As Chief of Staff, support VPs in Customer Success and Services by aligning strategies, managing operations, and facilitating cross-functional coordination to improve customer experiences.
Attentive® is the AI marketing platform for 1:1 personalization redefining the way brands and people connect. We’re the only marketing platform that combines powerful technology with human expertise to build authentic customer relationships. By unifying SMS, RCS, email, and push notifications, our AI-powered personalization engine delivers bespoke experiences that drive performance, revenue, and loyalty through real-time behavioral insights.
Recognized as the #1 provider in SMS Marketing by G2, Attentive partners with more than 8,000 customers across 70+ industries. Leading global brands like Crate and Barrel, Urban Outfitters, and Carter’s work with us to enable billions of interactions that power tens of billions in revenue for our customers.
With a distributed global workforce and employee hubs in New York City, San Francisco, London, and Sydney, Attentive’s team has been consistently recognized for its performance and culture. We’re proud to be included in Deloitte’s Fast 500 (four years running!), LinkedIn’s Top Startups, Forbes’ Cloud 100 (five years running!), and Inc.’s Best Workplaces.
About the Role
We’re looking for a Chief of Staff to support our VP of Global Customer Success and VP of Services & Support – two leaders who drive Attentive’s post-sale Customer Experience organization. The role will report directly into the Chief of Staff to the CRO, working as part of the broader Office of the CRO to ensure alignment and execution across all revenue functions.
As Chief of Staff, you’ll serve as a strategic partner and operator—helping translate leadership vision into clear plans, driving execution across cross-functional programs, and ensuring our Customer Success and Services organizations are running with focus, clarity, and accountability. You’ll bring structure and rhythm to the teams’ priorities, streamline how decisions get made, and create visibility for leadership around performance and progress.
This role is ideal for someone who thrives at the intersection of strategy, operations, and execution—someone who can seamlessly move between big-picture problem-solving and the detailed coordination needed to bring ideas to life. This is a unique opportunity to gain visibility into the inner workings of a high-growth SaaS company, work directly with senior leadership, and make an immediate impact on our most important customer-facing priorities.
What You’ll Accomplish
- Drive Strategic Alignment: Partner with the VPs of Customer Success and Services & Support to set strategic priorities, structure leadership planning, and ensure alignment across GTM, Product, and Operations teams
- Operationalize Priorities: Translate leadership goals into clear workstreams with defined owners, timelines, and outcomes—ensuring cross-functional programs move from concept to measurable impact
- Own Business Cadence: Build and manage operating rhythms including QBRs, business reviews, forecasting sessions, and leadership meetings—driving accountability and follow-through on key deliverables
- Partner Across Functions: Act as a connector between post-sale functions (Customer Success, Services, Support) and other GTM teams (Sales, Marketing, RevOps), facilitating communication and collaboration
- Support Executive Decision-Making: Prepare materials and insights for leadership discussions, identify risks and trade-offs, and ensure the right information flows to the right stakeholders at the right time
- Strengthen Execution Discipline: Introduce frameworks, dashboards, and processes that improve transparency, speed, and consistency in how the organization operates and measures success
- Act as a Force Multiplier: Serve as an extension of GTM executives—anticipating needs, managing competing priorities, and keeping the organization focused on what matters most
Your Expertise
- 5-7+ years of experience in roles blending strategy, operations, and program management, such as: consulting, GTM Strategy, GTM Operations, Chief of Staff, or Strategic Program Management within a high-growth SaaS company
- Proven ability to act as an extension of senior executives, exercising sound judgment and decision-making on their behalf
- Track record of managing multiple priorities, shifting seamlessly between tactical execution and strategic planning
- Strong business acumen and comfort interpreting and communicating metrics, performance data, and strategic priorities
- Excellent written and verbal communication skills, with the ability to create executive-ready materials
- Adept at building relationships and influencing stakeholders at all levels
- Comfortable working independently, anticipating needs, and driving work forward without heavy direction
- Familiarity with SaaS GTM motions (sales, renewal, expansion), metrics, or program management; experience in Customer Success or related go-to-market functions is a plus
- Proficiency in tools like Google Workspace, Slack, and Salesforce
You'll get competitive perks and benefits, from health & wellness to equity, to help you bring your best self to work.
For US based applicants:
- The US base salary range for this full-time position is $150k - 200k annually + equity + benefits
- Our salary ranges are determined by role, level and location
#LI-AL1 #LI-DNI
Attentive Company Values
Default to Action - Move swiftly and with purpose
Be One Unstoppable Team - Rally as each other’s champions
Champion the Customer - Our success is defined by our customers' success
Act Like an Owner - Take responsibility for Attentive’s success
Learn more about AWAKE, Attentive’s collective of employee resource groups.
If you do not meet all the requirements listed here, we still encourage you to apply! No job description is perfect, and we may also have another opportunity that closely matches your skills and experience.
At Attentive, we know that our Company's strength lies in the diversity of our employees. Attentive is an Equal Opportunity Employer and we welcome applicants from all backgrounds. Our policy is to provide equal employment opportunities for all employees, applicants and covered individuals regardless of protected characteristics. We prioritize and maintain a fair, inclusive and equitable workplace free from discrimination, harassment, and retaliation. Attentive is also committed to providing reasonable accommodations for candidates with disabilities. If you need any assistance or reasonable accommodations, please let your recruiter know.
Top Skills
Google Workspace
Salesforce
Slack
Attentive San Francisco, California, USA Office
114 Sansome Street, San Francisco, CA, United States, 94104
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