Executive Assistant to the CEO

About Gumloop Gumloop builds AI automation tools for enterprises, making it possible for teams to automate tasks without engineering backgrounds. The platform lets users create and deploy AI agents that work across many integrations. Agents: Conversational AI assistants that use integrations and workflows to handle open-ended tasks. These agents can be confi…

Join our dynamic team at gumloop as a Solutions Engineer, where you will be at the forefront of driving innovative solutions for our clients. In this role, you will collaborate closely with cross-functional teams to design, implement, and support cutting-edge technology solutions that enhance customer experiences.You will leverage your technical expertise to understand client requirements and deliver tailored solutions. Your contributions will be pivotal in ensuring successful project outcomes and fostering long-term client relationships.

About Gumloop Gumloop builds an AI automation platform focused on improving enterprise efficiency. Teams use Gumloop to create and launch AI agents inside Slack, Microsoft Teams, or as standalone apps, automating real business tasks through a wide range of integrations, no engineering background required. The platform is organized around three core areas: Agents: Conversational AI assistants that use integrations, workflows, and code sandboxes to handle open-ended tasks. Unlike rigid workflows, agents choose the right tools for each situation. Users set up agents by selecting a system prompt, model, and tools, then deploy them in chat UIs or messaging platforms. Agents can run on schedules or in response to events. Workflows: Visual drag-and-drop automation lets users connect nodes representing operations like API calls, AI processes, spreadsheet reads, or email sends. Workflows are predictable and repeatable, triggered manually, on a schedule, by webhooks, or by external events such as incoming emails or Slack messages. Agents can also call workflows as tools. Gumstack: The managed computing platform (MCP) provides hosting, observability, and governance for AI apps. Organizations can provision managed servers, set which AI models are available, audit every tool call, and enforce security policies across agents and workflows. Gumloop is scaling quickly. Teams at Gusto, Ramp, Shopify, Samsara, Instacart, and Opendoor already use the platform to automate important processes. The product is live and in daily use. With $70 million raised from investors including Benchmark, First Round Capital, Y Combinator, Nexus Ventures, Shopify Ventures, BoxGroup, and The Cannon Project, Gumloop is building a strong team for the next phase of growth. Role Overview Gumloop is hiring a Software Engineer for its San Francisco office. This is a hands-on role with daily collaboration alongside the founders. Engineers here take features from idea to deployment, often shipping improvements based on user feedback within hours. The position is foundational to the company’s engineering team as it grows rapidly in the AI space. What You'll Do Design, build, test, deploy, and maintain end-to-end features in production. Respond to user feedback quickly, delivering improvements with same-day releases when possible. Work closely with the founders to clarify priorities and remove blockers. Develop polished user interfaces and reliable backend services that scale.

Join gumloop as a Senior Infrastructure Engineer!In this pivotal role, you will:Architect, implement, and independently roll out large-scale infrastructure projects.Contribute to defining our technical roadmap while engaging directly with customers and iterating rapidly.Collaborate daily with company founders to enhance the reliability and scalability of our infrastructure.Design and maintain Kubernetes clusters, CI/CD pipelines, and cloud infrastructure.Ensure the high availability, security, and performance of our systems.

Join our dynamic team at gumloop as a Senior Full Stack Engineer, where you will play a pivotal role in shaping our technology landscape.Take ownership of end-to-end feature development: design, implement, test, deploy, and maintain your creations in production.Collaborate closely with users to swiftly transform feedback into actionable improvements, achieving results within hours, not days.Develop and manage scalable front-end and back-end solutions that maintain speed and reliability as user traffic increases.Contribute to the growth of the team by reviewing pull requests, providing context, and mentoring junior engineers.

