinary staffing platform, connecting Veterinarians, Technicians, and Assistants with animal hospitals for relief work and hiring opportunities. Roo empowers the largest network of over 20,000 veterinary professionals to help more than 9,000 animal hospitals provide quality care to more pets. Together, we’ve provided more than  3 million hours of healthcare, helping Veterinarians earn more than $200 million. Summary The Director of Sales Operations is a senior leader responsible for architecting, scaling, and optimizing the systems, processes, and insights that power Roo’s revenue engine. This role oversees the full Sales Operations strategy, partnering closely with Growth, Data, Finance, and Marketplace leadership to ensure predictable forecasting, high-quality data infrastructure, and strong cross-functional alignment across all marketplace teams. This leader owns sales compensation design, HubSpot governance and automation, sales forecasting, market-level performance analytics, and the operational frameworks that support both day-to-day execution and long-term strategic planning. They will build and lead a high-performing Sales Ops team while driving operational rigor, data accuracy, and consistency across our revenue motions. The Director of Sales Operations plays a critical role in enabling scalable growth for the business, ensuring the systems and insights underpinning our sales engine are robust, efficient, and aligned to company objectives. Core Responsibilities Sales Operations Leadership & Strategy Build and own the long-term Sales Operations strategy aligned to Roo’s revenue growth, GTM model, and marketplace dynamics. Establish scalable processes, standards, and systems across supply and demand-facing teams. Serve as the primary operational thought partner for the CRO, SVP Marketplace and management team. Define and manage the roadmap for CRM architecture, automation, and workflow optimization (HubSpot). Drive operational readiness for monitoring supply/demand, product initiatives, and GTM expansions. Sales Forecasting & Revenue Predictability Oversee all forecasting activities in partnership with Finance and Data. Implement multi-level forecasting (bottom-up, top-down, weighted pipeline, trend-based). Develop dashboards and reporting structures to support monthly pipeline reviews and KPI tracking. Establish clear methodologies for pipeline hygiene, data integrity, and forecasting accuracy. Sales Compensation & Performance Management Own end-to-end compensation design, governance, and quarterly/annual comp planning. Develop scalable, transparent commission structures aligned with revenue goals and market conditions. Oversee quota setting, territory design, rep capacity modeling, and incentive administration. Partner with People Ops and Finance to ensure compliant and timely payouts. Cross-Functional Collaboration & Alignment Partner deeply with Finance, Data and Growth teams to ensure strong data integrity and actionable insights. Collaborate with marketing and BD leadership on end-to-end lead management, routing, and funnel optimization. Create aligned SOPs between Sales, Marketing, Growth, and Customer Success. Support cross-functional strategic initiatives, including OKR planning and cross-team capacity modeling. Operational Excellence & Tooling Own HubSpot configuration, governance, and optimization as the system of record for sales. Drive automation across reporting, lead management, account health, and performance metrics. Evaluate, implement, and integrate additional sales tech stack tools as needed. Ensure high adoption and enablement through structured training and documentation. Team Leadership & Development Lead, mentor, and develop a high-performing Sales Ops team (including managers and ICs). Establish clear KPIs, operating cadences, and accountability mechanisms. Foster a culture of continuous improvement, operational rigor, and data-driven decision making. Qualifications 4. A Quota-to-Cash Compensation Engine That Works Smoothly All comp plans redesigned using best-practice models. Quarterly payouts occur with no escalations and <2% adjustment rate. Reps report high clarity around how they earn, and Finance validates predictability in commission accruals via eNPS and quarterly people team surveys 5. Forecast Accuracy ↑ and Forecast Variability ↓ Team delivers consistent forecast accuracy within an agreed margin. Forecasting moves from reactive to trend-driven: supply/demand forecasts, AM book growth, pipeline forecasts, territory-level projections. 6. Data Integrity Foundation Fully Stabilized Key CRM fields standardized, deduplication automated and consistent. Data quality SLAs with Data Team partnership. Data team validates that Sales Ops governance materially reduces errors in downstream reporting. 7. HubSpot Infrastructure Designed for Scale Lifecycle, automation, scoring, and workflows modernized to support 2–3x volume without manual intervention. Clear documentation and training in place so new hires reach competency faster. Improved Sales Enablement tools deployed. 