Senior Lead Generation - Sales Navigator - C suite

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TYPE OF WORK

Gig

SALARY

N/A

HOURS PER WEEK

30

DATE UPDATED

Aug 1, 2026

JOB OVERVIEW

Senior Lead Generation Specialist — Executive Career Coaching (Remote, US Hours)
Company: MissFit Coaching
Location: Remote, Philippines
Type: Full-time independent contractor
Hours: US Central Time overlap, at least 4 hours daily
Pay: week base + weekly commission, paid weekly in USD via Wise


Read this first
This is not a bulk outbound role. This is not a script-and-blast appointment setter role. This is not a cold-call-until-you-hit-quota role.

This is a senior seat. We work with executives — VPs, SVPs, and C-suite leaders quietly navigating a career transition. Our prospects are people who don't respond to spam, don't fill out forms, and don't tolerate templated outreach. If you win them, it's because you thought harder, wrote better, and listened more carefully than the last five recruiters who tried.

This role is weighted toward results. The base pays for the seat. The commission pays for the outcome. If you close, you win. If you close consistently, you win big.

If that sounds like the role you have been waiting for, keep reading.

About MissFit Coaching
MissFit Coaching is a boutique executive career advisory firm based in the Chicago area, United States. We work with mid-career, white-collar leaders who refuse to run a generic job search. We are AI-native, signal-driven, and unapologetically high-touch. We do not spray. We do not spam. We do not send InMails. We start conversations that matter, with people who matter, at the ---------- nt it matters most.

The role
You will find, engage, and nurture senior executives who are quietly looking for their next role — and hand them off to our founder as qualified consult appointments.

What you will own:

Prospect identification. Build and refine target lists in LinkedIn Sales Navigator and Apollo against a tight ICP: Directors, Senior Directors, VPs, SVPs, EVPs, Heads of, CFOs, CMOs, CIOs, and CISOs. Age 40+. $150K+ total compensation. For-profit commercial sectors. No CEOs. No founders.

Signal-based targeting. Prioritize prospects at companies with repeated layoffs, restructuring, leadership churn, or funding events. Deprioritize anyone who changed roles in the last 90 days.

Reading the "Open" flag correctly. We do NOT target prospects displaying the public "Open to Work" green banner — those are the loud ones, and they are not our client. We DO watch for the private "Open to opportunities" flag that LinkedIn shows only to recruiters and Sales Navigator users. Those are our people: quietly signaling, publicly composed, ready for the right conversation but not shouting for it.

First-touch outreach. Write messages that read like a human being wrote to one person. Short. Specific. Warm. Never salesy. Never templated. Never InMail.

Multi-touch nurture. Own the conversation across weeks and sometimes months. Track every reply, read every signal, and re-engage at the right ---------- nt with the right message. Leads are people in a hard season — treat them that way.

CRM and pipeline hygiene. Keep Apollo, Sales Navigator saved searches, and internal trackers clean, current, and audit-ready.

Consult handoffs. Hand off qualified, ICP-aligned prospects to the founder with context, tone notes, and your emotional read already prepared.

Signal reporting. Contribute to our weekly Outbound Lead Generation Targets report and layoff early-warning sweeps.

What we need you to bring
5+ years of B2B outbound experience targeting director-level and above executives — ideally in coaching, executive search, professional services, high-ticket advisory, or SaaS sold to the C-suite

Superior grammar. Superior conversational skills. Excellent judgment.

Expert-level LinkedIn Sales Navigator skills — Boolean, layered filters, saved searches, profile signal-reading, and fluency with the recruiter-visible "Open" flag

Expert-level Apollo skills — sequences, enrichment, filters, deliverability, reporting

Excellent written English — concise, warm, plain, and parallel. You can write to a CFO without sounding like a chatbot

Tactical empathy — you can recognize fear, fatigue, protectiveness, or ambition in a two-sentence reply and respond in a way that lowers the temperature and opens the door

Discipline — daily activity, weekly reporting, honest numbers

Reliable environment — stable high-speed internet, quiet workspace, modern laptop, at least 4 hours daily overlap with US Central Time

Nice to have
Experience selling to HR, finance, technology, or marketing executives

Familiarity with reverse-recruiting, executive search, or career transition industries

Exposure to Slack, Google Workspace, and lightweight automation tools

Compensation
Paid weekly in USD via Wise, every Friday, on time.

Component Amount
Weekly base $200
Per ICP-qualified appointment that shows $75
Per closed sale (stacked on top of the appointment bonus) $50
Target performance: 4 qualified appointments and 2 closed sales per week.


90-day ramp guarantee
We know MissFit's ICP takes time to warm. Cold outreach to quietly-looking executives is not a week-one game. To make sure you can focus on doing the work right instead of chasing a paycheck, we will offer a week to week guarantee while you ramp.

After 90 days, the guarantee ends and the standard structure applies — by then your pipeline should be producing.

This is our way of saying we believe in the model, and we're not asking you to carry all the ramp risk alone.

Commission is uncapped. Strong performers move into a senior seat with account ownership and higher commission tiers.

How we work together
Standards over scripts. We give you an ICP, a voice guide, and a signal library. You bring the judgment.

AI as leverage, not replacement. We use AI heavily. It does not write our outreach for us. It sharpens it.

Feedback is fast and direct. We tell you what is landing and what is not. We expect you to do the same.

Client dignity is non-negotiable. Every prospect is a real person in a real transition. We protect their privacy, their inbox, and their time.

How to apply
Send the following to ---------- subject is "Lead Generation".
Applications missing any of these items will not be reviewed.

1. Your resume. PDF preferred.

2. A one-minute Loom video introduction. Please cover, in this order:

Who you are

Why you are here (why you're applying to this role, at this ---------- nt in your career)

Why this role appeals to you right now

Any related experience you have with careers, career coaching, executive search, or outbound to Director-level-and-above target markets

Keep it to about one minute. We are looking for how you think, how you speak, and how you show up on camera — not production quality.

3. A short written note. Tell us about one senior executive (Director-level or above) you successfully opened a cold conversation with, and what you noticed about them before you wrote the first message. Two to four sentences is enough.

4. Two examples of outbound messages you have written to VP-or-above prospects. Real ones, redacted if needed.

What happens next
We read every complete application.

Shortlisted candidates complete a short paid trial: build a 25-prospect list against a live ICP brief, and draft the first-touch message for three of them.

Strong trials move to a founder interview within a week.

We aim to make a hiring decision within 7 days of your application.

We hire for judgment, craft, and character. We look forward to meeting you.

SKILL REQUIREMENT
Creative Writing Lead Generation Collaboration
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