Founding Head of Sales

    Orchard

    πŸ‡ΊπŸ‡Έ Remote
    Remote
    SaaS
    Base + Commission
    See your match score
    Posted Today
    Work Type

    Remote

    Vertical

    SaaS

    Source

    weworkremotely

    About this role

    Headquarters: Wyoming, United States
    URL: http://orchard.co

    About Orchard

    'Orchard' began as the in-house creator programme behind 'In Print We Trust'. That programme took the brand to over a billion views a month and the 13th most-mentioned fashion brand on TikTok UK, and put thousands of creators on contract.

    We have now launched it as a business in its own right, selling guaranteed organic views with product placement to brands.

    This is how brands grow now. Celsius, Bloom, Cal AI and Polymarket became big because thousands of creators had the product in their videos at the same time.

    The business is at multi six-figures in its first month operating from inbound. You'll build the sales side from scratch: pipeline, pricing, contracts, the first hires.

    About the role

    What brands buy is simple: a number of views, at one CPM, guaranteed. You'll take the machine and find every way it can be sold. Some we can see: white-label it to agencies; sell it to labels as sound seeding; sell it to retailers and CPG brands as launch momentum; sell managed supply to creator platforms in the markets they can't cover. Some we can't see, and that's where you step in. Perhaps you've got a way in at an AI lab that buys creator footage by the thousand hours, or another channel we aren't even aware of yet.

    This is a high-ownership opportunity to build/run sales/growth. So you need to have built revenue from a standing start before, at an agency, a platform or your own

    Selling Motion

    Prospecting

    Channel / Partner

    Sell through partners, resellers, or alliances

    Requirements at a Glance

    Bachelor's DegreeΒ·Required

    Typical Day β€” Sales Manager

    Team 1:1s5–8/week
    Lead allocation reviewDaily
    Call coaching3–5/week

    Estimates based on role type and selling motion β€” actual may vary by company.

    Role Signals

    Green Flags

    βœ“
    Remote Friendly

    Location flexibility

    SaaS β€” Interview Intel

    Typical Sales Cycle

    30–90 days (SMB) Β· 3–9 months (Mid-Market) Β· 6–18 months (Enterprise)

    Common Buyer Objections

    • "We're locked into a contract with [competitor]"
    • "We built something in-house already"
    • "We don't have budget until next quarter"
    • "Our team won't adopt another tool"

    Key Industry Metrics

    ARR / MRRNet Revenue Retention (NRR)CAC Payback PeriodLogo Churn vs Revenue ChurnACV (Avg Contract Value)Magic Number

    Hot Topics to Reference

    • β€’ AI-native product disruption
    • β€’ PLG vs sales-led motion debate
    • β€’ Vertical SaaS consolidation
    • β€’ Usage-based pricing models

    Use these insights to speak the buyer's language in interviews.

    Tags

    remote
    sales
    β€”

    How do you coach underperforming reps?

    Template question
    β€”

    Describe your forecasting methodology.

    Template question
    β€”

    How do you structure onboarding for new hires?

    Template question
    Research Orchard's product, recent news, and key competitors
    Prepare metrics: quota attainment %, average deal size, win rate
    Practice a 2-minute product demo pitch for a mock discovery call
    Research typical OTE splits for this role level and negotiate accordingly
    Prepare to discuss your home office setup and self-management discipline
    Review the job description and map your experience to each requirement
    Role Insights

    This leadership position involves both strategic planning and hands-on coaching of the sales team.

    SaaS sales roles typically involve consultative selling with longer deal cycles.

    This remote-friendly role provides geographic flexibility while maintaining access to a SaaS market.

    Are you a closer?

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