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AI Proposal Generator — Personalized for Every Prospect

  • Pulls real prospect intelligence from 100+ sources
  • Drafts personalized proposals in 30 seconds
  • Free tier with no credit card required
Search More
B2B Sales Proposal — Mid-Market SaaS Director of Sales
ProfileMatchLinkCompanyTitleEmailCountry
David ParkDavid Park
good
94%
Mid-market SaaS Director of Sales

Exact ICP for B2B sales enablement and proposal-velocity proposals.

Q4 quota pressure signal

Public LinkedIn post about Q4 planning indicates urgency for revenue tooling.

  • linkedin icon
FlowMetricsDirector of SalesemailCheckUS iconUS
Olivia TanOlivia Tan
good
91%
Agency founder buyer

Decision-maker for tooling, freelance partnerships, and white-label services.

Series A SaaS portfolio

Northwind specializes in Series A SaaS — strong vertical context for personalized pitches.

  • linkedin icon
Northwind StudioFounderemailCheckUS iconUS
Rahul MehtaRahul Mehta
good
93%
Series B fintech CRO

Recent $15M Series B signals budget for sales infrastructure spend.

Hiring 10 AEs in EMEA

Active LinkedIn job posts for AEs across the UK and DACH region.

  • linkedin icon
PayLinkCROemailCheckUK
Megan FosterMegan Foster
good
88%
DTC brand scaling internationally

Public expansion to UK and AU markets creates demand for retainer marketing services.

Buyer for agency retainers

Megan is named decision-maker for marketing service vendors per LinkedIn.

  • linkedin icon
Cedar & CoHead of OperationsemailCheckUS iconUS
Lucas BeckerLucas Becker
good
86%
Revenue consulting buyer

Sources freelance and partner proposals for client engagements monthly.

Series A-C SaaS focus

Tight ICP overlap with Lessie target users — ideal proposal personalization scenario.

  • linkedin icon
Hammer & AnvilCo-founderemailCheckDE iconDE
David Park
David Park
FlowMetrics

Director of Sales at FlowMetrics, a mid-market SaaS analytics platform serving e-commerce operators. David is the buyer for outbound sales tooling and consulting that can help his 12-person AE team hit Q4 quota.

Chicago, IL, US
linkedin icon
Director of Sales
Check it

The Only AI Proposal Generator That Actually Knows Your Prospect

Most proposal tools start from a blank template. Lessie starts from your prospect's company, role, hiring signals, and recent moves — then writes a proposal that speaks directly to them.

🧠
Prospect-Aware AI

Every proposal opens with insights pulled from the prospect's company news, funding, hiring, and tech stack — not generic intro paragraphs.

  • Pulls real-time prospect intelligence from 100+ sources
  • References specific company milestones and pain points
  • Adapts tone to seniority (VP vs Director vs Founder)
📝
Industry-Specific Templates

Pre-tuned proposal frameworks for SaaS, agencies, freelance services, consulting, and B2B services — with industry-specific objection handling baked in.

  • 20+ proposal frameworks across B2B verticals
  • Built-in case studies and social proof slots
  • Pricing structure suggestions per industry norm
Speed & Scale

Go from prospect name to ready-to-send proposal in 30 seconds. Run dozens in parallel for high-volume outbound or freelance pitching.

  • 30 seconds from prospect lookup to first draft
  • Batch-generate proposals for entire lead lists
  • Edit, refine, and export to PDF or Google Docs
🎁
Free to Start

Generate your first proposals on the free tier. No credit card. No 14-day countdown. Upgrade only when you scale beyond personal use.

  • Free tier — no credit card required
  • Unlimited drafts during evaluation
  • Transparent pay-as-you-grow pricing
30 sec
Per personalized proposal
3x
Close rate vs generic templates
100+
Prospect data sources
Free
No credit card required

Lessie vs Proposify vs Grammarly AI

Most tools either build pretty templates or polish your grammar. Lessie writes the proposal itself, grounded in real prospect intelligence.

CapabilityLessie AIProposifyGrammarly AI
Personalization from prospect dataAuto-pulls prospect intel from 100+ sourcesManual variable fields onlyNo prospect awareness
Time to first draft30 seconds end-to-end30+ minutes per templateYou still write it yourself
Free tierFree, no credit card14-day trial onlyFree tier (grammar only)

Built for Anyone Who Sends B2B Proposals

From solo freelancers to enterprise sales teams — anyone who needs to send a personalized proposal in less time than it takes to grab coffee.

💼
Freelancers

Pitch design, dev, marketing, or consulting work without spending an hour on every proposal. Win more clients per outbound hour.

"Freelance brand design proposal for a Series A SaaS founder"
FreelanceSoloHigh-velocity
🏢
Agencies

Generate first-draft proposals for every inbound and outbound lead, then have AEs refine instead of starting from scratch.

"Marketing agency retainer proposal for a Shopify DTC brand"
AgencyRetainerVolume
🚀
B2B Sales Reps

Send a tailored proposal within hours of a discovery call — instead of waiting two days for marketing to deck-ify it.

"Mid-market SaaS proposal for a Director of Sales scaling SDR team"
B2B SaaSMid-marketOutbound
👨‍💼
Consultants

Turn a 30-minute scoping call into a polished SOW that references the client's exact business context and KPIs.

