Account Executive, Skillshare
Contract
Compensation: $6,000-$6,800/month + commission and performance-based bonus (based on a 40-hour/week contract). Compensation is adjusted linearly to hours worked weekly
Online learning community for creatives
Be an early applicant
Online learning community for creatives
501-1000 employees
Be an early applicant
Compensation: $6,000-$6,800/month + commission and performance-based bonus (based on a 40-hour/week contract). Compensation is adjusted linearly to hours worked weekly
501-1000 employees
Company mission
To build a platform that gives everyone the opportunity to be creative.
Role
Who you are
- 2–4 years of experience as a full-cycle Account Executive
- Excellent communication, organization, and negotiation skills
- Experience giving product demos
- Ability to work independently and as part of a team
- Experienced using HubSpot, Salesforce, or similar CRM tools
- Experience selling SaaS preferred
- Experience driving SMB sales and managing short sales cycles preferred
What the job involves
- Skillshare for Teams brings Skillshare’s creativity-first learning to organizations around the world. From creative agencies and marketing departments to HR and people teams, Skillshare for Teams helps companies elevate their workforce with real-world creative and professional skills. Businesses use Skillshare to inspire innovation, boost employee engagement, and foster continuous learning through team-wide access to Skillshare’s premium class library
- We’re looking for a motivated, self-starting Account Executive to join our Skillshare for Teams on a four-month contract during our high-demand holiday season, with the potential to convert into a full-time role in 2026
- In this role, you’ll own the full sales cycle—prospecting, pitching, and closing your own deals—focused on expanding Skillshare for Teams through bulk gift card and team license sales. You’ll have the autonomy to build your own pipeline, drive results, and help more organizations unlock their creative potential. This role reports to Growth, Skillshare for Teams
- Lead generation: Proactively source and qualify B2B leads for Skillshare for Teams
- Outreach & prospecting: Generate new business through cold outreach, and inbound lead follow-up across target personas
- Asset creation: Develop your own sales collateral and outreach materials to drive engagement and close deals
- Customer needs: Understand each company’s team-learning or gifting goals and position Skillshare’s creative learning memberships as the ideal solution
- Product demos: Deliver benefits focused demos that showcase Skillshare’s platform, class library, and team learning features tailored to each client’s goals
- Deal negotiation: Present pricing options, handle objections, and negotiate corporate deals aligned to seasonal promotions
- Sales execution: Meet or exceed monthly targets by managing the entire sales cycle independently from prospecting to signed contract
- CRM & reporting: Be detail oriented and track all outreach and pipeline activity in HubSpot, providing weekly performance updates
- Collaboration: Collaborate across Marketing, Account Management, and Operations to offer a customer-centric experience from first touch through renewal
- Duration: November 2025 – January 2026
- Commitment: 30-40 hours per week. Open to flexible or reduced working hours with corresponding adjusts to compensation structure
Our take
Skillshare operates an online learning platform where members can access a range of creativity-focussed classes and courses. Targeting skills such as illustration, design, photography and video editing, the company allows individuals and teams to build and improve their skills whether for professional development or just for fun.
On the other side, Skillshare empowers professional creatives to share their skills, tips and tricks to earn money and build their communities. Top earners on the platform make upwards of $100,000 a year, as well as gaining access to a broad range of people who may be interested in their freelance services.
With more than 30,000 classes active on the platform, and over 10 million registered learners, Skillshare has proven its value and carved a strong foothold in the e-learning market. Moving forwards, it plans to continue enhancing its offering - recent additions include Badges, Class Certificates, and Learning Paths - as it further broadens its reach.
Freddie
Company Specialist at Welcome to the Jungle
Insights
Company
Funding (last 2 of 9 rounds)
Nov 2022
$78.4m
SERIES E
Apr 2022
$5m
LATE VC
Total funding: $200.2m
Company benefits
- Excellent medical, dental, and vision plans
- Unlimited vacation (with a required minimum)
- Paid sabbaticals for tenured employees (every three years, starting at your 3-year anniversary)
- Learning and creativity stipend
- Wellness stipend
- Stipend for setting yourself up for success at home (think: desk, headphones, ergonomic chair)
- Monthly internet reimbursement
- Support for utilizing coworking spaces, including a partnership with Industrious
- Ongoing Emotional Fitness workshops with Coa
- 401k 🇺🇸
- Up to 14 week gender-neutral parental leave 🇺🇸
Company HQ
Flatiron District, New York, NY
Leadership
Malcolm Ong
(Co-founder)Co-founded Skillshare in 2010 with Michael Karnjanaprakorn, who has since left the company. Currently Co-founder and CPO at Terminal 3. In the past, worked as Senior VP of Product at South China Morning Post.
Matt Cooper
(CEO, not founder)Member of the Board Of Directors at YunoJuno. Former Advisor and Board Observer at PowerToFly, SVP of Corporate Development at ScribbleLive, and CEO of Visually.
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