Sales Development & Outreach Specialist - Photography Business

!!!This is NOT a VA role!!!

Salary Range
$700 - $1,000 USD/month (depending on experience) + commission

Part-time applicants considered: $5-6 USD/hour for 20-30 hours/week
Weekly payment for first 2 months, then bi-weekly
13th month bonus provided
Commission: 4-6% of first-year contract value on deals you source
Annual performance-based raises


Job Type
Full-Time or Part-Time (flexible for the right candidate)

Work Hours
Must be available during US Central Time business hours (8 AM - 5 PM CST)

Cold calling and outreach must happen when US decision-makers are available
Minimum 6-hour overlap with CST required
Respond to prospect inquiries within 2 hours during working days


About Us
SApicture.day is a growing photography company based in San Antonio, Texas, USA. We specialize in volume photography for schools, daycares, dance studios, cheer programs, gymnastics facilities, and sports organizations.
We're taking market share from corporate chains like Lifetouch (rated 1.1 out of 5 stars by customers). We capture authentic, joyful ---------- nts—real smiles, real personalities. Schools and parents love us because we deliver a premium experience without the corporate headaches.
We need someone exceptional to build our sales engine. Not just make calls—but design the strategy, refine the messaging, and systematically fill our pipeline with organizations ready to switch to something better.

The Opportunity
This is a revenue-driving role. You will directly impact how fast we grow.
You'll own the entire top of our sales funnel: identifying prospects, crafting outreach strategies, making initial contact, nurturing relationships, and booking meetings for the owner to close. As you prove yourself, you'll have opportunity to close deals yourself and earn higher commissions.
We're not looking for someone to read scripts. We need a strategic thinker who can figure out what works, systematize it, and scale it.
Your success = more contracts = more revenue = your growth with us.

Your Responsibilities
Sales Strategy Development

Analyze our target markets and identify highest-potential segments
Research competitors (Lifetouch, Strawbridge, GotPhoto) and identify their weaknesses we can exploit
Develop positioning and messaging that resonates with each vertical (charter schools vs. daycares vs. dance studios)
Create outreach playbooks documenting what works
Design multi-touch campaigns combining calls, emails, and social touches
Identify seasonal timing windows (when schools make photography vendor decisions)
Build territory plans prioritizing prospects by potential value and likelihood to convert
Continuously refine strategy based on what's working and what isn't

Outbound Prospecting & Research

Research and qualify prospects from our existing databases (120+ charter schools, 200+ daycares)
Expand prospect lists through online research, directories, and referrals
Identify decision-makers (principals, directors, owners) and find direct contact information
Research each prospect before outreach (current photographer, pain points, timing)
Enrich contact records in HubSpot with relevant intelligence
Prioritize outreach based on strategic value and timing

Cold Calling & Phone Outreach

Make 30-50+ outbound calls daily to principals, directors, and decision-makers
Navigate gatekeepers to reach decision-makers
Deliver compelling opening pitches that earn attention
Handle objections confidently and professionally
Qualify prospects: Are they decision-makers? What's their timeline? Who do they use now?
Book discovery calls and portfolio presentations for the owner
Follow up persistently without being pushy
Document all call outcomes and next steps in HubSpot


Email & Multi-Channel Outreach

Write personalized cold emails that get opened and replied to
Execute multi-touch sequences (call ? email ? LinkedIn ? call)
Coordinate with marketing on email campaigns and follow-up
Re-engage cold prospects with new angles and offers
Respond promptly to all inbound inquiries
Track email metrics and optimize messaging based on results

Pipeline Management

Maintain accurate, up-to-date records in HubSpot CRM
Move prospects through pipeline stages with clear next actions
Track outreach cadences and ensure consistent follow-up
Flag hot prospects for immediate owner attention
Provide weekly pipeline reports: calls made, conversations had, meetings booked, deals progressing
Forecast expected conversions based on pipeline health

Relationship Building

Build genuine rapport with prospects over multiple touchpoints
Remember details and personalize follow-up conversations
Position yourself as a helpful resource, not a pushy salesperson
Nurture long-term prospects who aren't ready to buy yet
Generate referrals from happy prospects and clients
Represent SApicture.day professionally in every interaction


