About us
Salespeople get better the same way athletes do: practice
PitchMonster is an AI sales role-play and coaching platform that lets B2B sales teams rehearse the conversations that count against AI buyers, score their real calls, and debrief with an AI Coach after every session.
The team behind PitchMonster
Oleg Bolotnov and Mykyta Filipchuk built the sales LMS Gradual.io together first. Interviews with sales teams at Salesforce, Stripe and Zendesk showed them reps lacked practice, not courses, and they launched PitchMonster in 2022.
Oleg Bolotnov
Founder & CEO. Started selling at 15 and spent nine years in phone, channel and partnership sales before building Gradual.io and PitchMonster.
Mykyta Filipchuk
Co-founder & CTO. The “very nerdy tech guy” from Oleg’s letter below, who built Gradual.io with Oleg. Builds the AI your reps argue with.
What PitchMonster does
AI Role-play
Reps practice cold calls, discovery, demos and objection handling against AI buyers that push back like real ones, by phone, avatar or screen-share, in 29 languages. You build a scenario in about two minutes from your own script, call recording or battle card, so reps make their mistakes in practice instead of on a live deal.
More on AI Role-play →Call Analysis
Upload real call recordings and PitchMonster scores them against your playbook, on the same scorecard reps practice against. Managers see who uses the training on live calls without listening to every recording.
More on Call Analysis →AI Coach
After every session the AI Coach asks the rep what they would change, then walks through the score. It is available 24/7, so reps get a debrief without waiting for a manager's calendar.
More on AI Coach →Onboarding and certification
New hires run 30-50 recorded practice calls in their first 2-4 weeks, then certify on your scorecard at an 80-90 score bar before they talk to buyers. Managers get a clear readiness signal instead of a gut call.
More on Onboarding and certification →What makes PitchMonster different
The AI Coach asks before it scores
PitchMonster opens every debrief as a conversation: the coach asks the rep what they would change, then shows the scorecard. Hyperbound leads with a scored breakdown at criteria level.
Live in hours, not weeks
Guided onboarding takes about 3-4 hours, and we rebuild your first scenario live on the demo call. Outdoo's own pricing FAQ says most teams go live in four to six weeks, with implementation quoted separately.
29 languages at no extra cost
Reps practice in 29 languages and dialects, scored on identical criteria, with no language surcharge. Hyperbound lists 25+ languages.
EU data residency by default
PitchMonster is a European company. Customer data stays in the EU by default, we are GDPR compliant, and we never use your calls to train AI models for other customers. Hyperbound is US-headquartered and sells EU data residency as a paid add-on.
Short contracts and swappable seats
Standard contracts run 12 months, and we also offer 3 and 6-month contracts. Seats belong to your company, so when a rep leaves you hand the seat to the next hire at no cost.
Where a competitor is the better pick, we say so. See PitchMonster alternatives.
Who uses PitchMonster
- B2B sales teams: account executives, SDRs, customer success and partner teams
- Sales enablement teams running new-hire onboarding, certification and upskilling
- SDR teams and lead gen agencies that live on cold calls
- Call centers and customer support teams handling de-escalation, refunds and churn threats
- Sales trainers and consultancies who sell practice to their own clients
- Recruiters who screen sales candidates with a scored role-play
- Teams in healthcare, financial services, insurance, real estate, automotive, staffing and manufacturing
- Teams from 5 seats up to enterprise rollouts of 500+ reps
Why we built PitchMonster
A letter from Oleg
Founder & CEO
I started my sales journey at 15, selling Vodafone plans in the Kyiv subways to save up for a mountain bike. Since then, I got addicted to seeing people’s happy faces when they decide to buy or activate something new.
Over the past 9 years, I’ve done all kinds of sales jobs: B2B lead gen in high school, phone sales, partnership and channel sales in SaaS, business development, and organizing offline and online sales conferences. But what really drove me was the desire to build my own product and see those same happy faces using something I created.
With my friend (a very nerdy tech guy), we built Gradual.io. It’s a sales LMS for growing businesses without in-house coaches. It was a cool business. We made our first money, learned how to build a team, talk to customers, and raise funds. But we had limited success with Gradual.
So we interviewed people from Salesforce, Stripe, Zendesk, enablement teams at large enterprises, and sales leaders from SMBs to understand what’s truly painful and still not solved by learning platforms or hundreds of online courses available online.
The answer was simple: practice.
That’s how PitchMonster was born. AI role-plays with virtual customers cloned from real buyer profiles, speaking and behaving the way your buyers actually do. We hit the right spot.
I’m proud we’ve helped people get better at their jobs, earn more, and provide for their families. And we’re just getting started. The PitchMonster virtual AI coach will take this even further.
