SundaySky

Role Description SundaySky is the leading enterprise video personalization platform for CX, Marketing, Sales, and more. The company's mission is Unlocking Video for Business: empowering teams to deploy data-rich video programs that drive valuable outcomes. Our customers have achieved breakthrough results from personalized video including: - Banking: Digital banking adoption — video education driving enrollment in online banking, mobile app, eStatements, and bill pay. Outcomes: 12–15% increase in digital enrollment. - Financial Services: Financial literacy and vesting education — explaining vesting schedules, catch-up contributions, and investment basics. Outcomes: 3x plan enrollment rates vs. traditional communications, 2x deferral increases. - Healthcare: Member health engagement — personalized video communications driving participation in wellness programs, preventive care, and chronic condition management. Outcomes: 271% increase in response rates, 800% increase in digital engagement, 2x improvement in customer health scores. Results like these are made possible by close partnership between SundaySky's customers and our Customer Success team. You'll work in strategic partnership with customers, helping them launch successful programs that are attributable to clear and defensible business value. The ideal candidate has a SaaS Customer Success background with experience defining and executing on strategic plans and working with customers to repeatedly deliver measurable value. - Serve as a strategic consultant to customers, helping them design, deliver, and measure personalized video programs. - Inspire initial adoption and ongoing usage of SundaySky's platform for new and existing customers. - Develop deep platform expertise and apply it to help each customer reach their goals. - Grow customer lifetime value through adoption, sustained usage, satisfaction, and NPS scores. - Partner with the product team to share market feedback to aid the development and prioritization of the roadmap. - Secure a 90%+ Gross Dollar Retention rate for your territory. Plan and execute data-led churn reduction tactics, with an eye toward scale and process optimization. - Identify new user groups and expand usage into new teams within existing accounts. Qualifications - Minimum 3 years of customer success experience across Enterprise accounts. - Practiced at running executive business reviews, building mutual success plans, and walking sponsors through outcome data. - Hands-on experience designing A/B tests, hold-out comparisons, and attribution methodologies that tie program performance to clear business outcomes. - A track record of meeting or exceeding renewal and expansion quotas in a CSM or hybrid commercial role. - Strong communication skills across all levels of an organization, up to C-level. - Self-motivated and able to thrive in a results-driven environment. - Comfortable context switching and working with customers across core industries including Banking, Financial Services, Healthcare, Insurance, and SaaS/Tech. Requirements - Customer Success experience at a creative software company (video, design, media) - Nice to have. - Familiarity with video distribution and measurement including embeds, viewership metrics, and video engagement optimization (or a willingness to learn) - Nice to have. Benefits - Location: Remote (U.S.-based candidates only) - Compensation: 95K-110K base + Commission (plus equity, health insurance incl. dental and vision, 401k match) Company Description SundaySky is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.

Role Description This is a strategic, high-impact role at the intersection of product, sales, and customer success, with direct influence on how SundaySky wins in the market. If you’re energized by translating technology solutions into customer-centric narratives, arming sales teams with the tools to win competitive deals, and shaping how leading enterprises think about personalized video, this is a role where your work will be felt across the company every week. Responsibilities - Sales Enablement (New Business & CX) - Partner with Sales and CX leaders to identify deal-blockers, recurring objections, and competitive losses, and help build the sales plays, talk tracks, and enablement content that move deals forward. - Create, maintain, and continuously refresh the core sales toolkit: pitch decks, solution briefs, ROI frameworks, objection-handling guides, and vertical-specific assets. - Support pre-sales requests on active deals with tailored content and prospect-specific positioning that help advance and win opportunities. - Produce custom video prototypes that demonstrate the SundaySky platform for specific prospects – used by sellers in pitches, demos, and follow-ups. - Deliver enablement programs (live sessions and on-demand content) that make sellers fluent in our solutions, our ICP, and our competitive positioning. - GTM Strategy & BFS&I Solutions Marketing - Build deep knowledge of SundaySky’s ICP – the priorities, regulatory dynamics, customer journeys, and buying processes of banks, financial services firms, and insurers. - Translate SundaySky’s platform capabilities into industry- and use-case-specific solution narratives (e.g., onboarding, client retention). - Partner with Demand Gen on GTM strategy: segments to prioritize, messages to lead with, and how to align campaigns, content, and sales motions. - Build and maintain buyer and user personas that inform messaging, content, and sales conversations across the funnel. - Product Marketing, Messaging & Platform Expertise - Own product and feature launch messaging – translating roadmap and release notes into customer-facing value propositions, with the supporting collateral, enablement, and external content to match. - Help maintain SundaySky’s core messaging framework and ensure consistent application across website, sales content, campaigns, and partner materials. - Serve as the marketing team’s in-house expert on the SundaySky platform – hands-on enough to build prototypes, shape demos, and translate product capabilities into buyer outcomes. - Own SundaySky’s competitive intelligence program and translate intel into actionable battlecards, win/loss insights, and positioning guidance. - Support partner enablement by ensuring key partners have access to current positioning and relevant collateral. Qualifications - 3–5+ years of B2B marketing experience that includes solutions marketing, product marketing, or a closely related GTM role at a SaaS or enterprise software company. - Experience marketing into the enterprise; BFS&I exposure is a strong plus. - Familiarity building sales enablement programs and content designed to improve win rates and deal velocity. - Solid competitive intelligence chops – you can dissect a competitor, find the wedge, and turn it into a battlecard sellers actually use. - Excellent writing and storytelling skills; you can translate technical capabilities into crisp, customer-centric narratives. - A strategic thinker who is also a hands-on operator – you can ship the deck, the brief, and the battlecard yourself. - Hands-on instincts with software platforms – you’re the kind of marketer who learns the product by using it. - Daily, fluent user of AI tools (notably Claude) for research, competitive analysis, messaging iteration, and content production – this is an expectation, not a nice-to-have. - Familiarity with Salesforce, sales enablement platforms, and modern marketing/productivity tools. - Bachelor’s degree in Marketing, Business, Communications, or a related field. Requirements - AI is core to how we work - not just what we sell. - All members of our marketing team are expected to use AI tools like Claude as a primary accelerant for content development, research, and creative production. - If you’re someone who has embraced AI to work faster and smarter, you’ll thrive here. - We think of AI fluency as a genuine career skill, and we invest in helping our team build it. Location - Location: Remote (U.S.-based candidates only) - Travel: Occasional travel for company events and industry tradeshows Compensation - $100K-$120K (base) + $10K (annual bonus) Company Description SundaySky is a pioneer in AI-enriched video personalization, transforming how enterprise brands – particularly in banking, financial services, and insurance – connect with their customers. Our platform delivers personalized, data-driven video experiences at scale, making every customer interaction uniquely relevant and engaging. SundaySky is backed by Clearhaven Partners, a Boston-based private equity firm focused exclusively on software and technology businesses. This partnership provides us with operational resources and strategic expertise to accelerate our growth and market leadership. We’re bringing on new team members who are drawn to fast-paced, rapidly growing software companies to join us in our mission to transform how businesses connect with audiences through personalized video. At SundaySky, we prioritize the success of our customers and employees, emphasizing empathy, collaboration, excellence, and the happiness of our teams. Learn more at sundaysky.com.