SellMeThisPen
SellMeThisPen is an AI roleplay and coaching platform for sales and post-sales teams. Reps rehearse with lifelike AI buyers, get 1:1 voice coaching after every call, receive live in-call guidance, and let AI handle call notes and CRM updates.
What is SellMeThisPen?
SellMeThisPen is a sales enablement platform that replaces live roleplay, call reviews and manual admin with AI. It is published by SellMeThisPen Software Inc., based in Toronto, Ontario, and positions itself as an AI roleplay and coaching platform for sales teams.
The product rests on four blocks. AI Roleplays let reps practise unlimited conversations against AI buyers whose personas, objections and scenarios are tailored to the company's ideal customer profile, and which the platform claims to support for any call type. A 1:1 AI voice coach then debriefs each session, and does the same after real client calls, so a rep gets structured feedback without waiting for a manager. A real-time call assistant, delivered through a Chrome extension, sits alongside the seller during live calls and surfaces the question they forgot, the battlecard for the objection they just heard, or a nudge when they talk over the buyer. Finally, AI Insights analyses thousands of recorded conversations to show playbook adoption, recurring objections and coaching gaps across a team.
Around these sit the productivity features that most teams notice first: AI note-taking that does not add another bot to the call, automatic CRM updates into HubSpot or Salesforce, and generated follow-up emails. Workspaces are configured by chatting with the AI rather than by filling in forms.
Under the hood, the Pro plan runs on GPT-3.5 by default, with the option to bring your own OpenAI key for GPT-4; Business and Enterprise plans use a fine-tuned GPT-4. Deepgram and 11Labs power the voice layer, Microsoft Azure hosts the environments, and Stripe handles payments. Notably, calls are never recorded: only transcripts are stored, encrypted with AES-256.
The company claims 1,400+ customer organisations and a 4.9/5 G2 rating, and publishes named cases such as Ergeon, which reports 700 management hours saved and onboarding success rising from 60% to 90%.
What it does
- Run unlimited AI roleplays against lifelike buyers tailored to your ICP and to any call type
- Coach every rep one-to-one with an AI voice coach after each roleplay and each real client call
- Guide reps live during client calls with battlecards, prompts and behavioural nudges
- Analyse thousands of conversations in seconds to track playbook adoption, objections and performance gaps
- Capture call notes automatically and push AI summaries to HubSpot or Salesforce in one click
- Generate follow-up emails immediately after every conversation
- Assign targeted practice with email reminders, leaderboards and progress notifications
When to use SellMeThisPen / When not to
A quick filter to help you decide if SellMeThisPen is the right fit.
When to use SellMeThisPen
- Sales leaders who need visibility across thousands of calls without spending hours on recordings
- Sales enablement and L&D teams rolling out a new methodology or new messaging across every rep
- Frontline managers onboarding new hires who must reach quota faster
- Sales reps, SDRs and BDRs who want to rehearse hard objections before facing a real prospect
- Customer success and account managers preparing renewal, upsell and cross-sell conversations
When not to use SellMeThisPen
- Teams that need a mobile app: there is no iOS or Android version, only a web app and a Chrome extension
- Developers looking for a public API: none is documented, and custom integrations are Enterprise-only
- Buyers hoping for a permanent free tier: the only free access is a seven-day trial requiring a credit card
- Teams of fewer than five people wanting the Business feature set, which starts at a five-seat minimum
- EU buyers with strict procurement rules: no DPA, no subprocessor list and no Article 27 representative are published
How to use SellMeThisPen
A typical end-to-end flow, from setup to results.