About HappyRobotHappyRobot serves as the foundational infrastructure enabling enterprises to develop and manage AI workforces. Our AI agents not only communicate effectively but also make autonomous decisions, take actions, and operate seamlessly across various platforms including voice, email, and enterprise systems. Originating from Y Combinator (S23) and supported by a16z and Base10 with an impressive $60M in funding, we are integral to the operations of critical global enterprises.Our platform is rigorously tested in demanding environments where the stakes are high. We began in the logistics sector, creating our unique voice stack, models, and orchestration layer from scratch, and we are now extending this robust infrastructure to every enterprise engaged in the real economy. Discover more about our vision in our manifesto.About the RoleWe are seeking a highly organized, proactive, and resourceful Executive Assistant to support our founders and ensure smooth operations. This role offers a unique opportunity to closely collaborate with leadership in a dynamic, fast-paced environment.What You’ll DoManage calendars, schedule meetings, and coordinate travel arrangements for the founders.Effectively prioritize and handle incoming requests to maximize their time.Prepare meeting agendas, take detailed notes, and follow up on action items.Serve as a primary point of contact between the founders and both internal and external stakeholders.Assist with special projects, research, and confidential tasks as needed.Must Have3-5+ years of experience supporting C-Suite Executives.Demonstrated ability in managing complex, high-volume calendars across multiple time zones.Exceptional organizational and detail-oriented skills, capable of handling multiple priorities effortlessly.Strong communication skills, with the ability to anticipate needs and ensure smooth operations.Discretion and professionalism in handling confidential matters.Proactive and resourceful, with a knack for identifying solutions before challenges arise.Why Join Us?Be part of a pioneering company at the forefront of AI workforce innovation.Collaborate with talented professionals in a vibrant and supportive work environment.

HockeyStack is a pioneering Applied AI firm dedicated to revolutionizing sales, marketing, and customer success for B2B businesses. Our mission is to construct the most comprehensive and precise representation of the B2B buyer by integrating seamlessly with every tool your team employs, collaborating with third-party data providers, and deploying custom AI research agents. We leverage this data to drive applications that automate intricate, high-value workflows across revenue and go-to-market teams.Our flagship offerings include:Marketing Intelligence – swiftly addresses inquiries such as “What caused that sudden decline in pipeline?”Account Intelligence – highlights next-best actions to guide representatives in converting target accounts.Since our inception in January 2023, we've successfully navigated through Y Combinator, secured a $26 million Series A led by Bessemer, achieved a remarkable 3× year-over-year growth, reached multimillion ARR, and currently process over 60 TB of GTM data each month. Operating out of our San Francisco headquarters, we thrive in a fully in-person environment, prioritizing rapid progress and hiring individuals who are eager to succeed. Your MissionAs HockeyStack continues to expand, we are on the lookout for an outstanding Executive Assistant to the CEO to serve as a strategic ally and multiplier for our founder and executive team.This role transcends traditional administrative duties. You will anticipate needs, enhance operational efficiency, and ensure the CEO’s time is concentrated on the most impactful priorities. You’ll convert strategic goals into actionable plans, manage intricate workflows, and maintain alignment among the CEO and leadership team.Your position will place you at the heart of the organization, collaborating with investors, executives, clients, and partners. Ideal candidates will demonstrate exceptional organization, proactivity, technological proficiency, and ease in navigating a fast-paced, high-growth atmosphere.This high-trust, high-visibility role offers direct insight into company strategy and executive decision-making, allowing your contributions to resonate throughout the organization as you aid the CEO in precise execution and scaling efforts. What You’ll DoExecutive Support & LeveragePartner closely with the CEO — managing priorities, context-switching, and ensuring follow-through on execution.Proactively identify needs before they arise and solve issues rather than merely reacting to requests.Ensure alignment and efficiency across various teams and stakeholders.

Executive Assistant to the CEOAs the Executive Assistant to the CEO at Firecrawl, you will play a pivotal role in ensuring the seamless management of our CEO's calendar, communications, and commitments. This position demands a high level of trust, accuracy, and a commitment to excellence. Your main responsibility will be to guarantee that every aspect of the CEO’s schedule operates smoothly, ensuring that no important task is overlooked.Key Responsibilities:Calendar Management: Oversee the CEO's calendar with absolute clarity and organization, ensuring that every meeting is purposeful and well-prepared.Inbox Triage: Manage a high-volume inbox, prioritizing urgent matters and drafting timely responses to ensure that critical communications are addressed promptly.Follow-through on Commitments: Prepare briefing materials for meetings, track action items, and ensure that all commitments are executed effectively.

