Sales advisor. Help a founder-led AI consultancy design its outbound pipeline (not selling)

Posted 4 days ago

Worldwide

Summary

WHAT WE DO Wide Open Tech builds AI agents that run on our clients' own data and existing systems. We embed with data and ops teams, build the agents their workflows need, then run them. Our proof is two national home-services networks where our software runs daily operations for 500+ users. WHERE WE ARE Founder-led outbound, working at small scale. I want it repeatable before I add headcount. - ICP: data and IT leaders at mid-market companies (roughly 10-500 employees). Industry-agnostic — some are franchises, but that's incidental, not a filter. - Current motion: LinkedIn, personalized video first-touch, ~40 prospects/week - Last full cycle: 38 prospects produced 5 conversations and 2 booked calls - Cold email built but not launched; ~70 qualified leads queued - I am the only seller WHAT I WANT FROM YOU A thinking partner to pressure-test and sharpen the pipeline — not to run it. 1. Review my ICP, targeting criteria, and message sequences, and tell me where they're wrong. 2. Pressure-test the buyer question: am I targeting the right level? I deliberately target directors and heads of data over VPs and CXOs, on the theory they're closest to the daily pain. Tell me whether that's smart or not, and why. 3. Design the outbound architecture — channel mix, sequencing, and what "qualified" should actually mean. 4. Define the metrics I should hold myself to, and the thresholds that say "stop and fix the copy" vs "keep going." 5. Advise on when founder-led selling should hand off, and to what role. WHAT THIS IS NOT - Not an SDR, appointment-setter, or closer role. I'm not outsourcing the selling. - Not lead-list building or data scraping. That's handled. - No agencies or teams. I want one experienced operator I talk to directly. WHO'S A FIT You've built outbound from scratch at a services or consulting business where the founder was the first seller. You've sold something consultative with a real sales cycle, not seat-based self-serve SaaS. You can tell me a targeting hypothesis was wrong and show me how you figured that out. ENGAGEMENT Starting with a paid working session to review what exists and give me your read, then ongoing advisory if it's a fit. [your rate / hours] TO APPLY — ANSWER THIS, BRIEFLY Tell me about an outbound motion you helped fix. What was broken, how did you diagnose it, and what changed? One paragraph.

  • Less than 30 hrs/week
    Hourly
  • 1-3 months
    Duration
  • Intermediate
    Experience Level
  • $80.00

    -

    $150.00

    Hourly
  • Remote Job
  • Ongoing project
    Project Type
Skills and Expertise
Mandatory skills
Sales
Customer Service
Nice-to-have skills
Sales Promotion
Phone Communication
Activity on this job
  • Proposals:10 to 15
  • Last viewed by client:yesterday
  • Interviewing:
    9
  • Invites sent:
    7
  • Unanswered invites:
    2
About the client
Member since Jun 2, 2025
  • United States
    6:56 AM
  • Tech & IT
    Small company (2-9 people)

Explore similar jobs on Upwork

Real Estate Wholesaler Cold Caller (CLOSER)Hourly‐ Renewed 3 weeks ago
Price & Quote Negotiation
Real Estate Cold Calling
Real Estate Closing
Real Estate Acquisition
Scheduling
Sales
Lead Generation

How it works

  • Post a job icon
    Create your free profile
    Highlight your skills and experience, show your portfolio, and set your ideal pay rate.
  • Talent comes to you icon
    Work the way you want
    Apply for jobs, create easy-to-by projects, or access exclusive opportunities that come to you.
  • Payment simplified icon
    Get paid securely
    From contract to payment, we help you work safely and get paid securely.
Want to get started? Create a profile

About Upwork

  • Rating is 4.9 out of 5.
    4.9/5
    (Average rating of clients by professionals)
  • G2 2021
    #1 freelance platform
  • 49,000+
    Signed contract every week
  • $2.3B
    Freelancers earned on Upwork in 2020

Find the best freelance jobs

Growing your career is as easy as creating a free profile and finding work like this that fits your skills.

Trusted by

  • Microsoft Logo
  • Airbnb Logo
  • Bissell Logo
  • GoDaddy Logo