- Start a seven-day Pro trial on the dashboard, or book a call through the demo form if you are buying for a team
- Sign in with Google or Microsoft single sign-on; no password is created or stored
- Choose a pre-built use case to begin immediately, or open the AI roleplay builder to create your own
- Configure the workspace by chatting with the AI: roleplay scenarios, buyer personas, scorecards and playbooks
- Install the Chrome extension so reps can reach playbooks and live assistance during calls
- Connect your meeting or dialler platform: Google Meet, Zoom, Talkdesk, RingCentral, Agora or Convoso
- Connect HubSpot or Salesforce so call summaries can be pushed to the CRM in one click, and add Slack, Gmail or Outlook for notifications
- Have reps run their first roleplays, then debrief each one with the AI voice coach
- Assign targeted practice to individuals or groups and track completion through reminders and leaderboards
- Review AI Insights across the team to spot playbook gaps, then refine scenarios and scorecards accordingly
Pros & Cons
Pros
- Covers practice, coaching, live assistance and admin automation in a single platform instead of a stack of separate tools
- Deep customisation: scenarios, personas, objections, playbooks and scorecards can all be built around your own methodology
- Strong, verifiable adoption signals: 1,400+ customer companies, a 4.9/5 G2 rating and G2 High Performer awards
- Named customer outcomes rather than vague claims, such as Ergeon's 700 management hours saved and 60% to 90% onboarding improvement
- Sound security posture for the category: calls are never recorded, transcripts are encrypted with AES-256, and payment data never touches the publisher's servers
- Fast time to value: pre-built use cases allow an immediate start, and large rollouts are quoted at one to two weeks
- Serves post-sales teams too, so customer success, account management, upsell and cross-sell can share the same workspace
Cons
- The pricing page contradicts itself: two visible tables give different seat thresholds, and the comparison table gives a third set again
- Only the Pro plan shows a price; Business and Enterprise are quote-only and require booking a call
- There is no permanent free plan, and the seven-day trial requires a credit card up front
- Pro is limited to GPT-3.5 unless you supply your own OpenAI key; the fine-tuned GPT-4 is reserved for higher plans
- SOC 2 Type II is only described as being prepared, not obtained, and the linked trust portal could not be read
- No DPA, no formal subprocessor list and no EU Article 27 representative are published, which is a real obstacle for European buyers
- The privacy policy is visibly a generic template: it mentions health assessment tools and prescription drug patients, and carries no effective date
Pricing & Plans
There is no permanent free plan. Access begins with a seven-day free trial of the Pro plan, which requires a credit card and is limited to a single seat. The lowest paid entry point is 44.00 USD per user per month on the Pro plan with annual billing, advertised as a 25% saving against a 59.00 USD reference price; the same plan is billed at 79.00 USD per seat per month on monthly terms. The Business and Enterprise plans are quoted on request and billed annually. Payments are non-refundable except where the law requires otherwise.
- 79.00 USD per seat per month billed monthly
- or 44.00 USD per user per month billed annually (25% saving). Self-served plan for individuals and very small teams. Unlimited access
- default cold-call and discovery roleplay scenarios based on your product and ICP
- GPT-3.5 by default with bring-your-own-key for GPT-4
- premium AI voices
- custom AI characters
- real-time assistance
- playbooks with default behavioural tips
- custom roleplays for any call type
- custom scorecards
- playbooks and battlecards
- a fine-tuned GPT-4
- 15 hours per seat per month for each of AI Roleplays
- the 1:1 AI voice coach and real-time assistance
- the AI roleplay builder
- QA for client calls with AI scorecards
- custom price
- billed annually
- from a ten-seat minimum. Everything in Business plus higher usage at 25 hours per seat per month for each module with flexible additional hours
- AI Insights for client calls analysing thousands of conversations in seconds
- Ask SMTP AI
- custom roleplay templates
- role-based access
- rotating seats
Data, GDPR & hosting
A consolidated view of how SellMeThisPen handles your data.
GDPR overview
GDPR is addressed, but only partly. The privacy policy carries a dedicated section, "Your data protection rights under GDPR rules", granting EU residents access, rectification, erasure, objection, restriction and portability, with hello@sellmethispen.ai named as the channel for exercising them. A separate block covers CCPA and CPRA through help@sellmethispen.ai. Beyond that, implementation is thin. The company never states in plain words that it is GDPR compliant; the only explicit compliance claim on the site concerns its subprocessor OpenAI. No Data Processing Agreement is published or offered, no formal subprocessor list exists, and no EU representative is designated under Article 27. The policy carries no effective date, and its compliance framing is Canadian, naming PIPEDA.
Who owns the data?
The terms are unambiguous on ownership: user content belongs to the user. SellMeThisPen Software Inc. states that you own your Input and your Output, and it makes no copyright claim over either. What the publisher takes is a licence to host and use that content on its platform in order to operate the service. Two reservations qualify this. The company keeps absolute discretion to remove, screen or edit user content at any time and without notice, and it may disclose Input or Output to law enforcement, government authorities or a court where content is alleged to be unlawful. What the platform stores are call transcripts, not call recordings.
Reuse rights
Because users keep ownership of their Input and Output, they may reuse what they generate for any lawful purpose without asking permission, provided they comply with the AI Product Terms and accept that the use is at their own risk. Those terms restrict what may be generated rather than what may be reused: no source code, no medical, legal or financial advice, no political or electoral content, no fully automated decision-making, and nothing designed to mislead a reader into believing AI output is human-written. Anyone sharing output publicly must review each result manually, attribute it to themselves or their company, and label it unmistakably as AI-generated. Sensitive personal data must never be entered as Input, and the publisher may cap how many outputs an account can create.