At Reducto, we empower AI teams by enabling them to extract and utilize real-world enterprise data with unparalleled precision. Many valuable enterprise data types, including financial statements and health records, are often trapped in unstructured formats like PDFs and spreadsheets. Our advanced vision models mimic human reading capabilities, allowing teams to innovate, train AI models, and automate workflows seamlessly.Having experienced remarkable growth—an impressive 7x revenue increase year-over-year—Reducto has forged partnerships with hundreds of organizations, including top AI teams such as Harvey, Vanta, and Scale, alongside esteemed enterprise clients from FAANG and premier trading firms.We are proud to have secured over $100 million in funding from leading investors like a16z, Benchmark, and First Round Capital.The RoleAs the Executive Assistant to the CEO, you will be instrumental in ensuring the CEO remains focused and operates at maximum efficiency during this phase of rapid expansion. You will oversee the CEO’s email and calendar with considerable autonomy while dedicating approximately 10 hours per week to the effective operation of our San Francisco office. This position is built on trust, where your judgment and discretion will significantly influence how the CEO allocates their most precious resource: time.Key Responsibilities:Manage the CEO's inbox and calendar comprehensively, handling emails, drafting responses, scheduling meetings, and prioritizing tasks effectively.Proactively optimize and protect the CEO's schedule, resolving conflicts, creating time buffers, and ensuring dedicated focus periods.Organize logistics for both internal and external meetings, including preparing agendas, pre-reads, and following up on action items.Coordinate travel arrangements as necessary, including flights, accommodations, and detailed itineraries.Devote around 10 hours each week to managing office operations, overseeing supplies, vendor relations, facilities coordination, and fostering an excellent in-office experience for the team.Engage in various ad hoc projects and administrative tasks to ensure the leadership team can function smoothly and efficiently.Ideal Candidate:You maintain an exceptional standard for quality, accuracy, and discretion, treating the CEO's communications and schedule with the utmost care.You are a forward-thinking individual who anticipates needs, identifies potential issues early, and consistently follows through with minimal prompting.You possess over 4 years of experience supporting a CEO or C-suite executive, preferably in a fast-paced technology environment.

About RhythmsAt Rhythms, we are pioneering an innovative AI business execution system designed to make enterprises truly AI-native. This transformation redefines how organizations operate, execute, and scale their operations.Founded by successful entrepreneurs behind Chronus (acquired by PE) and Ally.io (acquired by Microsoft), we have secured a $26M seed funding round from esteemed investors including GreenOaks, Madrona, and Accel. Our achievements have been recognized by GeekWire, awarding us the 2024 Deal of the Year and nominating us as a finalist for the 2025 AI Innovation of the Year.Our platform revolutionizes the path to AI-native operations by seamlessly linking strategic planning and OKRs with daily execution and real-time progress tracking. Utilizing a multi-agent AI architecture, we integrate with tools like Slack, Teams, Jira, and Linear to automate workflows, provide predictive insights, mitigate risks, and enhance organizational memory that adapts and improves over time. Our enterprise clients trust us for delivering reliable agentic AI solutions essential for their key business processes.The RoleWe are seeking an Executive Assistant to collaborate closely with our CEO and co-founder. In this pivotal role, you will serve as the operational backbone, ensuring the CEO remains effective and the company operates seamlessly.Your responsibilities will encompass managing the CEO's calendar, communications, and operational processes while engaging in strategic initiatives that significantly influence business success—from coordinating hiring efforts to optimizing company operations and preparing for customer meetings. You will treat the CEO's time as the company's most precious resource, safeguarding it with utmost diligence.This position offers a high degree of trust and autonomy. You will gain insights into all facets of the business—product, strategy, customer relations, and hiring—and leverage this knowledge to anticipate needs proactively.

