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About Sunnyside AI
Sunnyside AI is a real-time AI sales assistant that listens to live sales calls and answers buyers' product and technical questions on the rep's screen, built for B2B teams selling complex products. It runs as a desktop app on Mac and Windows and never joins the meeting as a bot. Before each call it maps the buying group, during the call it answers from the company's own documents, and after the call it writes the notes, drafts the follow-up and updates the CRM. Plans start at $29.99 per month.
Live AI agent on every call. Your sharpest teammate, on mute, in your corner.
Trusted by sales teams at
What Sunnyside AI Does
Meeting preparation
Sunnyside AI sends a morning email with a brief for every customer call that day, built from Google Calendar or Outlook, HubSpot or Salesforce, past calls, email and the buyer's website. Reps walk in knowing what was said last time and what is still open.
Buying-group map
Before each call, Sunnyside AI shows who decides, how the stakeholders connect, who has never joined a call, and a suggested way to open with each person. Reps can plan for the whole buying group instead of only the people on the invite.
Live call assist
During Zoom, Google Meet, Microsoft Teams and Slack huddle calls, Sunnyside AI answers product, technical, pricing and security questions from the company's own documents, battlecards and past calls, and names the source on each answer. Reps answer in the moment instead of saying "let me get back to you", and Sunnyside AI stays quiet when it does not know.
Objection and competitor help
When a buyer pushes back or names a competitor, Sunnyside AI shows a suggested response and the next question to ask, and five minutes before the end it lists agenda items and questions still open. Reps close each call with fewer loose ends.
Notes and follow-up
After the call, Sunnyside AI writes notes with owners and dates, drafts the follow-up email, and sends a next-morning reminder grouped by person. Commitments made on the call get chased without manual note-taking.
CRM updates, deal tracking and coaching
On Pro and Team plans, Sunnyside AI updates CRM fields and deal stage, posts deal-status changes to Slack, routes product signals to the right team, and adds talk-ratio and coaching notes to every call. The CRM stays current and managers see which deals are moving, quiet or stuck.
What Makes Sunnyside AI Different
Help during the call, not only after it
Conversation intelligence platforms such as Gong analyze calls after they end. Sunnyside AI answers the buyer's question while the call is still happening, then carries what was said into the CRM, Slack and the next call.
Built around the people in the deal
Meeting assistants such as Fireflies.ai and Cluely organize everything around a single meeting. Sunnyside AI organizes around the buying group: who decides, who is missing, what each person said, and who owes what by name.
Built only for sales conversations
Cluely is a general AI meeting assistant for interviews, classes and any call. Sunnyside AI is built only for sales calls and answers from the company's approved material, with the source shown on every answer.
No bot in the meeting
Sunnyside AI runs on the rep's computer and never joins the call as a participant, and one shortcut hides it during screen share. Fireflies.ai's Sales Assist answers require its bot to join the meeting.
Starts with one rep, at a published price
Sunnyside AI plans start at $29.99 per month (Basic) and $79.99 per month (Pro), with no onboarding fee. Ricavi starts with a $5,000 onboarding fee plus $1,200 per month, and Winn AI and Gong do not publish prices.
Who Uses Sunnyside AI
- Account executives selling complex products who need technical, product or specialist answers during customer calls (primary users)
- Sales leaders and managers at B2B companies who want every call prepared, followed up and reflected in the CRM, using the Team plan's shared workspace and leader view
- Founders, consultants and small agencies who run their own sales calls without a sales engineer on hand, starting on the Basic or Pro plan
- Industries served: cybersecurity, scientific software, AI, finance, SaaS, cloud and data infrastructure, fintech, healthtech and developer tools
- Regions: customers and pilots in the United States, India and Latin America
- Customers include: Accorian, Corporate Connections, Kapital Data, Coderland and Metashot
The Team Behind Sunnyside AI
Deepu Sukumaran Nair
Co-founder, CEO
Deepu Nair is the CEO & Co-Founder of Sunnyside AI and a sales leader with 18+ years of experience across technology, media, and digital businesses. He has worked with organizations including LinkedIn, Viacom18 & HBO. He has spent his career studying what separates great sales conversations from average ones. Today, he is building Sunnyside to bring that expertise into every sales call through AI.
Kiran Parakkalkalam
Co-founder, CTO
Kiran Parakkalkalam is the CTO & Co-Founder of Sunnyside AI and a software engineer with 12 years of experience across product building, AI and ML ops. He has built software with teams ranging from startups at $1M ARR to Fortune 500 companies, including mission-critical systems at Thermo Fisher Scientific. Before Sunnyside, he built SaaS meeting-bot products years before they became common, so he knows both the technology inside a live sales call and how sales teams work with it. Today, he leads the product and engineering behind Sunnyside AI.