"Strategy consulting SOW for a CRO scaling EMEA market entry"
ConsultingSOWScoping

Pulls Prospect Intelligence from Where Buyers Actually Show Up

We don't ask you to fill in 20 form fields. The agent searches 100+ sources to gather the context that makes a proposal feel handwritten.

LinkedIn

Job titles, hiring posts, and company headcount signals.

Crunchbase

Funding rounds, founders, and company milestones.

G2

B2B software reviews and stack signals.

Capterra

Software category benchmarks and competitor positioning.

Twitter/X

Founder voice, recent posts, and public priorities.

GitHub

Engineering footprint and tech stack signals.

ProductHunt

Launches, traction, and momentum signals.

AngelList

Startup stage, hiring, and investor signals.

Explore Our Solutions

AI-powered solutions for every business need
🌟
Find Influencer

Discover and connect with influencers across YouTube, TikTok, Instagram, and more using AI-powered search.

🎯
Find Customer

Generate qualified B2B leads with AI — find decision-makers, verify contacts, and automate outreach.

💰
Find Investor

Scout investors that match your startup — search VCs, angels, and funds by stage, sector, and geography.

💼
Recruiting

Find top talent across LinkedIn, GitHub, and more — AI-powered candidate sourcing and outreach.

🤝
Find Partner

Identify and connect with strategic partners — co-marketing, integrations, and business development.

🏅
Find Coach

Find the right coach for your needs — business, career, executive, and life coaches matched by AI.

🚚
Find Distributor

Discover wholesale, food, and industry distributors — verify contacts and build partnerships with AI.

🚀
Find Early Adopters

Find your first 100 ideal users — AI searches 50,000+ recently funded startups and their decision-makers in 30 seconds.

🌟
Find Influencers

AI influencer marketing platform — find creators across TikTok, Instagram, YouTube & LinkedIn with verified contacts.

🌎
Find Local Influencers

Find influencers by city and region — search creators in NYC, Miami, Chicago, or any location with verified contacts.

🏢
Find Property Leads

AI-powered real estate platform — find property leads, verify contacts, and run personalized email campaigns.

🔎
AI People Search

AI people search across LinkedIn, X, GitHub, and Crunchbase — find anyone, anywhere, with verified contact data.

🔍
B2B Market Research

AI-powered B2B market intelligence, competitor mapping, and ICP research in minutes.

📝
LinkedIn Resume Builder

AI-tailored LinkedIn resumes — ATS-optimized, industry templates, free downloads.

📊
B2B Data

Real-time, verified B2B data — firmographics, contacts, intent signals across 100+ sources.

🔍
B2B Lead Finder

AI-powered B2B lead finder — verified contacts across 100+ live sources in 2 minutes.

📝
AI Proposal Generator

AI-powered B2B proposal generator — personalized with real prospect intelligence in 30 seconds.

🛡
Background Check for Business

Verify B2B vendors, partners, and suppliers — public-source-only, real-time, no FCRA consumer data.

👤
LinkedIn Profile Optimizer

AI-powered LinkedIn profile audit and rewrite — benchmarked against top performers in your role.

···and more use cases coming soon

FAQ

Get answers to common questions about Lessie AI.

What is an AI proposal generator?

An AI proposal generator is a tool that automatically drafts B2B sales or service proposals using artificial intelligence. Lessie's AI proposal generator goes a step further by combining proposal writing with real prospect intelligence — it researches the buyer's company, role, hiring signals, and recent activity, then writes a proposal personalized to that exact context in about 30 seconds.

How does Lessie personalize each proposal?

Once you give Lessie the prospect's name and company, the AI agent searches over 100 data sources — including LinkedIn, Crunchbase, G2, Capterra, Twitter/X, GitHub, ProductHunt, and AngelList — to gather signals like recent funding, hiring posts, leadership changes, tech stack, and public priorities. It then weaves those specific details into the opening, value proposition, and pricing sections so the proposal reads like you spent hours researching the buyer.

How is Lessie different from Proposify?

Proposify is a proposal design and tracking platform — it helps you build pretty templates and see when a buyer opens your PDF, but you still write the content yourself. Lessie is the opposite: we focus on writing the proposal content for you, grounded in real prospect intelligence. Many teams use both: Lessie to draft, Proposify (or Google Docs, PandaDoc, etc.) to design and send.

Is my prospect and proposal data private?

Yes. Your prospects, proposals, and edits are stored in your private workspace and are never used to train shared AI models. We only query public data sources to gather prospect intelligence, and the proposal content you generate stays inside your account.

What proposal templates and frameworks are available?

Lessie includes 20+ proposal frameworks tuned for B2B SaaS sales, agency retainers, freelance services, consulting SOWs, and product pitches. Each framework has built-in slots for case studies, pricing structures, and objection handling that match industry norms — and the AI adapts tone based on the buyer's seniority (Founder vs VP vs Director).

How much does it cost?

Lessie has a free tier — no credit card required — that lets you generate proposals during evaluation. Paid plans scale based on usage volume and team seats, with transparent pay-as-you-grow pricing. You only upgrade when you outgrow free use, and there is no 14-day countdown forcing the decision.

Generate Personalized Proposals Free