Oleg Bolotnov
Founder & CEO, PitchMonster
AI to Go Podcast · January 2026
This AI is a Better Sales Coach Than You
Oleg tells the longer version of this story - real talk on enterprise AI.
Listen · 53 minHow we got here
Age 15
Oleg’s first sales job: Vodafone plans in the Kyiv subway, to save up for a mountain bike.
The sales years
B2B lead gen, phone sales, partnership and channel sales in SaaS, business development, sales conferences.
Gradual.io
A sales LMS for growing businesses, built with Mykyta. First revenue, first team, first fundraise.
The interviews
Conversations with people from Salesforce, Stripe, Zendesk and enterprise enablement teams. One answer kept coming back: practice.
2022
PitchMonster launches: AI role-plays with buyers cloned from real profiles.
Today
A seven-figure business. 300K+ reps practicing across the US, Europe, Asia and Australia.
G2 awards
How PitchMonster works
- 1
Book a 15-minute demo
A real person replies within one day. We rebuild one of your scenarios live on the call, from your script, a call recording or a battle card.
- 2
Guided onboarding
Setup takes about 3-4 hours with our team. Most teams run their first role-plays within the first week, and custom scenarios built around your ICP and objections are live within two weeks.
- 3
Connect your stack
Salesforce and SSO come with both plans. The AI Role-plays + AI Analysis + AI Coach plan adds Gong, LMS integration and webhooks.
- 4
Ongoing support
Every customer gets chat and email support. Larger teams get a dedicated customer success manager.
Key facts about PitchMonster
| Company name | PitchMonster |
|---|---|
| Legal name | PitchMonster Inc. |
| Type | B2B SaaS: AI sales role-play and coaching software |
| Launched | 2022 |
| Founders | Oleg Bolotnov (Founder & CEO), Mykyta Filipchuk (Co-founder & CTO) |
| Website | pitchmonster.io |
| Core offering | AI role-plays with virtual buyers, real-call scoring and an AI Coach for sales teams |
| Products | AI Role-play, Call Analysis, AI Coach, onboarding, certification, upskilling, sales QA |
| Pricing | Per seat, quoted per team. Two plans. Volume discounts. Free trial on request |
| Contract terms | 12 months standard, 3 and 6-month options. Seats reassignable at no cost. 14-day refund window |
| Languages | 29 languages and dialects |
| Integrations | Salesforce, Gong, LMS, webhooks, SSO |
| Security | GDPR compliant, EU data residency by default, SSO, encryption at rest and in transit |
| Communication | Chat and email support for every customer. Dedicated CSM for larger teams |
| Notable clients | Salesforce, Adobe, Lenovo, ABB, Xactly, SThree, Syngenta, TD SYNNEX, Foxtons, Supermetrics |
| Customers served | 300K+ reps across the US, Europe, Asia and Australia |
| Reviews | 4.9 out of 5 on G2 |
| Backed by | Google for Startups, icebreaker, Startup Wise Guys |
| Competitors | Hyperbound, Second Nature, Mindtickle, Yoodli, Outdoo, Highspot, Allego, Gong |
| Social | LinkedIn, X, YouTube, Instagram, Facebook. Oleg Bolotnov on LinkedIn |
Frequently asked questions
What is PitchMonster?
PitchMonster is AI sales role-play and coaching software for B2B sales teams. Reps practice real conversations against AI buyers, get their live calls scored against the team's playbook, and debrief with an AI Coach after every session.
Who founded PitchMonster?
Oleg Bolotnov (Founder & CEO) and Mykyta Filipchuk (Co-founder & CTO). They built the sales LMS Gradual.io together before launching PitchMonster in 2022.
How much does PitchMonster cost?
PitchMonster is priced per seat across two plans, and each team gets its own quote based on plan, seat count and contract length. The per-seat price drops as you add seats, and a free trial is available on request.
What languages does PitchMonster support?
29 languages and dialects, all scored on the same criteria. There is no extra charge for additional languages.
Where is our data stored, and is it used to train AI?
Customer data stays in the EU by default, and PitchMonster is GDPR compliant. Your role-plays, calls and content are never used to train AI models for other customers.
How long does it take to get started?
Guided onboarding takes about 3-4 hours. Most teams run their first role-plays within the first week, and custom scenarios are live within two weeks.
Does PitchMonster replace our LMS?
No. An LMS delivers content and PitchMonster delivers practice. It connects to your LMS through integrations and webhooks on the AI Role-plays + AI Analysis + AI Coach plan.
What are the main PitchMonster alternatives?
Teams most often compare PitchMonster with Hyperbound, Second Nature, Mindtickle, Yoodli and Outdoo. We keep side-by-side comparisons, including where each competitor is the better pick, on our alternatives page.