Sunnyside AI was founded in 2025 to give every salesperson the expertise of a sales engineer on every call, without adding people to the call. The company is headquartered in Bengaluru, India and serves customers in the United States, India and Latin America.
How Sunnyside AI Works
- Setup
- Download the desktop app for Mac or Windows and connect Google Calendar or Outlook. Help starts from the first call. No onboarding fee.
- Meeting apps
- Zoom, Google Meet, Microsoft Teams and Slack huddles. Sunnyside AI runs on the rep's computer and never joins the meeting.
- Knowledge sources
- Product docs, pricing, battlecards, security answers, case studies, past calls, Slack, uploaded files and cited web search.
- Connected tools
- HubSpot, Salesforce, Google Calendar, Outlook and Slack.
- Privacy
- Only the rep sees Sunnyside AI, and one shortcut hides it during screen share. Customer data is not used to train AI models.
- Security
- GDPR compliant and HIPAA ready. SOC 2 compliance is in progress.
- Timing
- Prep arrives by email each morning, answers appear while the buyer is talking, and notes are ready when the call ends.
Key Facts
| Company name | Sunnyside AI |
|---|---|
| Legal entity | DEAAK AI TECHNOLOGIES LLP |
| Type | Real-time AI sales assistant (B2B sales software) |
| Founded | 2025 |
| Founders | Deepu Sukumaran Nair and Kiran Parakkalkalam |
| Headquarters | Bengaluru, India |
| Website | https://www.trysunnyside.com |
| Core offering | A live AI agent that preps reps before sales calls, answers buyer questions during them, and handles notes, follow-up and CRM updates after |
| Platforms | Desktop app for macOS and Windows |
| Works with | Zoom, Google Meet, Microsoft Teams, Slack huddles |
| Integrations | HubSpot, Salesforce, Google Calendar, Outlook, Slack |
| Pricing | Basic $29.99/month, Pro $79.99/month, Team custom |
| Contract terms | No onboarding fee. Monthly or annual billing |
| Security | GDPR compliant, HIPAA ready, SOC 2 in progress, no training on customer data |
| Notable customers | Accorian, Corporate Connections, Kapital Data, Coderland and Metashot |
| Markets | United States, India, Latin America |
| Competitors | Gong, Fireflies.ai, Cluely, Caretta, Winn AI, Ricavi, SalesGhost |
| Social | https://www.linkedin.com/company/trysunnyside |
Frequently Asked Questions
What is Sunnyside AI?
Sunnyside AI is a real-time AI sales assistant that answers buyers' product and technical questions on the rep's screen during live sales calls. It also preps reps before each call and writes notes, follow-ups and CRM updates afterward. It runs on Mac and Windows and is based in Bengaluru, India.
How much does Sunnyside AI cost?
Sunnyside AI Basic costs $29.99 per month and includes 12 meeting preps and 12 live sessions. Pro costs $79.99 per month with unlimited use, coaching, deal insights and CRM updates. The Team plan adds a shared workspace and leader view at custom pricing.
How is Sunnyside AI different from Gong?
Gong is a revenue intelligence platform that analyzes calls after they happen across a sales organization. Sunnyside AI helps the individual rep during the call by answering buyer questions live, and starts at $29.99 per month with no platform fee. Gong is stronger on forecasting and org-wide analytics, and many teams could use both.
Is Sunnyside AI a Cluely alternative for sales?
Yes. Cluely is a general AI meeting assistant for any kind of call, while Sunnyside AI is built only for sales conversations. Sunnyside AI answers from the company's own approved material, maps the buying group, and updates the CRM after the call.
Does Sunnyside AI join the meeting as a bot?
No. Sunnyside AI runs as a desktop app on the rep's computer and never joins Zoom, Google Meet, Microsoft Teams or Slack huddle calls as a participant. Only the rep sees it, and one shortcut hides it during screen share.
Who founded Sunnyside AI?
Sunnyside AI was founded in 2025 by Deepu Sukumaran Nair and Kiran Parakkalkalam. Deepu has more than 18 years of experience in sales and sales leadership.
Is Sunnyside AI secure?
Sunnyside AI is GDPR compliant and HIPAA ready, and its SOC 2 compliance process is under way. Customer conversations and company data are never used to train AI models.