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Associate Account Executive

Lillio· Sales
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Hybrid (Canada)$60k - $120kFull-timePosted 6mo ago

About the role

Associate Account Executive (AAE) at Lillio (formerly HiMama) driving outbound prospecting and full-cycle SMB sales in the Canada market, with a focus on SaaS solutions for early childhood education providers. Remote-friendly, backfill posting for growth in a high-performance team.

Responsibilities

  • Design & run outbound campaigns to priority sub-segments within the SMB childcare market to generate your own pipeline.
  • Execute high-volume, high-quality outreach across calls, emails and Salesloft cadences to engage providers and create qualified opportunities.
  • Manage SB inbound opportunities (once onboarding and performance requirements are met) and convert them into Lillio customers.
  • Run the full sales cycle from discovery to close for the SMB deals you source, while partnering closely with the SDR team to work inbound opportunities.
  • Build rapport with key decision-makers (owners, directors, and administrators) to understand their challenges and introduce Lillio’s solutions.
  • Deliver compelling product demonstrations and communicate Lillio’s value clearly and confidently.
  • Maintain strong pipeline hygiene with accurate forecasting, next steps, and activity tracking in Salesforce.
  • Consistently achieve and exceed monthly and quarterly revenue goals, with an outbound-first approach.
  • Collaborate with Sales Leadership to refine outbound messaging, build prospect lists, and improve campaign effectiveness.
  • Work cross-functionally to share market feedback, log product requests, improve messaging, and influence go-to-market strategies.
  • Maintain strong knowledge of childcare industry trends to position yourself as a trusted expert in conversations with prospects.

Qualifications

  • 2–4+ years of quota-carrying sales or business development experience, ideally in a SaaS or high-velocity sales environment.
  • A motivated, high-energy seller with a strong desire to exceed monthly and quarterly targets.
  • Comfort and confidence leading with outbound-first prospecting, with inbound as a supplement - not the primary source of pipeline.
  • Strong communication and active listening skills, with the ability to build rapport quickly and tailor messaging to diverse childcare providers.
  • Highly organized and able to manage multiple prospects, tasks, and follow-ups effectively in a fast-paced environment.
  • Growth-minded, highly coachable, and eager to continuously improve; actively seeks, receives, and implements feedback while progressing toward a full Account Executive role.
  • Strategic thinker who approaches prospecting thoughtfully, leveraging research, data, and experimentation to drive results.
  • Thrives in a high-performance, high-expectation team environment and embraces feedback as a path to improvement.
  • Experience with Salesforce and Salesloft.

Skills

Required:Outbound prospectingSalesforceSalesloft

Benefits

  • Flexible working arrangements; remote-first with quarterly virtual gatherings and at least one in-person gathering per year; travel as required
  • Health benefits package includes medical, dental and vision
  • Paid time off, including vacation, personal and volunteer days
  • Opportunities for learning, mentorship and professional development
  • Ongoing team-wide and company-wide virtual social activities and success celebrations
Last updated Jul 1, 2026. Interested? Apply on the company site.
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About Lillio

Build, manage and grow your early childhood program with Lillio

Lillio (formerly HiMama) saves you time on administrative tasks, simplifies payments, and delivers developmentally appropriate curriculum aligned to state standards for your early childhood program.

Childcare Management SoftwareParent MessagingDaily ReportsCurriculumChildcare

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