Data retention & training
Hosting summary
Testing, staging and production environments run on Microsoft Azure, which the publisher describes as compliant with SOC 1, SOC 2, SOC 3, ISO 27001 and HIPAA. No Azure region is named and no data residency option is offered. On jurisdiction the documents disagree: the privacy policy states that data, including personal data, is transferred to and processed in Canada for users located outside Canada, yet the same policy also says personal information is stored on company data centre servers in whatever country they may be located. Governing law is that of Ontario and the federal laws of Canada. Protection measures are stated clearly: AES-256 encryption at rest covering call transcripts, TLS 1.2 in transit, access controls, encrypted backups, and access to customer data restricted to authorised employees on a need-to-know basis. Payment data is isolated with Stripe on PCI-compliant servers and never reaches the publisher's own systems. Inputs are shared with third-party providers, including OpenAI, LLC in the United States.
Things to keep in mind
Risks and trade-offs to weigh before adopting SellMeThisPen.
- The platform processes transcripts of real client calls, which means personal data about prospects who never agreed to the tool; no DPA, subprocessor list or retention period is published to reassure them
- The vendor's position on model training is ambiguous: the security page says OpenAI does not train on API content, while the terms say third-party providers may use your data to improve their services, subject to privacy settings that are never documented
- Reps who lean on the live assistant may stop internalising discovery questions and objection handling, outsourcing to the co-pilot the judgement the training was meant to build
- Scores and leaderboards can become an end in themselves: teams risk optimising for what the AI scorecard measures rather than for what actually persuades a buyer
- AI buyers are simulations, and confidence built against a predictable model can fail against a real prospect who behaves in ways the persona never covered
- The publisher can remove, screen or edit user content at any time without notice, and may disclose inputs and outputs to authorities where content is alleged to be unlawful
- Data residency is stated inconsistently - Canada in one paragraph, company data centres in whatever country they may be located in another - so buyers with a jurisdiction requirement cannot rely on the policy as written
Setup & Integrations
Technical difficulty
Low. Nothing is installed on a server: the platform is a web application plus a Chrome extension, and sign-in uses Google or Microsoft single sign-on, so no passwords are managed. A self-served start takes minutes with pre-built use cases, and configuration happens by chatting with the AI rather than through technical settings. CRM integrations with HubSpot and Salesforce push call summaries in one click. Larger rollouts are handled by the publisher's implementation team, typically over one to two weeks. Only two things need technical attention: an optional OpenAI key on the Pro plan, and custom integrations, which are Enterprise-only and require scoping.
Deployment
Integrations
Behind SellMeThisPen
Fundraising
Social
Resources
All the official URLs gathered for verification and reference.
Frequently asked questions
How customisable is SellMeThisPen for our own sales process?
Can the AI coach be used on real client calls, or only on roleplays?
Is this only for sales teams?
Are my sales calls recorded?
Which AI models does it use?
Is there a free trial, and is there a free plan?
Is there a mobile app?
Where is my data hosted?
Is the company SOC 2 certified?
How long does it take to set up?
Should you pick SellMeThisPen?
SellMeThisPen is a mature product in a crowded category, and its adoption signals are hard to dismiss: 1,400+ customer companies, a 4.9/5 rating on G2, High Performer awards and named customer results such as Ergeon's 700 management hours saved. Its real strength is scope. Rather than selling roleplay alone, it joins practice, one-to-one coaching, live in-call assistance and admin automation in one workspace, which is a defensible answer to teams tired of stitching four tools together.
The reservations are just as concrete. The pricing page contradicts itself on seat thresholds, only the Pro plan carries a public price, and everything above it requires a sales conversation. More seriously, contractual maturity lags product maturity: SOC 2 Type II is being prepared rather than held, no Data Processing Agreement is offered, no subprocessor list is published, no Article 27 representative is designated, and the privacy policy is visibly a generic template carrying passages about health assessment tools and prescription drug patients with no effective date. For a tool that processes transcripts of real client conversations - and therefore personal data belonging to prospects who never signed up - that combination deserves scrutiny.
Recommend it to a sales or enablement leader who wants to industrialise practice and coaching without adding headcount, and who is comfortable buying from a young Canadian publisher. European buyers with formal procurement requirements should settle the DPA, subprocessor and data residency questions before signing, because the site does not answer them today.
- Choosing a selection results in a full page refresh.
- Opens in a new window.