[Hiring] Gross sales Enablement Supervisor @Tailscale

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About Tailscale 

Tailscale is constructing the brand new Web by delivering software program that makes it straightforward to securely interconnect folks and their gadgets, regardless of the place they’re. From hobbyists to multinational companies, groups of each dimension use Tailscale every day to guard their networks, share entry to inside instruments, and extra. We’re constructing a future for the Web that is straightforward, wise, and protected, prefer it was once. Based in 2019 and totally distributed, we’re backed by Accel, CRV, Perception, Heavybit, and Uncork Capital.

Job Description

We’re in search of a Gross sales Enablement Supervisor to hitch our rising Income Operations workforce. You may function a power multiplier throughout our high-velocity, product-led gross sales movement, working intently with Gross sales, SEs, Advertising, Product, and Buyer groups. Your mission: assist our income groups constantly and confidently articulate the worth of Tailscale to technical audiences, particularly IT and engineering leaders.

This function is right for somebody who has expertise promoting or enabling technical instruments and understands the IT/engineering persona. If you happen to’re energized by constructing applications from the bottom up, data-driven in your method, and comfy navigating technical environments, we’d love to fulfill you.

Key Tasks

  • Develop and execute onboarding applications to ramp AEs, SEs, and CSMs rapidly and successfully
  • Construct a repeatable framework for ongoing product, course of, and persona-based enablement
  • Collaborate with Product Advertising and Product to translate technical worth into clear, customer-facing messaging and content material
  • Design enablement applications that help each IC-level ability growth and manager-level teaching capabilities
  • Companion with frontline managers and gross sales management to determine ability gaps, ship focused applications, and empower efficient teaching
  • Create scalable, role-specific enablement paths that help core competencies and profession development
  • Personal the event and maintenance of enablement supplies corresponding to playbooks, speak tracks, aggressive guides, objection dealing with, and demo sources
  • Drive adoption of instruments like Gong, Outreach, and Salesforce to strengthen finest practices and create consistency throughout the gross sales movement
  • Use information (e.g., efficiency metrics, pipeline traits, tooling insights) to evaluate program effectiveness and prioritize new initiatives

What We Are Wanting For

  • 3–6+ years of expertise in gross sales enablement, technical gross sales, or gross sales engineering at a high-growth B2B SaaS firm
  • Confirmed success enabling each ICs and managers in GTM groups promoting to IT or engineering decision-makers
  • Deep understanding of (or sturdy curiosity about) developer instruments, infrastructure, networking, or safety
  • Demonstrated capability to design, launch, and scale enablement applications in fast-paced, high-growth environments
  • Knowledge-driven mindset – comfy utilizing efficiency metrics, rep suggestions, and gear insights to tell technique and iterate on applications
  • Wonderful communication expertise with the power to distill complicated technical ideas into compelling, accessible messaging
  • Self-starter who thrives in ambiguity and enjoys constructing from scratch in a remote-first tradition

It is Good if You Have

  • Familiarity with Tailscale or related merchandise within the networking, infrastructure, or safety area
  • Expertise in a product-led progress (PLG) surroundings
  • Background in technical presales or gross sales engineering

As an organization, we try to take care of truthful and equitable compensation practices inside our workforce throughout all roles and all ranges. Tailscale’s compensation bundle consists of base wage, fairness, and complete advantages. The wage vary displayed on every job posting represents the goal vary for a brand new rent’s base wage. Particular person gives might range based mostly on expertise and ability set.

For this place, our pay ranges replicate goal OTE (on course earnings), inclusive of base wage and variable compensation tied to the attainment of quarterly gross sales targets.

CAN Pay Vary (OTE)

$268,000$268,000 CAD

Regularly cited statistics present that individuals who determine with traditionally marginalized teams are prone to apply to jobs provided that they meet 100% of the {qualifications}. We encourage you to assist us break that statistic!

What We Supply

  • An inclusive, versatile surroundings the place you could be your genuine self. We acknowledge the influence of various voices and backgrounds on the expansion of our folks, product, and firm. And that flexibility in how and once you work empowers our workforce to combine work and life.
  • A aggressive whole compensation bundle. This features a base wage, an fairness incentive plan and variable fee (for quota-based roles).
  • Complete group advantages with no ready interval. Benefit from protection for well being, imaginative and prescient, dental, and extra for you and your loved ones!
  • Distant first firm—most of our groups work totally remotely. Get pleasure from a change of surroundings wherever you will get wifi, take part in digital and in-person social occasions, and leverage our company co-working program to go to WeWork (or different related areas close to you). Some roles require in-office collaboration relying on workforce wants, which can be clearly famous within the job description.
  • Join with different Tailscalars IRL. Attend our annual firm retreat, take part in workforce/division off-sites, or use your particular person journey price range to fulfill up with workforce members in Canada, the US, or the UK. 
  • Help in your private {and professional} growth. Develop your profession thoughtfully with $1500 USD yearly for skilled growth, or make the most of mentorship, teaching, and inside promotion alternatives. 
  • Paid break day and a wholesome work-life integration. Our versatile, paid break day program helps you for any scenario life throws your approach, whether or not shifting properties or travelling the world! 
  • A build-your-own house workplace setup. You select your individual company-owned laptop computer (Mac or PC), obtain a month-to-month house web reimbursement, and $1000 USD to customise your workstation to make it your individual. 
  • Beneficiant parental go away program out of your first day. We care about your life exterior of labor and encourage new dad and mom to make the most of parental go away top-ups for as much as 26 weeks. 

Please bear in mind that reliable emails from Tailscale’s expertise workforce will solely originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io electronic mail addresses. For extra details about defending your self from impersonators and scams, please go to https://tailscale.com/scam-awareness.



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