Associate Account Executive

Lillio (formerly HiMama); Canada; On-site; CAD 60,000 - 120,000; Full time

Benefits offered by this job

Flexible working arrangements

Health benefits package

Paid time off

Opportunities for learning and development

Mindfulness and meditation subscription

Team-wide social activities

Job summary

A progressive EdTech company in Canada is seeking an Associate Account Executive to join their results-driven Sales team. This role offers a chance to accelerate your sales career while contributing meaningfully to the childcare sector. The ideal candidate has 2-4+ years of sales experience, excels in outbound prospecting, and possesses strong communication skills. You'll engage childcare leaders, guiding them towards solutions that enhance their operations. The position offers competitive compensation with strong perks, and the company embraces flexibility and inclusivity.

Qualifications

• 2–4+ years of quota-carrying sales or business development experience, ideally in a SaaS or high-velocity sales environment.
• Strong communication and active listening skills, with the ability to build rapport quickly.
• Experience with Salesforce and Salesloft.

Responsibilities

• Design & run outbound campaigns to priority sub-segments within the SMB childcare market.
• Manage inbound opportunities and convert them into customers.
• Deliver compelling product demonstrations and communicate Lillio’s value.

Job description

About Lillio (formerly HiMama) and Our Mission:

At Lillio (formerly HiMama), we are a mission driven business with the goal of empowering early childhood educators through innovative, affordable tools that enable them to improve child outcomes, engage family members, and support continued professional growth for their staff. We are committed to serving the field as an authentic voice of the early childhood education (ECE) workforce, providing programs with all of the building blocks for high-quality early care and education and helping early educators focus on what matters most for children’s successful development and learning: relationships, play, creativity, and loving, nurturing caregiving. If you are excited about being part of an impact-driven business, focused on making a difference in the early childhood education industry, Lillio is the place for you.

Lillio is a Series B, private‑equity backed company and we’re proud to be part of the Bain Double Impact portfolio. Lillio is recognized as an industry leader, most recently selected in 2025 by Time Magazine as one of the world’s top EdTech companies.

Please note, this is an ongoing posting; while we do not have a current opening on the team at this stage, we are always assessing applicants who might make a great fit for this role. Only successful candidates will be notified.

Sales at Lillio is a small, high‑energy, and results‑driven team that thrives on performance and impact. We work closely together to drive the growth of our business while keeping our customers’ success at the center of everything we do. Team members support one another, share best practices, and celebrate wins together, creating an environment where hard work, curiosity, and creativity are recognized and rewarded.

We are looking for an ambitious and driven Associate Account Executive (AAE) to join our Sales team. Reporting to the Sales Manager, this role is an opportunity to accelerate your sales career in a fast‑paced, high‑growth environment while making a meaningful difference in the childcare sector. Ideal candidates are energized by connecting with people, thrive in a high‑performance culture with high expectations, and are excited to directly contribute to Lillio’s revenue growth.

As an Associate Account Executive, you’ll play a critical role in shaping how Lillio shows up in the market. You’ll engage directly with childcare leaders, understand their operational needs, and guide them toward solutions that help them run stronger programs and deliver better outcomes for children. This role blends pipeline creation, consultative selling, and mission‑driven impact – giving you the opportunity not only to grow revenue, but to improve the experience of educators, families, and children across North America.

What You’ll Be Doing:

• 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 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.

What We’re Looking For:

• 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.

$60,000 - $120,000 a year

OTE is $120,000-$130,000

Don’t have all the requirements but convinced you’ll be able to make an impact? We’d love to hear from you!

Please note that we place serious consideration to your application responses to all questions; only completed profiles will be considered for this role.

Lillio Perks

• Flexible working arrangements; we are a remote‑first company who gathers together (virtually) every quarter and in‑person at least once per year. You must be willing to travel in‑person as required for the role.
• Health benefits package includes medical, dental and vision.
• Paid time off, including vacation, personal and volunteer days.
• Opportunities for learning, mentorship and professional development.
• A subscription to the mindfulness and meditation platform, Headspace.
• Ongoing team‑wide and company‑wide virtual social activities and success celebrations.

Accessibility

Lillio is committed to inclusiveness, equity and accessibility. If you require accommodations at any step of the application or interview process, please indicate so under the "Accommodations Question" box on your application. Accommodations may include but are not limited to: alternative methods of communication, providing a detailed “what to expect”, or modified testing. Please note this list is not exhaustive and we are more than happy to discuss other accommodations as required.

Commitment to Diversity

Diversity, Inclusion and Belonging are central to Lillio's core values. Lillio aims to ensure we provide a safe environment for everyone to thrive while bringing their authentic selves to work. Our mission is to promote an inclusive work space for all employees through Education, Discussion, and Celebration of our differences. Embracing these differences while coming together with a common purpose is what makes our team extra special. Our focus on inclusion and belonging is activated in the day‑to‑day culture at Lillio through our Diversity, Inclusion and Belonging (DIBS) committee, our bi‑weekly DIBS discussions, DIBS Slack community, D&I training and education, volunteer days, donation matching, and more.

Equal Employment

Lillio is an equal employment opportunity employer. We consider all qualified applicants without regard to race, color, religion, gender, gender identity or expression, sexual orientation, national origin, genetics, disability, age, veteran status, or any other legally protected characteristics.