Bestkaam Logo
Back to Jobs
Weekday (YC W21)

B2B Enterprise Sales Leader - Conversatinal AI

Actively Reviewing

Weekday (YC W21)

Gurugram Full-Time 4–8 yrs exp Posted 1 week ago  · Apply by Sep 3, 2026
This role is for one of our clients
Company Name: Whilter.AI

Industry: Technology, Information and Media

Seniority level: Mid-Senior level

Min Experience: 4+ years

Location: Gurgaon, Delhi

JobType: full-time

We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses and identifying potential inconsistencies or verification signals in application materials based on available information. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.

We’re hiring an Enterprise Sales Leader to build and own the enterprise revenue charter from the ground up. This is not a maintenance or account farming role—this is a 0→1 new business role focused on cracking large enterprise accounts and driving high-value deals.

You will operate as the owner of the enterprise sales vertical, responsible for creating pipeline, closing marquee logos, and shaping how AI-led solutions are sold to modern enterprises.

This role requires someone who can sell cutting-edge AI-driven products (personalization, automation, video-led engagement) by translating innovation into tangible business impact.

What You’ll Own

  • End-to-end ownership of enterprise sales - from first outreach to deal closure
  • Build and scale new logo acquisition engine (pure hunting)
  • Drive large-ticket enterprise deals with CXOs and senior decision-makers
  • Create and execute go-to-market strategy for enterprise segment
  • Develop repeatable sales playbooks for AI-led product selling
  • Shape positioning, pitch, and value narrative for complex offerings
  • Build a strong pipeline and consistently deliver high revenue impact
  • Act as the voice of the customer for product and leadership teams



What Makes This Role Different

  • You’re not managing a region—you’re building a revenue vertical
  • You’re not selling a commodity—you’re selling AI-first, category-defining products
  • You’re not following playbooks—you’re creating them
  • High ownership, high ambiguity, high impact



Ideal Candidate Profile

  • Graduate/Postgraduate from Tier-1 institutes (IIT / IIM preferred)
  • 8-15 years in enterprise B2B sales with strong hunting experience
  • Proven track record of closing large enterprise deals (₹1Cr+ / high ACV deals)
  • Experience in 0→1 or early-stage environments OR building new business lines
  • Background in SaaS / AI / MarTech / AdTech / Digital platforms
  • Strong ability to sell to CXOs and navigate complex org structures
  • Demonstrated success in creating pipeline from scratch and closing it



AI & Product Orientation


  • Hands-on exposure to or experience selling AI-driven / data-led products
  • Ability to translate:
    • Personalization → revenue lift
    • Automation → efficiency gains
    • AI engagement → customer experience impact


  • Comfortable selling innovative, evolving products without rigid case studies


What We’re Looking For (Non-Negotiables)

  • Builder mindset - not a process follower
  • Hunter DNA - obsessed with new business and closures
  • Ownership mentality - thinks like a business owner, not an employee
  • Ability to thrive in ambiguity and fast-changing environments
  • Strong commercial instinct and high urgency to deliver outcomes



Success Metrics

  • New enterprise logos acquired
  • Revenue generated (new business)
  • Average deal size (high-value deals)
  • Time to close & pipeline velocity
  • Repeatable sales motion built



Who Should Not Apply

  • Candidates primarily experienced in account management / farming roles
  • Profiles from Founder’s Office / strategy-only roles without quota ownership
  • Individuals uncomfortable with hands-on hunting and deal closing



About The Company
Revolutionizing B2C Communication via Hyper-Customized Videos At Scale

Must-have skills

New Business, Hunting, Marketing Agency

Good-to-have skills

Sales Growth, Revenue Generation, Enterprise