Required Skills & Experience
Must Have

3+ years B2B sales development or outbound sales experience
Proven cold calling success — You've made hundreds of calls and booked real meetings
CRM proficiency — HubSpot strongly preferred; Salesforce, Pipedrive, or similar acceptable
Excellent spoken English — You'll be calling American principals and directors; accent must be neutral and easily understood
Strong written English — Cold emails must be compelling and error-free
Strategic thinking — You don't just execute; you figure out what works and why
Resilience — Cold calling is hard; you handle rejection and keep going
Self-motivated — You hit activity targets without being micromanaged

Nice to Have

Experience selling to schools, educational institutions, or youth organizations
Experience in photography, events, or service-based industries
Experience selling to US clients specifically
Track record of exceeding sales quotas
Experience building sales playbooks or training other SDRs
LinkedIn Sales Navigator experience

Personal Qualities We're Looking For

Hunter mentality — You love the chase and thrill of opening new business
Consultative approach — You listen and solve problems, not just pitch
Competitive drive — You want to win and hate losing
Coachable — You accept feedback and continuously improve
Organized — You manage dozens of prospects without dropping balls
Persistent — You follow up 7+ times because you know that's what it takes
Authentic — You build real relationships, not transactional interactions


Technology You'll Use
PlatformWhat You'll DoHubSpot CRMContact management, deal tracking, activity logging, sequencesPhone/VOIPCold calling US numbers (we'll provide solution)LinkedInResearch, connection requests, social sellingGoogle WorkspaceEmail, calendar, researchLoomPersonalized video messages to prospectsZoomInfo/Apollo (potential)Contact data enrichment

Our Sales Situation
What we have:

Proven service that clients love
Strong competitive positioning against Lifetouch (1.1 stars)
Database of 120+ charter schools with contact info
Database of 200+ daycares with contact info
Growing list of dance studios, cheer programs, gymnastics facilities
Owner experienced in closing deals once meetings are booked
HubSpot CRM set up and ready
Multiple cold calling scripts to start with

What we need:

Systematic outreach that fills the calendar with qualified meetings
Refined messaging that resonates with each market segment
Consistent pipeline generation (not feast-or-famine)
Sales strategy documentation so we can scale
Someone who figures out what works, not just follows instructions

Our target markets (in priority order):

Charter schools (primary focus — decision-makers have more autonomy than traditional public schools)
Private daycares and early childhood centers
Dance studios and academies
Cheer and gymnastics programs
Youth sports leagues

Typical deal value: $3,000 - $15,000+ annually depending on student count

What Success Looks Like
First 30 Days

Complete onboarding on our services, pricing, and competitive positioning
Master our CRM and activity tracking processes
Begin calling through charter school database
Test and refine initial call scripts
Book first 5-10 discovery calls
Document what's working and what isn't

First 90 Days

Consistent activity: 30-50 calls daily, 200+ calls weekly
Booking 10-15+ qualified meetings per month
Developed refined scripts and email templates for each segment
Pipeline building with clear stage progression
First closed deals from your sourced meetings
Documented playbook for charter school outreach

First 6 Months

Predictable meeting flow: 15-20+ qualified meetings monthly
Expanded into secondary markets (daycares, dance studios)
Multiple closed deals contributing to revenue
Sales playbooks documented for all target segments
Training materials ready to onboard additional sales help
Commission earnings demonstrating your impact


Key Performance Indicators
MetricTargetDaily Calls30-50 outbound dialsWeekly Conversations25-40 decision-maker conversationsMonthly Meetings Booked10-20 qualified discovery callsMeeting Show Rate80%+Email Response Rate5-10%+ on cold outreachPipeline ValueGrowing month-over-monthClosed RevenueIncreasing quarterly

Compensation Details
ComponentDetailsBase Salary$700 - $1,000 USD/month depending on experienceCommission5-8% of first-year contract value on deals you sourcePart-Time Option$5-6 USD/hour for 20-30 hours/week + commissionPayment ScheduleWeekly for first 2 months, then bi-weekly13th MonthYes, paid in DecemberCommission PaymentPaid when client pays first invoiceRaisesBased on performance and resultsPayment MethodWise, PayPal, or EasyPay
Commission Example:

