High-Ticket B2B Outbound Strategist (System Architect, Not Appointment Setter)

UpworkGBNot specifiedexpertScore: 38
SalesLead GenerationOutbound Sales
We are looking for a Top Rated Plus outbound strategist to help us design a high-level, authority-led outbound system. We run a high-ticket B2B service (£2k–£5k/month) serving recruitment business owners and executive search leaders. Our buyers are sophisticated: - Agency founders - 500k–1M+ billers - Executive search partners - 5–20 headcount recruitment firms They are hit with outbound daily. Generic messaging does not work. We need someone who can architect a system — not just send messages. The Outcome We Want In 30–45 days, we want: - A clearly defined ICP segmentation framework - 2–3 positioning angles tested - A multi-touch outbound sequence (LinkedIn + email) - Messaging aligned to high-ticket buyers - Pipeline tracking structure - Clear weekly review system - A repeatable outbound playbook We care about: - Qualified conversations - Strategic positioning - Conversion to booked calls We do NOT care about: - Open rates - Vanity reply rates - Volume metrics You Are A Strong Fit If: - You are Top Rated Plus - You have earned $50k+ on Upwork - You have experience selling or building outbound for high-ticket B2B services - You have worked with founders, agencies, consultants, or operators - You think in systems, not tactics - You understand authority-led outbound - You prioritise message-market fit over volume Bonus if you: - Have built outbound systems for agencies - Understand founder psychology - Can challenge positioning, not just execute You Are NOT A Fit If: - You run bulk cold email campaigns - You focus heavily on automation tools - You guarantee meetings booked - You sell “100 meetings per month” packages - You are primarily an appointment setter How We Work We already have: - A niche market - A podcast and authority assets - Strong positioning in our space - Case studies We need an expert who can help us design the outbound architecture properly. This will likely start as a consulting + system build project, with potential for ongoing collaboration. When You Apply Please answer: What high-ticket B2B services have you built outbound systems for? What does a strong 30-day outbound system look like in your view? What is your philosophy on volume vs precision? Share one example of improving outbound conversion through positioning changes (not automation tweaks). Generic proposals will be ignored. We are looking for a long-term strategic partner, not a freelancer to “send messages.”
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