Built for people who can't afford to miss what matters
Whether you're scaling a startup, managing a portfolio, or running a team — Pepper handles email, calendar, meetings, tasks, relationships, and proactive intelligence so you can focus on what only you can do.
The average executive spends 60–90 minutes daily just on email. Pepper replaces that with a 2-minute briefing.
Startup Founders
How Pepper helps:
VIP classification ensures investor and customer emails always surface first
Meeting prep surfaces investor background and key discussion points before every call
Automatic task extraction from meetings ensures nothing falls through the cracks
Calendar blocking protects deep work time from meeting creep
Briefings batch your communication into focused check-ins instead of constant interruption
Recommended tier:
Executive Assistant ($99/mo founding rate)
The pain points:
Critical emails buried in noise
Your Series A lead's follow-up is sandwiched between 40 newsletters. Miss it for 48 hours and the relationship cools.
Calendar eaten alive by meetings
Back-to-back meetings with no uninterrupted time for product, fundraising strategy, or deep work. Your calendar runs you instead of the reverse.
No EA budget in early stages
You need executive support but you're pre-Series B. A human EA costs $5,000/month you don't have.
The pain points:
Portfolio company updates get lost
Monthly updates from 40 companies = 40 emails that need careful reading, buried in a sea of pitch decks and meeting requests.
Your network is locked in your head
Who invests in seed-stage healthcare? Which founders have marketplace experience? Who did you intro to whom? It's all stored in memory, and memory fails.
Meeting prep is manual and incomplete
Before every board meeting, you're digging through email threads for 20 minutes to remember commitments, introductions, and last touchpoints.
Investors & VCs
How Pepper helps:
Smart triage separates portfolio updates from cold pitches automatically
Relationship intelligence enables natural language network searches ("Who invests in seed-stage healthcare?")
Relationship health monitoring tracks introduction status, commitment follow-through, and portfolio performance across your network
Meeting prep surfaces the full context — commitments, open items, recent touchpoints with each founder
Recommended tier:
Chief of Staff ($299/mo founding rate)
Corporate Executives
How Pepper helps:
24/7 meeting prep delivers relationship context and decision points for every calendar entry
Focus time protection blocks your calendar against meeting creep and ensures uninterrupted thinking time
Commitment tracking ensures no direct report feels ignored and all promises get follow-through
Voice matching means drafts sound like you from day one — less rewriting
Recommended tier:
Senior EA ($199/mo founding rate)
The pain points:
25 meetings a week with no context between them
You walk from one meeting to the next with no time to read notes or prepare. Each meeting starts with 10 minutes of catch-up context instead of moving straight to decisions.
Focus time constantly eroded by meeting creep
You block three hours for strategy, but back-to-back meeting requests chip it down to 45 minutes. Deep work happens only before 7am.
Approvals and compliance slow decision-making
In a corporate environment, the approval chain means draft emails and decisions sit for hours waiting for your sign-off.
Every user gets
Regardless of your role, Pepper works the same way.
2-minute briefings
Covering email, calendar, meetings, tasks, and relationships
Zero surprise sends
Every email has a safety countdown
Style that's actually yours
Voice matching that adapts per recipient
Trust you control
Promote and demote with one click
Which one sounds like you?
Start with full EA capabilities for 14 days. No credit card.
14-day EA trial included — experience every feature before choosing your tier