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Aspire Software
Aspire Software
1,001 – 5,000 Employees
ConstructionHospitalityLogistics
Aspire Software acquires and supports software businesses serving sectors such as hospitality, logistics, and construction. As part of the Valsef Group, it combines capital, operational expertise, and shared best practices with a decentralized approach that allows individual companies and teams to preserve their strengths while improving and expanding their operations. Its focus is on building durable technology partnerships, strengthening the businesses it owns, and creating long-term opportunities for the people and customers connected to them.
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Customer Success Manager - Dispatch SaaS | Aspire Software (Remote, United States)

Manage retention, renewals, and expansion across enterprise accounts using Dispatch’s field-service SaaS platform. Build executive relationships, lead customer outcomes, and grow product adoption.

CACanadaUSUnited States
$90,000 – $110,000 / year
RemoteFull-timeMiddleSeniorEnglish RequiredCustomer SuccessCustomer Success Manager
SQL

Description

  • Manage strategic relationships with Dispatch enterprise customers and their service provider networks
  • Take responsibility for gross and net retention across an enterprise account portfolio
  • Keep renewals on schedule and assess account health using adoption, usage, program results, and stakeholder feedback
  • Create and deliver account plans aligned with each customer’s business objectives
  • Act as the escalation lead for critical issues and coordinate their resolution across internal teams
  • Cultivate relationships with end users, champions, executive sponsors, and purchasing decision makers
  • Run Executive Business Reviews centered on measurable customer outcomes
  • Build a network of customer references, referrals, and advocates
  • Develop a thorough understanding of customer operations, business models, competitive context, and strategic priorities
  • Identify operational problems and recommend improvements to workflows, processes, and field service operations
  • Create and present value and ROI cases tied to customer KPIs
  • Channel customer insights to Product and contribute to roadmap decisions
  • Find expansion opportunities by connecting Dispatch capabilities with customer requirements
  • Manage customer-base prospecting, qualification, proposals, negotiations, and closing for upsell and cross-sell opportunities
  • Grow Dispatch adoption across business units, regions, service lines, and provider networks
  • Create growth strategies and rank whitespace opportunities by priority
  • Establish relationships with additional budget owners and members of buying centers
  • Use adoption, performance, and ROI evidence to strengthen expansion business cases
  • Oversee product pilots and proofs of value, turning successful outcomes into broader deployments
  • Maintain the expansion forecast in Salesforce while meeting retention and growth targets

Requirements

  • At least five years of Customer Success or Account Management experience at a SaaS or high-technology company serving large enterprise customers
  • Consulting or Professional Services experience is strongly preferred
  • Experience managing several accounts worth more than $250K ARR while owning renewal and retention goals
  • Demonstrated success delivering strong gross and net retention, including rescuing at-risk accounts and completing complex renewals
  • Proven ability to expand accounts through upselling, cross-selling, and adoption of additional products
  • Experience carrying an expansion or net revenue retention target
  • Experience managing the complete existing-customer sales cycle, from business-case creation and pricing negotiation through close
  • Commercial understanding of operations, P&L effects, and ROI
  • Comfort presenting to and advising senior leaders at Fortune 1000 companies
  • Working knowledge of software development processes
  • Proactive self-starter who can advance accounts with limited supervision
  • Experience in field service, home services, insurance, warranty, or service networks is a strong advantage
  • Excellent written and spoken communication, presentation, and facilitation abilities
  • Consultative, inquisitive working style
  • Strong relationship management, negotiation, and executive presence
  • Ability to convert usage and performance data into actionable insights and recommendations
  • Strong leadership, teamwork, and cross-functional collaboration capabilities
  • Effective project management and prioritization skills
  • High attention to detail with reliable deadline management
  • Proficiency with Microsoft Office, including PowerPoint, Excel, and Word
  • Basic SQL knowledge and familiarity with Customer Success tools such as Salesforce and Pendo

Benefits

  • Professional development reimbursement
  • Medical, dental, and vision coverage with 90% of premiums paid by the employer
  • Paid parental leave
  • 401(k) with company matching
  • Employer-sponsored life insurance
  • Short-term disability insurance
  • Long-term disability insurance
  • Wellness and adventure fund
  • Monthly personal Uber credits
  • Flexible paid time off
  • Nine company holidays
  • Flexible working hours
  • Remote work arrangement
  • Access to a Boston office
  • Eligibility for bonuses

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