- Position: Sales Development Representative (SDR)
- Department: Sales
- Reports To: VP of Sales
- Employment Type: Full-time | W-2, Exempt
- Location: In-office; Bonita Springs, FL
- Territory: Coast to Coast
- Schedule: Monday-Friday (hours of work may vary)
- Base Compensation: $50,000 | OTE: 75,000+
About Alpha Drive AI
Alpha Drive AI is an AI-powered call handling and appointment-setting platform built for automotive dealerships. Our technology answers, qualifies, and converts inbound and outbound dealership calls at scale, on the service drive and beyond, and our team supports roughly 300 active rooftops across the country. We are in a high-growth phase, expanding our sales organization across new territories every month. Call handling is the single biggest bottleneck standing between a dealership's service lane and the revenue sitting inside it, and our reps carry that message directly to the people who feel that bottleneck every day: Dealer Principals, GMs, GSMs, and Fixed Operations Directors.
Position Summary
The Sales Development Representative is the front end of Alpha Drive AI's revenue engine. This role exists to Drive High Quality Activity (DHQA): consistent, high-quality outreach that produces a steady flow of confirmed, well-qualified meetings for our Account Executives, not just calendar invites. The SDR is responsible for generating qualified appointments with dealership decision-makers, and delivering those appointments in a state where they are confirmed, informed, and likely to close.
This is a high-activity, high-accountability role. Success is measured in completed meetings, not dials, not conversations, and not calendar invites. An SDR who books thirty meetings and holds fifteen has not done the job. The standard is a meeting that happens, with a decision-maker who shows up expecting to be there.
Core Responsibilities
1. Territory Ownership & Outbound Prospecting
- Partner with Account Executives to divide and prioritize territory coverage so outreach never overlaps or leaves gaps
- Execute daily outbound calling, email, and social outreach against assigned dealership territories and target account lists
- Meet the minimum activity standard of 125 net-new contacts acquired and loaded into HubSpot per week
- Work assigned lists in full; cherry-picking accounts or ceasing dials before the prescribed attempt cadence is a performance issue, not a judgment call
- Participate in West Coast evening calling blocks as scheduled to reach decision-makers in Pacific and Mountain time zones
- Research every account before dialing: rooftop count, brand mix, group affiliation, current vendor stack, and known pain points
- Own a meaningful share of ongoing account and contact-data scrubbing for the territory, carrying a larger share of this than the AE
2. Multi-Channel, Multi-Role Cold Outreach
- Run outreach across all three channels for every target stakeholder in an account: email, LinkedIn, and cold calling
- Every dealership or dealer group has multiple key decision-makers; every role gets touched, every quarter, not just the easiest contact to reach
- Work every stakeholder in a company before moving to the next account, in this order: Fixed Operations Director -> General Sales Manager / Service Manager -> General Manager / Dealer Principal -> Additional group executive(s)
3. Qualification and Meeting Setting
- Qualify prospects against ADAI's ideal customer profile before setting a meeting; a meeting with the wrong person is worse than no meeting
- Identify and confirm the prospect's role, authority, and scope, specifically including the number of rooftops a Fixed Operations Director or group executive represents
- Set meetings on the correct Account Executive's calendar according to territory assignment
- Document the account, contact, critical event, and stated pain in HubSpot at the time the meeting is set, not after the fact
- Hand off to the Account Executive with a written brief covering who is attending, what was said, why they agreed to meet, and what they expect to get out of it
4. Meeting Confirmation Protocol
This is a defined, non-optional process. Meetings that are not confirmed do not hold, and meetings that do not hold are not compensated.
- Begin confirmation 24 to 36 hours before scheduled meeting time
- Text message confirmation 6 hours before the scheduled meeting or more
- Obtain either a verbal confirmation by phone or a written email confirmation from the contact stating they plan to attend; a calendar accept alone is not a confirmation
- Continue confirmation attempts until a verbal or email confirmation is obtained, or until the meeting time passes
- Log the confirmation, method, date, time, and contact name, in HubSpot on the associated record
- Notify the assigned Account Executive immediately if a meeting cannot be confirmed, needs to be rescheduled, or if the attendee list changes
5. No-Show Recovery
A no-show is a rescheduling problem, not a lost account.
- Begin calling any no-show contact the same day the missed meeting was scheduled
- Continue calling that contact one to two times per day for 30 days, or until the meeting is rescheduled and held, or until the contact affirmatively disqualifies themselves
- Log every no-show recovery attempt in HubSpot; unlogged attempts are treated as attempts that did not occur
- Escalate patterns, repeat no-shows at the same account or a rising no-show rate on a particular list or message, to the VP of Sales
6. CRM Discipline & Reporting
- Maintain accurate, current, and complete records in HubSpot for every contact, account, activity, and meeting
- Ensure meeting outcomes are dispositioned accurately and promptly, as these dispositions drive commission calculation
- Submit accurate data for weekly pipeline and activity review; self-reported field data is subject to audit against system records and call recordings
7. Collaboration, Coaching & Weekly Rhythm
- Present in the Monday weekly sales team meeting
- Attend a weekly 1:1 with sales leadership: bring your scorecard and be ready to be coached on emails, tactics, cold-call execution, multi-threading, and territory/list scrubbing
- Partner closely with Account Executives on territory strategy, messaging, and account prioritization
- Accept and act on coaching from call recordings and automated QA scoring
- Learn and apply the Challenger methodology to outbound conversations: teach, tailor, take control
Ramp & Performance Management
New SDRs are given a 90-day ramp period from their start date. During ramp, the SDR is expected to build territory knowledge, master the ADAI value proposition, and progressively increase completed meeting volume. Commission is earned in full during ramp: ramp affects performance management, not pay.