You book a meeting ? Owner closes a charter school ? Contract value $8,000/year
Your commission at 6% = $480 bonus on that single deal
Close 3-4 schools per month = $1,500-2,000+ monthly commission on top of base


Our Sales Philosophy
We believe in:

Consultative selling — Understand their problems before pitching solutions
Persistence without annoyance — Follow up relentlessly but add value each time
Authenticity — Be a real human, not a sales robot
Long-term relationships — Even if they say no now, stay in touch for next year
Data-driven improvement — Track everything, learn what works, do more of it

We don't believe in:

High-pressure tactics that damage relationships
Overpromising to close deals
Treating prospects as transactions
Giving up after 2-3 attempts
Winging it without a plan


Growth Opportunities
As you succeed, you can:

Earn significant commission income on top of base salary
Progress to closing deals yourself (higher commission tier)
Build and lead a sales development team
Become Sales Manager or Head of Business Development
Earn equity or profit-sharing as key revenue driver

We provide:

13th month bonus
Uncapped commission potential
Direct mentorship from ownership
Real autonomy to develop and execute strategy
Long-term career path, not just a job
Investment in tools and resources you need to succeed


How to Apply
Please submit the following with your application:
1. Your Resume
Highlight your sales development and outbound experience. Include specific metrics: calls made, meetings booked, quota attainment, deals closed. We want numbers, not just job descriptions.
2. Sales Results Documentation
Share proof of your sales success:

Screenshots of CRM dashboards showing activity/results
Quota attainment records
Any awards, rankings, or recognition
Specific campaign results

We want to see that you've actually done this work successfully, not just that you've held the title.
3. Video Introduction (3-4 minutes)
Record a video where you:

Introduce yourself and your sales background
Deliver a 60-second cold call opening as if you're calling a charter school principal to introduce SApicture.day
Explain how you'd handle the objection: "We're happy with our current photographer"

This is critical. We need to hear your voice, assess your English clarity, and see how you think on your feet.
4. Written Exercise
Write a cold email (150 words max) to a daycare director introducing SApicture.day. The daycare has 150 children and currently uses Lifetouch.
Your email should:

Get opened (compelling subject line)
Establish relevance quickly
Differentiate us from their current provider
Include a clear call-to-action

5. Strategy Exercise
In ---------- words, outline how you would approach breaking into a new market segment: dance studios in San Antonio.
Include:

How you'd research and build your prospect list
Your outreach sequence (what touches, in what order)
Key messaging angles you'd test
How you'd measure success

6. Answer These Questions

How many cold calls have you made in a typical day/week in previous roles?
What's your meeting booking rate (meetings booked per 100 dials)?
Describe your experience with HubSpot or similar CRM.
What time zone are you in, and what hours can you work in US Central Time?
What is your expected base salary within our posted range?


Important Notes

This is a revenue role — Your success is measured in meetings booked and deals closed
Cold calling is required — If you don't enjoy the phone, this isn't the role
English fluency is critical — You'll speak with American principals and directors daily
Strategy matters — We want someone who thinks, not just dials
Commission is real — Top performers can double their base salary with commissions
Growth potential is significant — Prove yourself and grow into sales leadership


Please Don't Apply If...

You haven't done high-volume cold calling before
Your English isn't fluent and easily understood by Americans
You need a script for every situation and can't think on your feet
You're uncomfortable with rejection
You just want to send emails and avoid the phone
You can't work during US Central Time business hours
You're looking for a low-pressure, task-based role


Ready to Apply?
If you love the hunt, thrive on the phone, and want to build something significant, we want to hear from you!
Submit your application with:

Resume with sales metrics
Sales results documentation
Video introduction with cold call demo (3-4 minutes)
Cold email writing exercise
Strategy exercise (dance studio market entry)


Incomplete applications will not be considered. We're looking for someone who pays attention to details and follows instructions—essential qualities for sales success.