Sales Team: AI Sales Strategist & Growth Advisor

About the Job
This isn't a traditional sales role. We're not looking for someone who can work a CRM and make 50 calls a day. We're looking for someone who uses AI to do what a team of 10 used to do — and then closes the deals themselves.
At Penji, we believe the next generation of sales isn't about working harder. It's about building smarter systems. You'll use AI to deeply understand your ICPs, map their workflows, identify their pain before they say a word, and reach them with messaging so precise it doesn't feel like cold outreach at all. Then you'll close them.
If you've ever thought "I could 10x my output if I just had the right systems" — and then actually built those systems — this role was written for you.

About Penji
Since 2017, Penji has given businesses on-demand access to the top 2% of graphic designers. We're the leader in design subscription services, recognized by Inc. Magazine as one of the fastest-growing companies in the country. We're not just building a business — we're building something worth being part of.

What You'll Own
AI-Powered ICP Research & Workflow Mapping
? Use AI to build deep profiles of your ideal prospects — their tools, workflows, team structures, pain points, and buying triggers
? Identify where design bottlenecks live inside an agency or brand before you ever send a message
? Map decision-maker hierarchies and find the right entry point for every account
? Turn a 2-hour research process into a 10-minute one — without losing depth or personalization
Outreach at Massive Scale
? Build and run AI-powered outreach systems across email, LinkedIn, and emerging channels that feel 1:1 even at volume
? Use AI to generate, test, and iterate on messaging angles, subject lines, and hooks faster than any human team could
? Own your own meeting pipeline — no waiting on leads, no excuses. You prospect, you book, you close
? Continuously experiment with new channels and use AI to scale what converts
Sales & Closing
? Run the full sales cycle from first touch to signed contract — demos, objection handling, follow-up, close
? Use AI to anticipate objections before calls, prepare responses, and walk in knowing more about the prospect than they expect
? Maintain a clean, real-time pipeline with next actions on every deal
? Report close rate, deal size, and conversion metrics weekly — and own the numbers
Workflow Building & Continuous Improvement
? Build reusable AI workflows for prospecting, personalization, research, and follow-up that compound over time
? Evaluate new AI sales tools as they launch and implement the ones that give Penji an edge
? Contribute to team prompt libraries, playbooks, and SOPs that raise the floor for everyone
? Get 1?tter every month — in AI, in sales, and in understanding the people you're selling to

What We're Looking For
? 3+ years in sales, business development, or outreach with a proven closing record
? Hands-on experience using AI tools — ChatGPT, Claude, Gemini, or equivalent — specifically applied to sales workflows
? Deep understanding of prompt engineering for prospecting, personalization, objection handling, and sequence building
? Experience with outreach platforms and CRMs — Apollo, Instantly, Smartlead, HubSpot, or similar
? Someone who has actually built AI workflows, not just used AI occasionally
? Sharp written communicator — you write copy that gets replies
? Self-directed, metrics-obsessed, and uncomfortable with stagnation
? Bonus: experience in affiliate or influencer marketing

How to Apply
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1. Complete the application form: ----------
2 . Attach your portfolio or relevant work samples.