At Aspire, we’re building the future of the green industry—and we’re doing it with a team of innovators who care deeply about solving real problems for real contractors. We move fast, collaborate boldly, and take ownership for delivering extraordinary value. Every teammate at Aspire has the opportunity to shape our trajectory, elevate our customers, and help build something extraordinary.
About Our Customer Success OrganizationOur Success team is central to how we fulfill our mission: helping landscape businesses reach new levels of efficiency, profitability, and growth through the Aspire platform. The Success organization is made up of two Corporate CSM teams and one Enterprise CSM team, each responsible for driving proactive, high-impact engagements across a diverse and growing customer base. We work intentionally to understand each customer’s goals, diagnose their barriers, and recommend the product adoption paths that will help them achieve measurable outcomes. We obsess over making our customers successful - not because it’s aspirational, but because it’s how we win.
This role will lead our Enterprise Customer Success team, which supports Aspire’s largest, most complex Enterprise and Strategic customers. These customers rely on Aspire as a mission-critical system, and this team partners closely with executive stakeholders to ensure value realization, deep adoption, and long-term success.
What you’ll do:
Enterprise Customer LeadershipOwn the success and performance of Aspire’s Enterprise and Strategic customer segment, ensuring customers consistently realize meaningful value from the platform.
Lead a team of Enterprise CSMs responsible for proactive account management, executive engagement, and outcome-driven adoption strategies.
Serve as a trusted escalation point for complex customer situations, partnering with customers and internal teams to resolve issues quickly and effectively.
Hire, onboard, develop, and retain a high-performing team of Enterprise CSMs.
Coach CSMs to operate as strategic advisors - able to understand customer business models, identify opportunities for improvement, and clearly articulate Aspire’s value.
Set clear expectations, provide frequent and candid feedback, and hold a high bar for performance and accountability.
Foster a culture of trust, ownership, and continuous improvement where team members feel supported and challenged to do their best work.
Translate Customer Success strategy into clear execution for the Enterprise team, including account planning, engagement models, and success metrics.
Own key operational KPIs for your segment (e.g., customer health, adoption, retention, executive engagement) and take action when performance deviates from expectations.
Partner with your Director to identify trends, risks, and opportunities across the Enterprise portfolio and help shape improvements to Success processes and tooling.
Act as a strong advocate for Enterprise customers internally, ensuring their feedback and needs are clearly represented across Product, Sales, Support, and Implementation.
Partner closely with Product and Engineering to surface insights from Enterprise customers that inform roadmap prioritization and product enhancements.
What you’ll bring:
Experience & Skills6+ years of experience in Customer Success, Account Management, or related customer-facing roles in a B2B SaaS environment.
Prior experience managing or mentoring customer-facing teams, ideally supporting enterprise or strategic accounts.
Strong understanding of how customers derive value from SaaS products and how adoption, engagement, and outcomes drive retention and growth.
Experience working with executive stakeholders and navigating complex customer organizations.
Deeply customer-centric - you seek to understand customers’ goals, pressures, and constraints and advocate relentlessly for their success.
Results-driven and accountable - you define clear outcomes, track progress, and take ownership for delivering results.
Comfortable operating in ambiguity, making sound decisions with imperfect information, and moving quickly when it matters.
Strong communicator who can influence across levels, give and receive candid feedback, and build trust with customers and teammates alike.
Be Human With Us:
Being human isn’t about checking every box on a list. It’s about the experiences we have, people we meet, and the perspectives we share. So, if you have the skills but are hesitant to apply because of your background, apply anyway. We need amazing people like you to help us challenge the conventional and think differently about the problems that we’re solving. We’re in this together. Come be human, with us.
What We Offer:
When you join our team, you’re not just accepting a job. You’re making a career move. Here’s how we’ll support you in doing some of the most impactful work of your career:
Flextime, recognition, and support for autonomous work: Flexible time off with ample learning and development opportunities to continue growing your career. We offer a comprehensive onboarding program, leadership training for Titans at all levels, and other programs and events. Great work is rewarded through Bonusly, peer-nominated awards, and more.
Holistic health and wellness benefits: Company-paid medical, dental, and vision (with 100% employer paid options and 90% coverage for dependents), FSA and HSA, 401k match, and telehealth options including memberships to One Medical.
Support for Titans at all stages of life: Parental leave and support, up to $20k in fertility services (i.e. IUI and IVF), surrogacy, and adoption reimbursement, on demand maternity support through Maven Maternity, free breast milk shipping through Maven Milk, pet insurance, legal advisory services, financial planning tools, and more.
At ServiceTitan, we celebrate individuality and uniqueness. We believe that the convergence of fresh perspectives and experiences from all walks of life is what makes our product and culture so great. We strongly encourage people from underrepresented groups to apply. We do not discriminate against employees based on race, color, religion, sex, national origin, gender identity or expression, age, disability, pregnancy (including childbirth, breastfeeding, or related medical condition), genetic information, protected military or veteran status, sexual orientation, or any other characteristic protected by applicable federal, state or local laws.
ServiceTitan is committed to fair and equitable compensation for all of our employees. We thoughtfully consider a wide range of factors when determining individual compensation.The expected salary range for this role for candidates residing in the United States is between $113,100 USD - $151,300 USD. Compensation for candidates residing outside the United States will vary by location and the specific salary range will be discussed during the hiring process. Actual compensation for an individual may vary depending on skills, performance over time, qualifications, experience, and location. In addition to the base salary, the total compensation package also includes an annual bonus, equity and a holistic suite of benefits.Top Skills
What We Do
ServiceTitan is the world’s leading and fastest-growing software technology platform for the trades, a trillion-dollar global industry. We help small business entrepreneurs run and grow their businesses and aim to democratize the power of technology. The trades industry approaches $800B in North America alone and was significantly underserved by traditional software industry leaders prior to ServiceTitan’s entrance to the market.
Today, ServiceTitan powers the businesses of more than 5,000 customers, is backed by the world’s leading venture capitalists, and continues to target triple-digit growth annually. ServiceTitan unlocks for small business, the tools and support that big business has enjoyed for decades; helping everyday entrepreneurs run and grow their businesses so they can build better lives for themselves and their families.
Why Work With Us
Not only do we change the lives of our customers, but we strive to create an environment full of opportunities that will change the lives of our employees. We are committed to giving extraordinary talent, extraordinary opportunity, and we prioritize investing in Titans, through a suite of benefits, learning and growth opportunities, and more.
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