About us

Every year, thousands of employees go on parental leave - and come back to chaos. Work wasn't covered. Knowledge wasn't transferred. Careers quietly stalled. Managers didn't know what to do. Teams absorbed the cost.

Parentaly exists to fix that. Through structured programming, coaching, and practical tools, we support expecting employees and their managers before, during, and after leave. We partner with the world's most admired companies (Morgan Stanley, Affirm, Atlassian and many more) to deliver structured programs that make parental leave a seamless business event, not a disruption. Our clients don't buy us for the warm-and-fuzzy. They buy us because we protect business continuity and reduce the overall cost of parental leave on teams.

As we scale, we are investing in a founding Enterprise CSM who will ensure Parentaly consistently delivers on its promise of business continuity while building long-term advocates across HR, employee, and manager stakeholders.

The Role

We're hiring our founding Enterprise CSM, a senior, hands-on operator who will own the full client experience post-sale.

This role is the single accountable owner of retention, growth, and ROI for our Tier 1 clients. You'll manage relationships across HR buyers, managers, and employees; drive utilization and program completion; lead renewals and expansion; and serve as the connective tissue between clients and every internal team at Parentaly.

You'll report directly to the founder and CEO and you'll have real ownership and influence over how the company scales.

What You'll Own

• Client relationships and retention. You're the primary point of contact for HR buyers and internal champions. You build multi-threaded relationships, lead business reviews, flag risk early, and convert satisfied clients into long-term advocates.
• Program progression. Our parental leave program has a lifecycle and you will own it end-to-end. You will track milestones, close gaps, and work with our Experience Team to make sure every participant crosses the finish line.
• Utilization and awareness. You partner with clients, through tailored awareness campaigns, events and content, to hit enrollment goals and drive ongoing program engagement.
• Internal feedback loop. You are the voice of the client back to our internal teams. You surface trends, flag what's not working, and help make our programs better over time.

You're the right person if…

• You've owned complex, multi-stakeholder customer journeys and you have the track record to prove it
• You can spot a risk three steps before it becomes a problem
• You build trust fast, communicate with precision across executives and end users alike
• You're someone who cares about the mission, not performatively, but in a way that makes you a better advocate for clients and a better partner to your team
• Your coworkers would describe you as having incredible attention to detail, speed, and efficiency
• You are a compelling storyteller who can turn data into insight and impact
• You can both run a renewal conversation with the SVP of Total Rewards at a Fortune 500 company and do the hundreds of small, minor (sometimes tedious) tasks required to keep our accounts healthy

This is not a role for someone who wants to manage relationships from a dashboard. It's for someone who wants to build something.

Company Benefits

• Comprehensive health insurance: Parentaly covers 80% of employee premiums and 50% of dependents’
• Competitive 401(k) matching
• Responsible PTO
• Parental leave: 8 weeks paid bonding leave + 8 weeks paid medical leave
• Fully remote, with quarterly or bi-annual offsites (usually based in Chicago or NYC)
• Stock options
• Incredible coworkers who are passionate, hard-working, driven, opinionated and work very well together to deliver an incredible experience for both our clients and users :)

Note: If the “Apply” button does not redirect you to the application form, please complete your application via the Typeform link below:

https://parentaly.typeform.com/to/C04thFFW