At the end of each month during the ramp period, you and your manager will review progress, strengths, and opportunities. If you are not delivering the key metrics of the role, we begin intensified coaching: more time, more resources, and more accountability to ensure your success in the role. This is an investment in you, not a punishment.
Required Qualifications
- 1+ years of outbound sales development, inside sales, telemarketing, or high-volume phone-based customer contact experience
- Demonstrated comfort with cold calling and handling rejection at volume, a mindset built to be told no 100 times in a day and still make the 101st call to secure the meeting
- HubSpot proficiency, contact and company records, activity logging, sequences, and task management; this is a hard requirement, not a preference
- Business acumen: clear, confident, professional phone presence and written communication
- The ability to work a consistent full-time schedule including scheduled evening blocks
- Ability to work independently with minimal supervision
- Legally authorized to work in the United States
Preferred Qualifications
- Prior experience selling or setting appointments for a SaaS or subscription product
- Automotive retail experience: dealership, dealer group, OEM, or automotive vendor/SaaS
- Familiarity with dealership org structure and the roles of Dealer Principal, GM, GSM, and Fixed Operations Director
- Exposure to Challenger, SPICED, or similar structured sales methodologies
Benefits
- Health, dental, vision & Life insurance
- 401(k) matching
- Paid time off
Systems and Tools
Our client operations run on HubSpot (CRM, pipelines, and reporting), and Jira (project and issue tracking). Our AI products are built on a cascading LLM architecture across Anthropic Claude, OpenAI ChatGPT, and Google Gemini, with conversational voice handled through platforms like Bland AI; you should understand these conceptually. Day-to-day work also runs through Microsoft systems.
Supervisory Responsibility
This position has no direct supervisory responsibilities.
Work Environment
This job operates in a professional, fast-paced office environment. The role requires extended periods of computer and phone use, including regular video conferencing. The employee must be able to communicate effectively via phone and video for extended periods, and is regularly required to sit, stand, walk, and use hands. Standard office equipment such as computers, phones, and printers are used daily. While most work is performed during regular business hours, occasional after-hours availability may be required during
Physical Demands
The physical demands of this role are representative of those required to successfully perform the essential job functions. This position is primarily sedentary and computer based, requiring prolonged screen time, focus, and regular verbal communication. While performing the duties of this job, the employee is frequently required to sit, stand, walk, speak, hear, use hands to handle or feel, and reach with hands and arms. Participation in video meetings are components of the role. Occasionally, the role may require lifting or moving items such as computers or small devices weighing up to 25 pounds.
Position Type/Expected Hours of Work
This is a full-time position. Hours of work may vary. Evening availability may be needed based on client time zones. Flexibility required.
Travel
Some travel may be expected in the future; occasional attendance at meetings, training sessions, or industry events.
FLSA Status
W-2; Exempt
AAP/EEO Statement
Dealer’s Greatest Assets d/b/a Alpha Drive AI LLC provides equal opportunity in employment for all qualified persons and prohibits discrimination in employment on the basis of race, color, religion, creed, sex, sexual orientation, gender identity, national origin, ancestry, age, veteran status, disability unrelated to the job requirements, genetic information, military service, or other protected status.
Other Duties
Please note this job description is not designed to cover or contain a comprehensive listing of activities, duties or responsibilities that are required of the employee for this job. The employment relationship is at-will, meaning that either the employee or the employer may terminate the employment at any time, with or without cause or notice. The company reserves the right to modify job duties or job descriptions at any time.
Work Authorization
Applicants must be legally authorized to work in the United States. This is a position within the United States; visa sponsorship is not available at this time.
How to Apply
Submit your resume and answer any pre-screening questions. Candidates with automotive, call center, B2B sales or SaaS experience will be reviewed first.
Pay: $50,000.00 per year
Benefits:
- 401(k) matching
- Dental insurance
- Health insurance
- Paid time off
- Vision insurance
Application Question(s):
- This role runs on high-volume cold calling and daily rejection. Tell me about a day you got a lot of no's. How did you keep going?
- Please add anything additional you would like to share.
Education:
- High school or equivalent (Required)
Experience:
- B2B sales: 1 year (Preferred)
- Cold calling: 1 year (Required)
- HubSpot: 1 year (Preferred)
Language:
Location:
- Bonita Springs, FL 34134 (Required)
Work Location: In person
