Sell Me This Pen

SellMeThisPen is an all-in-one AI sales coaching platform designed to assist sales teams in improving their performance and customer intera...

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What is Sell Me This Pen?

SellMeThisPen is an all-in-one AI sales coaching platform designed to help sales teams master their skills faster through AI roleplay, real-time assistance, and post-call feedback. The platform empowers customer-facing teams to practice real conversations tailored to their buyer persona and value proposition in a safe, judgment-free environment for cold calls and discovery meetings.

Key features include AI roleplay practice with customizable scenarios and buyer personas, 1:1 AI voice coach for individual coaching, real-time assistance during client calls, auto scorecards for immediate feedback on calls, AI call summaries that sync with CRM platforms like Salesforce and HubSpot, playbooks and battlecards, roleplay recordings, and AI-generated emails. The platform uses GPT 3.5 by default (with BYOK option for GPT 4) and offers premium realistic AI voices.

SellMeThisPen is ideal for sales teams (new business, discovery, demo), post-sales teams (customer success, account management, upsell, cross-sell), and any customer-facing team wanting to improve performance. It's used by 1,400+ companies from small teams to large enterprises, including teams training new members for online sales in construction and other industries.

Sell Me This Pen pricing

Pricing model: Freemium

Three tier-based subscription plans: Pro ($59/seat/month billed monthly or $44/seat/month billed annually with 25% savings, 1-4 seats, 7-day free trial required), Business ($79/seat/month billed monthly or annually, minimum 5 seats, 7-day free trial, gets 2 months off with yearly plan), and Enterprise (custom pricing, minimum 15-20 seats, book a call). Pro includes 2 hours AI roleplays/seat/mo and 10 hours real-time assistance/seat/mo. Business includes 10 hours AI roleplays/seat/mo, 15 hours real-time assistance/seat/mo, and custom/unlimited AI voice coach. Enterprise offers custom/unlimited usage for all modules with flexible additional hours. All plans include unlimited roleplay scenarios, scorecards, tips, and playbooks. Self-serve checkout available for Pro; Business and Enterprise require booking a demo.

Sell Me This Pen pros

  • AI roleplay lets you practice cold calls and discovery meetings without burning real leads
  • Real-time assistance provided during actual client calls for on-call guidance
  • Immediate post-call feedback via AI scorecards without waiting for manager review
  • Fully customizable scenarios, buyer personas, and objections tailored to your sales process
  • AI call summaries sync seamlessly with Salesforce and HubSpot with single click
  • Scales coaching at scale without adding headcount or management overhead
  • Premium realistic AI voices including option to add your own voice
  • Build custom playbooks and scorecards around your methodology or well-known frameworks
  • Individual reps get immediate feedback freeing up manager time for leadership
  • Pre-built use cases let you start right away without lengthy setup
  • Custom AI characters and custom AI buyers for varied practice scenarios
  • Roleplay recordings let you review and analyze your performance
  • AI-generated emails help automate follow-up communication
  • Automated battle cards provide quick reference for sales conversations
  • 7-day free trial available for Pro Plan to test core features
  • GPT 4 access available via your own OpenAI key (BYOK) for better performance
  • Dedicated account manager on Business and Enterprise plans for ongoing support

Sell Me This Pen cons

  • No public free tier - only 7-day free trial on Pro Plan with credit card required
  • Pro Plan limited to GPT 3.5 by default unless you provide your own OpenAI key
  • Pro Plan has lower usage limits (2 hours AI roleplays/seat/mo vs 10+ on Business)
  • Business plan requires minimum 5 seats, not suitable for solo sellers needing more features
  • Custom integrations only available on Enterprise plan, not Pro or Business
  • Pro Plan has default AI voices only, premium realistic voices on higher plans
  • No public API documentation available for custom developer integrations
  • Role-based access control still coming soon, not available on Pro plan yet

Frequently asked questions about Sell Me This Pen

How customizable is SellMeThisPen for our use case and sales process?

Fully customizable. You can tailor scenarios, buyer personas, and objections so every practice feels like a real call. Build playbooks and scorecards around well-known frameworks or your own methodology, and customize the AI coach to follow your best practices at scale.

Can we use the AI coach for both roleplays and real client calls?

Yes. You can run coaching sessions with the AI after roleplays and after real client conversations. Reps get immediate feedback without waiting for a manager, and leaders free up time while still driving consistent coaching at scale.

Is it only for sales teams, or can customer success use it too?

It's for both sales and post-sales teams. Any customer-facing team—from new business to customer success, account management, upsell, or cross-sell—can leverage it. Each team customizes scenarios and coaching to fit their unique use case.

Can we request a custom integration?

Yes. On the Enterprise plan, SellMeThisPen builds custom integrations tailored to your stack and workflow. You can book a call with their team to explore requirements and timeline.

What does onboarding look like and how long does setup take?

You can start right away with pre-built use cases, or use the AI roleplay builder to create custom scenarios in minutes. For larger rollouts, the implementation team partners with you to refine and improve over time—usually within 1–2 weeks. Most customers see meaningful value in their first 30 days.

Do you offer a free trial or live demo?

Yes. Individuals can start a 7-day free trial of the Pro Plan by adding a credit card, though it's limited to one seat and a smaller feature set. For business or enterprise plans, you should book a call with their team to see the full platform in action and discuss custom trials if needed.

What AI model does SellMeThisPen use?

Pro Plan uses GPT 3.5 by default, but you can use your own OpenAI key (BYOK) to access GPT 4. Business and Enterprise plans use GPT 4 fine-tuned based on your specific use case for better roleplay and AI-generated insights performance.

What integrations are available with SellMeThisPen?

All plans include HubSpot and Salesforce integration. Pro includes Google Meet and Zoom Web integration. Business adds Slack integration. Enterprise includes TalkDesk, RingCentral, Agora integration. Gong integration is coming soon. Custom integrations are available on Enterprise plan.

How many seats do I need for each plan?

Pro supports 1-4 seats and is ideal for individuals and small teams. Business supports 5-20 seats (minimum 5 seats) and is ideal for growing teams. Enterprise supports 20+ seats (minimum 15-20 seats depending on configuration) and is ideal for large scaling teams.

What usage limits apply to AI roleplays and real-time assistance on each plan?

Pro includes 2 hours AI roleplays/seat/mo and 10 hours real-time co-pilot assistance/seat/mo. Business includes 10 hours AI roleplays/seat/mo, 15 hours real-time assistance/seat/mo, and custom/unlimited AI voice coach. Enterprise offers custom/unlimited usage for all modules (AI Roleplays, 1:1 AI Coach, Real-time assistance) with flexible options for additional hours, plus 25h/seat/mo as a baseline.

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