CHERRY ASSISTANT JOBS

B2B Lead Generation & Outreach Assistant

Remote role for Cherry Assistant through Cherry Assistant.

FULL TIMEAmericas (North, Central, South America)40 hrs/weekR15,000 to R25,000 per month

Job Description

What this role covers

Overview:

We are hiring a B2B Lead Generation & Outreach Assistant (GTM Operations) for an early-stage startup in the B2B SaaS (Voice AI) collections industry.

This is a Full-Time remote role for a U.S.-based company. The role is focused on executing prospecting, list building, sequence uploading, inbox management, and CRM/data hygiene for B2B outreach following established playbooks.

The ideal candidate is a detail-oriented and process-driven professional with flawless written English who thrives on structured, repetitive work and is genuinely motivated by consistently executing established GTM processes rather than owning campaign strategy or design.

Key Responsibilities:

Research and build targeted account and contact lists based on defined ICP criteria using Apollo, Clay, LinkedIn Sales Navigator, data providers, and company websites
Validate contact emails, LinkedIn profiles, job titles, and account data prior to sequence uploading to maintain list accuracy and deliverability
Set up, launch, and monitor outbound email and LinkedIn sequences across Apollo and Dripify using provided playbooks and messaging templates
Monitor outreach inboxes, respond to prospect messages using approved playbooks, perform daily follow-ups with engaged prospects, and coordinate meeting scheduling for the founder/team
Conduct weekly campaign cleanup, including replacing bounced emails with valid alternates, withdrawing the stale LinkedIn connection requests on Dripify, and updating tracking spreadsheets
Maintain clean lead records across spreadsheets and CRM platforms; update pipeline stages, log daily activity, and track campaign metrics
Execute monthly nurture outreach sequences for deferred, stalled, or lost prospects, and conduct ad-hoc event/conference app messaging as needed
Draft and lightly personalize first-touch and follow-up messages while ensuring flawless English grammar, spelling, and a professional tone
Follow established SOPs, daily checklists, and activity targets consistently while suggesting incremental process improvements where helpful

Required Qualifications:

1+ years of experience in B2B lead generation, sales operations, marketing operations, or appointment setting
Practical, hands-on experience building lead lists and executing outbound campaigns using tools such as LinkedIn Sales Navigator, Apollo, Clay, or Dripify
Experience maintaining lead databases, updating contact records, and tracking metrics in CRMs (e.g., HubSpot, Salesforce) or spreadsheets
Flawless written English; strong grammar, spelling, and a professional tone across emails and LinkedIn messages
Highly comfortable performing routine, process-driven execution tasks and meeting activity targets consistently without requiring ownership over campaign strategy or creative design
High attention to detail with the ability to spot and correct formatting errors, typos, invalid domains, and incorrect contact records
Ability to work full-time during 9:00 AM–5:00 PM Pacific Time (US)

Preferred Qualifications:

Prior experience supporting GTM execution for early-stage B2B SaaS, Fintech, or Voice AI startups
Direct experience with Dripify for LinkedIn automation and Apollo for email sequencing
Familiarity with data providers (e.g., ZoomInfo, Apollo, Clay) and basic email deliverability best practices
Experience scheduling meetings via tools like Calendly and preparing activity/campaign dashboards

Required Skills & Tools:

Prospecting & Data: LinkedIn Sales Navigator, Apollo, Clay, or ZoomInfo
Outreach Automation: Apollo, Dripify, or similar sequencing platforms
CRM: HubSpot, Salesforce, or similar CRM platforms
Spreadsheets: Google Sheets or Microsoft Excel
Communication: Gmail, Google Workspace, Slack, Zoom / Google Meet

Schedule & Pay:

Full-Time position; 9:00 AM–5:00 PM Pacific Time (US)
Fully remote role for a U.S.-based company
Pay ranges from R15,000 – R25,000 per month, depending on experience and skill
Annual raises, bonuses, and confirmed holiday PTO

System Requirements:

Internet speed of at least 20 Mbps
Computer with a 2.4 GHz processor or higher
8 GB of RAM or higher
Windows 10 or newer, or Mac OS X 10.10 or newer
HD 720p webcam
Headset with a microphone

Benefits:

Competitive pay rates
The company provides a US phone number and business email address
Work remotely, from home or any location of your choice
No commute time
Consistent work with the same client, fostering long-term professional relationships
Opportunities for career advancement, dependent on the client
Stable work hours and consistent pay
A supportive, inclusive environment that values diversity and individual growth

If you are a process-driven execution specialist who thrives on detail, consistency, and enabling GTM growth for fast-paced AI/Fintech startups, we want to hear from you!

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Additional Questions

How many years of practical experience do you have in B2B lead generation, prospecting/ outreach, sales operations, or appointment setting? *

Please provide a shareable link (e.g., Loom, Google Drive) to a 30–60 second video introduction. Simply introduce yourself, share a quick summary of your relevant experience, and share what makes you the perfect fit for this Lead Generation Assistant role. Note: Applications submitted without a valid video introduction link will automatically be disqualified. *

Use a direct public URL that opens without login if the recruiter needs to review it.

In this job, you'll be working remotely from home which requires steady power and WiFi. Describe your WiFi and power setup that ensures continuous connectivity. *

Shortlisted candidates will be invited to complete a brief practical written assessment provided by the client to demonstrate workflow fit. Are you comfortable completing this step? *

How many years of practical experience do you have updating lead records, logging activity, managing tags, and tracking pipeline stages in CRMs like HubSpot, Salesforce, or similar platforms? *

Do you have hands-on experience using scheduling tools like Calendly or HubSpot Meetings to coordinate intro calls for founders/sales teams across US time zones? *

How many total years of remote work-from-home experience do you have? *

Describe your hands-on experience using prospecting databases and outreach tools like LinkedIn Sales Navigator, Apollo, Clay, or Dripify. *

Considering this is a full-time position, what would be your expected monthly salary in your local currency? *

How many years of hands-on experience do you have doing daily B2B list building, data verification, outbound execution, and appointment setting using tools like LinkedIn Sales Navigator, Apollo, Clay, or Dripify? *

Do you have experience managing outreach inboxes, following up with engaged prospects, resolving email bounces, and tracking records in spreadsheets or CRMs? *

How many years have you worked remotely for a US, UK, Canadian, or Australian company? *

How many years of experience do you have working remotely for US, UK, Canadian, or Australian companies? *

Considering this is a full-time position, what would be your expected monthly salary in your local currency? *

Please provide a shareable link (e.g., Loom, Google Drive) to a 30–60 second video introduction. Introduce yourself, summarize your B2B prospecting/outreach experience, and explain why you thrive in process-driven execution roles. *

Use a direct public URL that opens without login if the recruiter needs to review it.

How many years of remote work-from-home experience do you have? *

This role is 100% focused on routine, process-driven execution following established SOPs—not high-level strategy or campaign design. Does this daily execution focus align with what you want in your next role? *

This role is 100% focused on routine execution (building lists, monitoring sequences, updating sheets, handling inbox replies) following established SOPs—not designing strategy or campaigns. Does this structured execution focus align with what you want in your next role? *

Have you used Dripify for LinkedIn automation and Apollo for email sequencing?

Do you have prior experience supporting GTM execution for early-stage B2B SaaS, Fintech, or Voice AI startups?

Use a direct public URL that opens without login if the recruiter needs to review it.

In this role, you will work remotely from home during US Pacific Time hours, which requires continuous connectivity. Please describe your computer specs, internet speed, and backup power setup (e.g., UPS/Inverter). *

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Eligible locations

South Africa

Posted

August 13, 2026