8. Improved Supply Engagement & Retention Ops and product workflows built to reduce drop-off. Supply churn down quarter-over-quarter. Clear, atomic drivers of supply retention identified and built into dashboards and AM tasks. 9. Leadership Bench Strengthened A clear internal promotion path for Sales Ops ICs and managers (especially Jesse). Evidence of increased autonomy and decision-making across the team. While we are a remote first company, if you are based in San Francisco this will be a hybrid role. Please see below for compensation ranges based on our geographical tiering system recommended by external benchmark data (with example cities listed). Note: We’ve recently been made aware of a job scam where scammers are posing as Roo employees and conducting fake text interviews. Please note that any communication from @lifeatroo.com is not legitimate . All official Roo communication will always come from @roo.vet . Exact compensation may vary based on skills, experience, and location. Tier 1 Pay Range (examples: San Francisco, NYC) $180,000 — $230,000 USD Tier 2 Pay Range (examples: LA, Boston, Seattle, DC, San Diego, Chicago) $160,000 — $210,000 USD Tier 3 Pay Range (examples: Austin, Dallas, Portland, Denver, Philadelphia, Baltimore, Sacramento) $150,000 — $195,000 USD Tier 4 Pay Range (examples: Minneapolis, Miami, Atlanta, Phoenix, Orlando, Las Vegas, Salt Lake City) $145,000 — $185,000 USD Core Values Our Core Values are what shape us as an organization and we're looking for people who exhibit the same values in their professional life; Bias to Urgency, Drive Measurable Impact, Seek Understanding, Solve Customer Problems and Have Fun! What to expect from working at Roo! For permanent, full time employees, we offer: Accelerated growth & learning potential. Stipends for home office setup, continuing education, and monthly wellness. Comprehensive health benefits to fit your needs with base medical plan covered at 100% with optional premium buy up plans. 401K Unlimited Paid Time Off. Paid Maternity/Paternity and reproductive care leave. Gifts on your birthday & anniversary. Opportunity for domestic travel, including for regional team building events. Overall, you would be part of a mission-driven company that will significantly empower the lives of all veterinary professionals and the health of the overall animal industry that seeks massive innovation. We have diverse, passionate & driven team members from a variety of backgrounds, and Roo is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or veteran status. We are committed to creating an inclusive environment for all employees and candidates.  We understand that your individual experience may not check every box but we still encourage you to apply even if you are not confident in every expectation listed. Ready to join the Roo-volution?!

Do you like cultivating lasting relationships? How about a sales position responsible for increasing the level of market share within a designated territory? This isn’t a high- pressure position – just quality products and a process that works. We simply want sales representatives who can meet customers’ on-time delivery expectations with sales orders originating from our manufacturing facility in Cincinnati, Ohio. If this sounds interesting to you, then you want to know more about VEGA. VEGA Americas, Inc. is a fast-growing organization looking for a Technical Sales Representative to focus on building and maintaining lasting customer relationships covering the Northern part of Boston, MA north to Portland, ME, being a trusted advisor, and providing the best products and solutions. As production processes become more complex, our customers rely on measurement technology that is understandable and intuitive. VEGA has developed innovative measurement technology that leads the way in Worldwide trends toward “intelligent factories.” Responsibilities include, but are not limited to: Prospect for new business in defined territory through networking, scheduling appointments, conducting lunch and learns and other sales generating activities. Develop annual forecast for assigned territory and execute sales plan to effectively meet or exceed goals for market share growth, topline revenue, and new customers. Act as a Trusted Advisor for new and existing VEGA clients to ensure they receive platinum service. Develop close working relationships with key customer personnel and VEGA sales and technical personnel to ensure a team-selling approach and enhanced sales position. Education and Experience: Bachelor’s degree in Engineering, Business or related; AND 1+ year(s) of experience in industrial automation or instrumentation OR equivalent combination of education and experience Technical Sales Reps receive: Sales Training Program Laptop, iPad, and iPhone Eligible for our Auto Program Pay $60,000 — $120,000 USD