PitchPilot learns your experience once, then writes personalised proposals for every job you apply to.
Why PitchPilot
Set up once. Generate winning proposals forever.
Upload your CV, case studies and website once. PitchPilot reads your background and pulls out the most relevant skills, results and credentials for each specific brief — so every proposal feels like it was written by someone who truly knows your work.
Unlike tools locked to Upwork, PitchPilot works for any brief from anywhere — LinkedIn, direct email, PeoplePerHour, Bark, Toptal, or a client referral. Paste any job description and get a winning proposal.
Our proposals are built on research from thousands of real winning pitches. No filler phrases, no clichés, no 'I hope this message finds you well.' Just a direct, confident proposal that gets replies.
How it works
Upload your CV, paste your website URL, add your best case studies. PitchPilot reads your background and pulls out the most relevant experience for each brief.
Found a job on Upwork, LinkedIn, or direct email? Paste the description. That's it.
In 60 seconds, PitchPilot writes a personalised, human-sounding proposal that speaks directly to that client's problem.
Getting 20 qualified leads from construction companies is achievable — I built that exact system for TradesPro, taking them from 3 leads to 28 in eight weeks using targeted LinkedIn outreach.
In the first 30 days, I'd audit your current database and deliver a go/no-go report with real conversion data.
Are you finding better traction with commercial or residential contractors right now?
The difference
Two proposals for the same job. One gets ignored. One gets a reply.
Generic AI proposal
Dear Hiring Manager,
I hope this message finds you well. As a passionate professional with extensive experience, I would love the opportunity to leverage my dynamic skill set.
I am confident I would be a great fit. I am reaching out because I believe we can synergise for maximum value-added outcomes.
Generic Freelancer
PitchPilot proposal
Getting 20 qualified leads from construction companies is achievable — I built that exact system for TradesPro, taking them from 3 leads to 28 in eight weeks using targeted LinkedIn outreach and a two-step email sequence.
In the first 30 days, I'd audit your current database, run a test campaign in your top two regions, and deliver a go/no-go report with real conversion data.
Are you finding better traction with commercial or residential contractors right now? That shapes the first week entirely.
Sarah
A fair question
ChatGPT is a generalist. PitchPilot is trained specifically on what wins freelance work — the opening lines that get read, the proof points that build trust, the closes that get replies. Generic AI produces generic proposals. Generic proposals lose.
ChatGPT forgets you the moment you close the tab. PitchPilot remembers your experience, results and voice forever. Every proposal draws from your real background — not a blank slate.
Pricing
The comparison
Try PitchPilot free — 3 proposals, no card required. See the difference in 60 seconds.