Role: Sales Rotational Program - Inside Sales Development Rep - Enterprise AI SaaS

Experience: 1–3 years

Type: Full-time

Location: HSR Layout, Bengaluru

Reporting Manager: Founder

Why this role exists

Swish Club is building a new AI Native Vertical SaaS Platform (currently in stealth) that is quietly transforming how enterprises from one specific industry understand, engage, and grow their business. We are in the 0.1→0.5 enterprise journey - building and selling an AI-native platform into large, complex organizations (100Cr+ minimum annual turnover). We need a scrappy, founder-aligned enterprise seller who can open doors, run tight discovery, create internal champions, and convert pilots into multi-year rollouts.

This is NOT Edtech/B2C/Ad sales. This is enterprise: multi-stakeholder, long cycles, real procurement, real politics, real outcomes.

12 months Role Expectations (From Time "T" of joining)

T = 0 to 6 months: Pipeline & Account Development (0→1) via Cold Calls (no short cuts)

• Cold Call a high-quality / high intent target account list to book demos for the Founder.
• Break into enterprise accounts and map stakeholders: business owners, IT, procurement, compliance, finance.
• Shadow the Founder in the demo, solution validation, contract negotiation meetings.
• Bring ELEMENTARY market insights back to product (objections, missing features, win/loss notes, buyer language).
• OBSERVE how to shape packaging/pricing for enterprise (modules, usage, onboarding, support).
• GOAL: Become the resident expert in Pipeline Development. Like Po in Kung Fu Panda.

T = 7 to 9 months: Discovery → Solutioning → Proposal

• Independently run prospect demo & discovery calls. Quickly identify customer pain, their current processes, stakeholders, timelines, and success metrics.
• Translate customer needs into a crisp solution narrative with product/tech teams (scope, milestones, pilot plan, dependencies).
• Bring BASIC market insights back to product (objections, missing features, win/loss notes, buyer language).
• LEARN to shape packaging/pricing for enterprise (modules, usage, onboarding, support).
• GOAL: Become the Sales Ninja who is the entire team's go to expert on all things Customers. Like Master Shifu in Kung Fu Panda

T = 10 to 12 months: Pilot-to-Scale Conversion

• Own proposals, commercials, and coordination for InfoSec + procurement processes.
• Drive pilot success: define success criteria, adoption plan, rollout readiness, and executive readouts.
• Convert pilots to annual contracts; expand to additional divisions/regions.
• Bring STRUCTURED market insights back to product (objections, missing features, win/loss notes, buyer language).
• BECOME AN EXPERT Shaper of packaging/pricing for enterprise (modules, usage, onboarding, support).
• GOAL: Become the Sales Sensei of SwishX. Like Master Oogway in Kung Fu Panda.

Must Have Requirements (non-negotiable)

• High Intent to succeed in life without short cuts, High Hunger to do better than what the mind says you can, High Perseverance to be able to tame your brain and your heart
• High IQ - If you aint smart then you aint gonna succeed
• One Spike (could be anything under or over the Sun - we recently hired a guy who managed going around with 5 partners over a period of 10 months before he was busted or a girl who was (un)ethically hacked into government systems)
• High on "Make it till you fake it"

Why This Role is Interesting

• You’ll work directly with the Founder, not through layers of sales management
• You’ll learn how $1M ACV enterprise deals are actually sold, not just shared as fictional gyaan on Linkedin posts, podcasts and panels
• You'll get the opportunity to expand the business beyond and open multiple international markets (while travelling to those markets).
• You’ll gain deep exposure to AI, SaaS, and real-world enterprise transformation
• Clear path to grow into either building Enterprise Sales team or expand beyond borders or get into any other high stakes Founder's Office function within the first 12-18 months

This is a role for someone who wants to build signal before scale.