Skedda is a leading global workplace management platform, serving over 7,000 customers including Toyota, Siemens, Mercedes-Benz, MIT, and Harvard University. The company is a key player in shaping the future of the modern workplace experience with interactive floor plans, desk and meeting room booking, visitor management, rich utilization analytics, and integrations with Slack, Microsoft 365, and Google Workspace. Each year, Skedda wins awards from G2, Capterra, GetApp, and SoftwareAdvice.
In 2024, we launched AllBooked to serve community-based facilities. We built AllBooked on top of the core Skedda booking platform and gave the product a new brand and new features focused on the types of businesses our founders ran. Our customers are golf simulators, art studios, and community centers. They’re the places you create something you can’t wait to tell your family about - the places that give you a community of people that are obsessed with the same thing you’re obsessed with. They’re the third places that add meaning to your life.
Role overview
We are seeking a dynamic, entrepreneurial, and results-driven Sales Director to join our growing team. You’ll lead a global team of eight Account Executives who engage prospective customers through both inbound interest and outbound-booked demonstrations.
Reporting directly into the Chief Revenue Officer, this is a high-impact leadership opportunity for someone who wants to do more than manage a number. You’ll help shape how we sell, coach, forecast, and scale while working closely with an experienced and highly engaged leadership team. You’ll have the autonomy to test new ideas, improve our systems, and directly influence the next stage of our growth.
Key Responsibilities:
- Lead, train, coach, and mentor a team of Account Executives to ensure consistent quota achievement and to support career development
- Create a high-performance, collaborative team culture through effective team meetings, thoughtful 1:1s, and clear expectations
- Partner closely with Marketing, Business Development, Product, and Senior Leadership to turn market insight into action
- Attend and support key sales engagements to drive actionable next steps and build mutual action plans
- Review Claap recordings weekly and deliver specific, actionable coaching that improves discovery, positioning, objection handling, and closing skills
- Use AI and automation thoughtfully to increase team efficiency, improve coaching quality, accelerate research and follow-up, and allow the team to spend more time on high-value customer conversations
- Provide accurate weekly forecast updates to the Chief Revenue Officer, clearly communicating deal progress, risks, opportunities, and projected monthly performance
- Identify and share customer and market feedback that informs product strategy and platform development
- Lead from the front by staying close to customers, deals, and the day-to-day realities of the sales team
About you
- You’re energized by the opportunity to build, iterate, and lead in a fast-moving environment where strong ideas can quickly become meaningful business outcomes
- You’re a strong verbal and written communicator who can create clarity, alignment, and momentum
- You’re a systems thinker who can help bring clarity to complex ideas
- You’re entrepreneurial and energized by the opportunity to build, experiment, and improve
- You keep customer needs at the center of your decisions and approach
- You balance a pragmatic problem-solving approach with a strong attention to detail
- You welcome feedback to improve your skills and work
- You take initiative and work with a healthy sense of urgency
- You’re excited by the potential of AI and emerging technology to make sales teams more effective, focused, and impactful and have rolled out AI native workflows for your current sales team with success
Qualifications:
- 6+ years of experience leading a SaaS focused New Business Team
- Strong experience using HubSpot, ZoomInfo, Outreach, Claap, and other sales technologies
- Historical success achieving and outperforming sales targets
- Data-driven leader who will roll up their sleeves and get in the field
- Experience managing SMB and mid-market sales motions across a global customer base
- Experience leading within a sales assisted PLG motion a plus
- Experience managing through MEDDIC + BANT-C a plus
Benefits
- Competitive salary, benefits package, and paid time off
- Flexible schedule
- Creative and collaborative work environment
- Direct exposure to the leadership team across departments
- Be empowered to leave a significant mark on the product and the customers
About us
We’re an international team from 20+ countries with a growing presence in Boston. We place a lot of value on collaborating asynchronously across time zones but also understand the benefits of working together in person. Our team has doubled in size in the last year and continues to grow quickly.
At Skedda, our Mission is to empower organizations to bring workspaces to life. We take feedback from customers seriously and constantly iterate to improve our product. We’re a self-driven, curious, down-to-earth group of people who know how to balance moving quickly while maintaining a high bar for quality. Every team member at Skedda embodies our six core virtues:
- We are a community
- Quality is at our core
- Take ownership
- Create momentum every day
- Tackle hard problems
- Be curious
We are defining the future of the workplace experience, helping businesses to design meaningful, seamless, fully integrated employee experiences and interactions in the hybrid workplace. We’re growing fast with a lot of new opportunities ahead!
To learn more about us, please visit https://www.skedda.com/careers and https://www.allbooked.com/about.
Skills Required
- 6+ years leading a SaaS focused New Business Team
- Strong experience using HubSpot, ZoomInfo, Outreach, Claap
- Proven track record achieving and outperforming sales targets
- Experience managing SMB and mid-market sales motions across a global customer base
- Experience rolling out AI-native workflows for sales teams with success
- Experience leading within a sales-assisted Product-Led Growth (PLG) motion
- Experience managing through MEDDIC and BANT-C sales methodologies
- Based in or able to relocate to MA, RI, NH, MI, FL, NC, NY, OH, TN, or Toronto, Canada
Skedda Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Skedda and has not been reviewed or approved by Skedda.
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Healthcare Strength — Health coverage spans medical, dental, vision, life, and disability with FSA support, and some descriptions call the health benefits “fantastic.” In a few places coverage is characterized as free, indicating strong employer contribution to core healthcare costs.
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Leave & Time Off Breadth — PTO and paid holidays are described as generous across publicly listed packages, supporting meaningful time away from work. The combination of generous PTO and flexible/hybrid work norms helps make time off practically usable.
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Fair & Transparent Compensation — Compensation is described as fair and timely, and several postings provide clear salary bands by role and geography. Structured base/variable mixes and posted ranges help candidates benchmark expectations.
Skedda Insights
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What We Do
Our passion is to tackle real-world hybrid work challenges globally. We are building the easiest, user-friendly, customizable space-booking system available. Skedda is a leading hybrid workplace experience platform, serving over 12,000 customers and nearly two million users, including Siemens, Mercedes-Benz, Harvard University, and Krispy Kreme. We are a key player in defining the future of work, helping businesses design meaningful, seamless, fully-integrated employee experiences in the hybrid workplace. Today, the product includes functionality such as floor plan visualizations, desk and meeting room booking, utilization reports and analytics, as well as integrations with key workplace tools like Microsoft365 and Google Workspace. Skedda is the winner of multiple G2 awards, including 2022 ‘Easiest to Use’ and ‘Most Likely to Recommend,’ and landed a spot on G2’s Top 50 Office Products of 2023.
Why Work With Us
In 2013, Skedda was crafted with a singular focus: to create the most intuitive space-booking solution on the market. A product that would cater to a wide range of user types and that was completely customer focused. Every decision we make is driven by our goal to make the product more valuable for our customers.
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