Head of Sales Enablement

About Upsun (Formerly Platform.Sh)

Upsun is the cloud application platform humans and robots love. It is built for today’s hybrid teams, where AI agents write and test code and humans focus on solving the problems that really matter. Developers, DevOps engineers, and platform teams use Upsun to build, ship, and scale confidently without wrestling with backend infrastructure. We give you your time back. You get:

• Predictable performance, even at scale * Secure, compliant environments by default
• Real-time observability and profiling built in * Cloning, configuration, and provisioning in seconds
• AI-ready features that plug directly into your stack

The name says it all. "Up" means uptime, reliability, and acceleration. "Sun" reflects our follow-the-sun-support, a 24x7, globally distributed support team keeping the lights on while you rest. Our core belief is that software should power brighter solutions and greater innovation.

Upsunners are a remote, global workforce, and we thrive in a multicultural team. We are committed to open source and an open, welcoming environment. Our team spans the globe and the experience spectrum.

What's our commonality, our cultural fabric? A curious spirit and a thirst for knowledge; an eagerness for innovative ideas and cultures. We believe we can build anything together in an environment that frees you to do your best work. Our values:

🌿 We make a positive impact.

✨ We aim for the stars.

💚 We care for each other.

Impact Of A Head Of Sales Enablement

We’re building the foundations of Sales Enablement and looking for someone ready to both design the framework and bring it to life. As Head of Sales Enablement, you’ll lay down the structure for scalable programs while staying close enough to the field to coach, mentor, and guide our teams through adoption. This is a role for someone who can balance strategy with hands-on execution - turning enablement into a system that’s clear, repeatable, and impactful. You’ll connect product insights to sales execution, aligning our go-to-market teams with the way customers actually buy and giving sellers the confidence to succeed from day one.

What To Expect

• Build the sales enablement framework from the ground up, creating scalable programs, playbooks, and training paths.
• Accelerate sales productivity by boosting seller confidence in product, process, and positioning - driving stronger performance across segments.
• Stay hands-on during implementation - coaching, mentoring, and guiding sellers as they adopt new tools and approaches.
• Partner with Product, Marketing, Engineering, and Customer Success to ensure enablement stays aligned with launches, market shifts, and customer signals.
• Strengthen onboarding and ramp programs to reduce time-to-productivity and ensure new hires are confident early.
• Translate product usage data into actionable sales plays, teaching teams how to spot and act on product-led opportunities.
• Define, track, and report enablement KPIs, communicating clear outcomes and opportunities to executives.

What You Bring

• 7+ years of experience in sales enablement and direct sales within a technology-driven environment.
• Depth in modern sales motions, including PLS, value selling, and a variety of customer-centric methodologies (e.g., MEDDICC, SANDLER, CHALLENGER).
• Proven ability to design enablement frameworks while staying close enough to coach and mentor teams through adoption.
• Strong communication and storytelling skills - able to distill complex product and market insights into clear, actionable guidance for sellers.
• Hands-on experience with enablement technologies (LMS or equivalent), with a practical approach to scaling.
• Program and project management discipline—comfortable balancing multiple initiatives while staying focused on measurable outcomes.
• A collaborative, team-first mindset with the confidence to align cross-functionally and influence without unnecessary noise.

Where We Hire

At Upsun, remote work isn't just a trend - it's our foundation. The freedom of remote work with the support of a diverse, global team has been our successful model for nearly a decade. Our culture celebrates flexibility and collaboration, and while we have team members in over 30 countries around the globe, we are currently focused on hiring for this role in the Canada, France, Germany, Spain, UK or USA. Although we’re unable to provide visa sponsorship at this time, we welcome applications from all qualified candidates who are legally authorized to work in these countries. 

How We Hire

We know that a great hire won’t meet every requirement that we’ve outlined. If you can see yourself elevating the team, we want to hear your story. Few of us would be here had we not taken a chance.   

You can expect 4 interviews on Google Meet to follow the order below. Should you successfully move through the entire process you will have the opportunity to meet with a variety of Upsunners. Our goal is to ensure you can make the most informed decision on whether this role, and our culture aligns with what you’re looking for in your future working environment. 

1. 45 Minutes with Talent Acquisition 
2. 60 Minutes with the Hiring Manager (CRO)
3. 60 Minutes with Chief Customer Officer 
4. 60 Minute Case/Interview with team GM, Sales NorAM/APAC & CRO

All roles require background checks.

What We Offer

💡 A product you can believe in - Join us in transforming how businesses build and manage web applications, driven making a positive impact as a proud B Corp.

🏆 An Award-Winning Workplace - We’ve been recognized by Forbes’ Top 30 Companies for Remote Jobs and France’s Best Workplaces for Women.

🗣️ A culture that values your voice - Join a flexible, open, and inclusive work environment where your voice is encouraged, and your ideas shape our growth and evolution.

🌎 A global team - Collaborate with colleagues from diverse backgrounds across the world, embracing different perspectives

🎉 Benefits and perks - Make the most of what matters to you

🏝 Flexible Pto

📈 Company stock options

🧠 Professional development budget

💻 Office equipment budget

💆‍♀️ Wellness Budget

🧳 Annual team gatherings

🛜 Internet Reimbursement

👶 Inclusive parental leave

✈️ Remote work travel program

You Belong Here

At Upsun, we celebrate diversity in all its forms and are committed to fostering an inclusive, equitable, and supportive workplace where everyone can thrive. We embrace and value different perspectives, backgrounds, and experiences, because they make us stronger as a team. Whoever you are, wherever you're from, and whatever path you've taken, you are welcome here. We encourage you to bring your whole self to work, connect with others, and share your passion.

If you need accommodations at any stage of our hiring process, please let us know. We're here to ensure an accessible and comfortable experience for you.