At Earnest, we empower ambitious professionals to make informed financial decisions and construct the lives they desire.Our team is dedicated to guiding borrowers toward a confident financial future by providing innovative borrowing solutions and a clear path to managing their debt. If you share our passion for this mission, read on, and let's create something exceptional together.The Role: As the Executive Assistant to the CEO, you will report directly to the CEO.Key Responsibilities:Act as the primary strategic and administrative partner to the CEO, expertly managing a complex and dynamic calendar for various stakeholders.Proactively prioritize, coordinate, and safeguard the CEO’s time, ensuring alignment with company objectives and critical decision points.Lead meeting preparations and follow-ups, including agenda creation, briefing material preparation, note-taking, and action item tracking.Serve as a gatekeeper and liaison for the CEO, handling incoming requests with discretion and professionalism.Coordinate domestic and international travel, including itineraries and logistics.Assist in the preparation for board meetings, executive leadership sessions, and external presentations.Handle sensitive and confidential information with the utmost integrity and trust.Collaborate closely with the Chief of Staff, Executive Team, and key cross-functional leaders to ensure seamless execution of CEO priorities.

Join our dynamic team at gumloop as a Full Stack Software Engineer, where you will play a pivotal role in shaping our product and impact.In this role, you will:Develop and launch comprehensive features from design through to deployment and management in a production environment.Rapidly iterate based on user feedback, ensuring swift enhancements and same-day releases.Collaborate closely with our founders daily to maintain clear priorities and eliminate obstacles.Create sleek user interfaces alongside robust backend systems that can handle increasing traffic.

Multiply Labs is seeking an Executive Assistant to the CEO in San Francisco. This position centers on supporting executive leadership through a mix of administrative and coordination tasks. Role overview This role involves managing complex schedules, organizing meetings, and ensuring smooth communication across the organization. Attention to detail and the ability to anticipate needs will be key to success. What you will do Coordinate the CEO’s calendar and daily agenda Arrange and prepare for meetings, including logistics and materials Facilitate communication between the CEO and internal teams Requirements Strong organizational skills Comfort working in a fast-paced setting Ability to manage multiple priorities efficiently

Enterprise Account ExecutiveAt Gumloop, we are experiencing a remarkable surge in enterprise adoption, with esteemed companies such as Shopify, Instacart, Doordash, and Ramp implementing Gumloop across their entire organizations. Our growth has been fueled solely by word of mouth, reflecting the genuine value we provide.As we continue to scale at an unprecedented rate, we are seeking an experienced Account Executive to spearhead our largest enterprise deals. This is an exciting opportunity to engage with hundreds of product-qualified enterprise leads and significantly impact our trajectory.Discover our core beliefs here and explore what a day in the life at Gumloop entails here.Key ResponsibilitiesOversee the full sales cycle from prospecting to closing, targeting Fortune 1000 companies with deals ranging from six to seven figures.Manage complex sales processes, navigating procurement, legal, security, and engaging with multiple stakeholders across various functions.Proactively reach out to target accounts to establish and nurture a robust pipeline of strategic opportunities.Collaborate with SDRs to formulate account strategies, execute outreach efforts, and qualify opportunities effectively.Thoroughly qualify leads, ensuring that only the most suitable prospects enter the sales funnel.Innovate with various tactics to create urgency, minimize obstacles, and expedite deal closures.Conduct high-converting pilots/POCs that showcase business value and facilitate enterprise-wide rollouts.Provide consistent and accurate forecasts to enhance visibility for leadership.Act as a brand ambassador, promoting Gumloop and establishing trust with clients.Serve as a consultative partner, offering automation best practices and strategic insights during discussions.Contribute to building our sales framework — including playbooks, processes, and templates.Gather customer feedback and collaborate with the product team to influence Gumloop’s development roadmap.

