Executive Summary

Freelancers and solo consultants—an estimated 12 million professional solopreneurs—regularly lose time and revenue because writing persuasive proposals and setting the right price are manual, inconsistent tasks; many lack easy benchmarking or a repeatable template to convert leads into paid work. This pain shows up as hours spent per bid, missed opportunities, and pricing decisions made without data. You could build an AI-assisted proposal and pricing tool that generates tailored proposal drafts, recommends prices based on anonymized market benchmarks and client signals, and packages repeatable service templates so users can respond faster and more consistently. The product would combine generative text for proposals, a pricing engine that learns from wins/losses, and integrations with invoicing/payment systems to close the loop. The market looks attractive now: a $3.6B addressable market (12M freelancers × $300 ACV), continued freelance workforce growth, and recent generative-AI quality improvements that make automated drafting and personalized pricing credible and defensible. To stand out, focus on a pricing benchmark built from aggregated anonymized data and a closed-loop learning system that improves recommendations from real outcomes, plus strong privacy and explainability. Be realistic about challenges—data sparsity, trust in AI pricing, and competition from established proposal/invoicing tools—but network effects on outcome data and tight integrations can create a meaningful moat.

Market Opportunity

AI-assisted proposal & pricing tool for freelancers to win more bids targets a $3.6B = 12M professional freelance solopreneurs × $300 ACV total addressable market with medium saturation and a year-over-year growth rate of 15% YoY — freelance economy growth and SaaS adoption growth (sources: Upwork reports, SaaS market growth).

Key trends driving demand: Freelance economy expansion — more professionals are choosing freelance work and need business tools to scale, creating a consistent demand for billing and proposal software.; Generative AI improvements — higher-quality LLM outputs make automated proposal drafting and personalized pricing suggestions credible and usable.; Shift to productized services — freelancers package work into repeatable offerings, increasing demand for templated proposals and price benchmarking.; API-driven integrations — ubiquitous payment and invoicing APIs make end-to-end proposal-to-payment flows feasible with minimal engineering..

Key competitors include Bonsai, Proposify, Better Proposals, And.co (Fiverr Workspace).

Sign in to access

AI-assisted proposal & pricing tool for freelancers to win more bids

Executive Summary

Market Validation

Market Opportunity

More in Sales Tech

Replace multiple business apps with one AI-driven CRM + automation platform

Missed enquiries cost trades — automate lead-to-booking & paid invoices

Solo sellers losing deals from missed follow-ups — lightweight pipeline + reminders

Stop missed WhatsApp leads — AI auto-replies + unified lead CRM (inbox→pipeline)

Managing leads, estimates and payments for window-cleaning SMBs

Stop manual follow-ups and unify customer data with AI-driven automation