Job Description

Location: Needham, MA (On-Site)

About CustomGPT.ai :

GAI Insights, a top AI research firm, named us one of the " Top 7 Emerging Leaders in AI ," placing us alongside OpenAI, Google, Microsoft, Anthropic, Cohere, and Meta. Our no-code AI platform brings custom AI to mid-market and SMB firms allowing them to gain value from Generative AI using their own data – delivering clear results and rave customer reviews.

We’re profitable, bootstrapped, and forging our own path without the constraints of traditional VC funding. This is a rare chance to join a company where you can shape strategy, drive revenue, and help define the playbook in a rapidly evolving industry.

What’s in it for you?

• Hot Leads : No cold prospecting grind – you’ll engage warm trials & demo requests from companies eager to learn more. (Yes, that means your calendar will be booked with demos, not blank pages!)
• Exciting Customers : Sell to innovative companies from $1M to $1B in revenue across industries – one day a startup, next day a Fortune 500 division. They’re all exploring how AI can transform their business.
• Big Impact & Earnings : You’ll manage deals from ~$12K up to $100K+ ARR. Generous base salary + commission plan – six-figure OTE is absolutely in reach when you crush it. (And our enterprise deals mean big commissions on each win!)
• Cutting-Edge Product : You’ll be an expert in one of the hottest tech spaces – you’ll guide customers to that “aha” moment.
• Growth Opportunity : Join a small, mighty team (you’ll be our lead inbound rep) and help shape the sales playbook. Prove yourself here, and you won’t just close deals – you could grow into a Sales Team Lead as we expand.

You'll be joining at a pivotal growth moment , working with a product that customers genuinely love. Our current enterprise clients consistently praise our platform for its quality of answers, ease of use, scalability, and powerful API capabilities.

What you’ll do:

• Connect & Consult : Respond to inbound inquiries and trial sign-ups. You’ll reach out, uncover needs, and build relationships with prospective clients (mostly via Zoom/Google Meet demos).
• Deliver Killer Demos : Conduct tailored product demos that address each prospect’s unique pain points. You know it’s all about the customer’s story – not just a canned pitch. Our trial users already love the tech; you’ll make them love the vision of it in their business.
• Own the Cycle : From first call to close, you’ve got it. Qualify leads, navigate stakeholders (business and technical), tackle objections, and guide deals to the finish line. You’ll provide proposals, follow up diligently, and negotiate contracts for win-win outcomes.
• Collaborate & Improve : Work hand-in-hand with Marketing (feedback on lead quality, ideas for campaigns) and Customer Success (smooth onboarding for the clients you sign). Share insights from the field to help us refine messaging and product. We’re a team – we win together and learn together.
• Stay Organized & Fast : Track activities and pipeline in HubSpot so nothing falls through the cracks. You’re prompt – whether it’s replying to a CEO who just started a trial or updating your forecast. Speed and discipline are part of your DNA.

What we’re looking for:

• 3+ years success in B2B SaaS sales (bonus if at a startup or in AI/tech). You’ve owned a quota and have the wins to show for it. Inbound experience highly preferred – you know how to handle leads that come to you (and make them glad they did!).
• Dynamic demo skills : You can command a (virtual) room, tell a compelling story, and adjust on the fly. You excel at translating complex tech into real-world value.
• Consultative approach : You ask great questions and truly listen. You’re seen by prospects as a trusted advisor, not a pushy salesperson.
• Drive & autonomy : You take initiative. Give you a pipeline and you run with it – but you also know when to rally team resources to close the deal. You thrive in a startup environment where you can create structure, not just follow it.
• Tech savvy : Comfortable with CRM systems (HubSpot), sales engagement tools, and you embrace using AI tools like ChatGPT to work smarter. (If you’re already the type to automate your follow-ups, you’ll fit right in!)
• High-energy & positive : You bring enthusiasm to your work that inspires colleagues and clients alike. Rejection rolls off you; you see each “no” as one step closer to the next “yes.”

Compensation & Benefits:

• Base Salary : 80K
• OTE : $160K–$200K+ (with accelerators for over-performance)
• Equity : Meaningful stock options with standard 4-year vesting and a 1-year cliff, giving you real skin in the game.
• Comprehensive Benefits : Health, 2-weeks vacation.
• Growth Path : A clear trajectory to grow as our company grows.

To apply, in addition to the application form, please

- Write an email to alden [at] customgpt [dot] ai with your best proposal for optimizing inbound sales conversions for a SaaS product you admire. Use the subject line “Inbound Sales Improvement.”

- In your email, include a brief summary of a past project where you enhanced an inbound sales process. Highlight the key metrics you improved (e.g., conversion rate, lead qualification speed, demo-to-close ratio) and describe the size and scope of the inbound sales you worked.

Ready?

If you’re craving an environment where you can flex your sales skills, leverage a world-class AI platform, and directly impact the company’s trajectory, let’s talk. Join CustomGPT.ai and help shape the future of generative AI sales—yours and ours.

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