Join Clipbook: Transforming Communication for LeadersAt Clipbook, we are on a mission to revolutionize the way leaders engage with the world. As the leading provider of vertical AI solutions in the $100 billion communications, public relations, and public affairs industries, we have rapidly ascended to become the largest AI player in this sector since our inception in 2023. Our growth is supported by prominent investors, including Mark Cuban, who co-led our initial funding round.Here's a glimpse into our journey:We achieved our first million in Annual Recurring Revenue (ARR) through bootstrapping and reached profitability before securing a $3.3 million seed investment last year.We are experiencing over 10% month-over-month growth and are projected to quadruple our ARR this year.Our clientele includes over 200 esteemed organizations, such as the Boston Consulting Group, Weber Shandwick, StockX, and numerous government agencies nationwide.Your Role:Office of the CEO (70-80% of your time)Act as the essential right hand to the CEO, overseeing a dynamic team of approximately 16 staff members.Manage all operational aspects of the CEO’s office, including scheduling, correspondence, and client follow-ups.Occasionally handle personal administrative tasks as required.Clipbook Operations (10-20% of your time)Assist with a variety of administrative and back-office tasks, including payroll, finance, and coordination with legal and accounting professionals.Lead and manage special projects for the CEO related to sales, growth, client delivery, and business operations.This position suits you if:You flourish in fast-paced environments and excel at creating order from the inherent chaos of a startup.You are detail-oriented and ensure that nothing slips through the cracks.You pride yourself on your responsiveness across various communication channels (email, call, text, Slack).You possess strong execution skills, a proactive mindset, and are eager to collaborate with a passionate startup team.

Join the Watney Robotics TeamWatney Robotics is at the forefront of developing autonomous robots that support the growth of essential infrastructure. After successfully securing $21 million in seed funding from prestigious investors including Conviction, Abstract, and A*, we are collaborating with top hyperscalers to enhance datacenter development and maintenance.This is a unique opportunity to join us at a pivotal moment as we transition from prototypes to production fleets. Contribute to real systems, influence the rollout strategy, and leave your mark on a groundbreaking robotics company.Your RoleAs the Executive Assistant to the CEO, you will serve as a vital support system and operational backbone at our San Francisco headquarters. This hybrid position combines responsibilities as an Executive Assistant, Office Lead, and Recruiting Coordinator: safeguarding the CEO's schedule, ensuring smooth office operations, and overseeing recruitment processes to facilitate prompt and effective hiring. High judgment, discretion, and a proactive approach are essential.Key ResponsibilitiesCEO SupportManage complex calendars, travel arrangements, and meeting preparations across different time zones while anticipating conflicts and prioritizing tasks.Draft briefs, agendas, and follow-up communications; monitor action items until resolution.Triage the CEO's inbox, write clear communications, and coordinate crucial interactions with investors, board members, and key customers.Assist with confidential special projects such as fundraising materials, customer visits, and vendor negotiations.Office Operations ManagementOversee day-to-day office operations: manage access and badges, supplies, meeting spaces, vendor relationships, and shipping/receiving logistics.Plan and execute onsite events, executive offsites, customer walkthroughs, and all-hands meetings.Supervise facilities vendors (IT, cleaning, catering, and safety services) and monitor budget adherence.Recruitment CoordinationCollaborate with hiring managers to streamline the recruitment funnel: schedule interviews, arrange candidate travel, and host onsite visits.Maintain excellent candidate communication and provide a high-touch experience with prompt responses.Facilitate interview panels, take notes as necessary, and ensure timely decision-making within 24–48 hours.

Join Our Mission to Revolutionize Healthcare AccessAt Assort Health, we are dedicated to making exceptional healthcare accessible at any time and from anywhere. Our vision is to create a healthcare experience that feels effortless and interconnected—where quick answers, clear communication, and seamless access to care are the norms. We are building an innovative foundation for how patients and providers interact, powered by advanced AI that adapts to the complex nuances of healthcare and the unique needs of each provider.As the most comprehensive patient experience platform driven by specialty-specific agentic AI, Assort Health's omnichannel AI agents work seamlessly with EHR/PMS systems and intricate provider preferences. We effectively eliminate long hold times and inefficiencies, ensuring patients receive timely care.Since our launch in 2023, we have successfully managed over 100 million patient interactions, reducing average hold times from 11 minutes to just 1 minute. Our platform now supports calls for thousands of healthcare providers with remarkable 98%+ resolution rates and 99% scheduling accuracy. We take pride in achieving an average patient satisfaction score of 4.5 out of 5 across 52,000 reviews, and our revenue has experienced an impressive 20x growth by 2025. As we continue to scale rapidly, we are expanding our reach across the healthcare industry.About the Executive Assistant RoleWe are seeking a proactive Executive Assistant to work closely with our Co-CEO, Jon, serving as the operational backbone of his daily activities, communications, and execution of tasks. This position is not your typical EA role; it is a high-trust position at the heart of a dynamic startup environment where your contributions will significantly impact our operations.Your success in this role will enable Jon to concentrate on high-leverage tasks without the concern of details falling through the cracks. You will be responsible for managing his calendar, inbox, travel arrangements, meeting preparations, and stakeholder coordination with precision and excellent judgement.This role is perfect for individuals who thrive in fast-paced settings—whether in a high-growth startup, venture capital firm, or supporting an executive with a busy, multi-stakeholder schedule. We welcome seasoned Executive Assistants as well as those aspiring to grow into broader operational roles or a Chief of Staff position.Success MetricsJon values the following traits in his working style:Honesty and Transparency — share observations and highlight areas for improvement.Speed and Follow-Through — ensure tasks are completed promptly with clear reasoning.Clear and Concise Communication — articulate information effectively.Full Ownership — take responsibility for your tasks and outcomes.

OverviewClipbook (clipbook.com) is seeking a dynamic Chief of Staff to partner with our Founder & CEO in driving the organization’s mission forward.This role marks the inaugural Chief of Staff position at Clipbook, offering a unique opportunity to shape organizational strategy, operational excellence, and cross-functional collaboration.Your responsibilities will include optimizing operational processes, spearheading strategic initiatives, and fostering alignment among teams to facilitate sustainable growth.The ideal candidate is someone who thrives in a fast-paced environment and possesses a strong passion for early-stage companies and operational efficiency, equipped to tackle diverse and complex business challenges.This position demands a high-energy individual who is driven, ambitious, and eager to contribute to building a transformative company.The role is based in San Francisco to ensure close collaboration with the CEO.About ClipbookClipbook is recognized as the largest and fastest-growing vertical AI company serving PR, communications, and government affairs teams globally.We proudly serve over 200 clients across the United States and the United Kingdom, encompassing some of the most influential organizations, including publicly traded companies, professional sports teams, nonprofits, and government agencies.Having achieved profitability and rapid growth from zero to over seven figures in revenue within just over a year, we are now supported by notable investors, including Mark Cuban and leading industry operators.Our VisionTo serve as the lens through which leaders engage with the world.Clipbook aims to revolutionize workflows for knowledge workers by leveraging predictive AI to automate extensive desk research, empowering decision-makers in the world’s most impactful organizations.What You’ll DoCollaborate closely with the CEO on all facets of business operations.Strategic Planning & Execution: Assist in driving strategic initiatives and ensuring alignment across diverse teams and priorities.Executive Support: Provide comprehensive support to the leadership team to optimize performance.

Join Gumloop as a Video Producer!Location: San Francisco HQ (Jackson Square). This is an in-office position, requiring presence 5 days a week, along with additional time as necessary for video shoots.About the Role: At Gumloop, we are developing a dynamic library of educational content designed to captivate, engage, and inspire a love for learning. We are on the lookout for a talented Video Producer who can transform complex product information into compelling visual narratives that resonate with our audience. You will manage the complete video production process, collaborating closely with our Head of Community and Education as well as the Product Team.Key Responsibilities:Script Development: Craft narrative scripts from content outlines, ensuring accuracy and coherence while working with various teams.End-to-End Production: Oversee the video creation process, from recording voiceovers to screen captures, editing, and finalizing content autonomously.Publishing: Manage the packaging of videos, including thumbnails, descriptions, keyword tags, and captions, preparing them for release.Project Management: Coordinate the approval process from initial draft through to final cut, ensuring timely progress across multiple projects and stakeholders.Strategic Investment: Assess which features necessitate in-depth videos versus quick walkthroughs, utilizing your familiarity with our product.Innovate: Experiment with new teaching formats, production techniques, and AI tools to enhance both quality and efficiency.Who You Are:You have proven video production experience in a fast-paced educational or tech setting.You are proficient with video editing software (e.g., Premiere Pro, DaVinci Resolve, Final Cut Pro, Descript).You excel at managing multiple projects simultaneously while maintaining composure.You have a keen eye for clarity and engagement, preferring to refine content until it meets high standards.You are enthusiastic about leveraging AI and automation to improve production workflows.