Speakeasy is a legal marketing company focused on helping solo attorneys and boutique law firms expand their practices, attract more clients, and strengthen their online presence. Through proven marketing strategies and a results-oriented approach, we support law firms in thriving within a competitive landscape. DocketWorks, a subsidiary of Speakeasy, offers virtual paralegal support services tailored to the same niche.

The Sales Development Representative (SDR) role is fully remote with a flexible schedule. The primary responsibility is to engage potential clients by calling daily leads, building rapport, qualifying prospects, and scheduling strategy sessions with specialists. Formal training on the business, legal marketing, and the role will be provided. You will maintain detailed records of interactions and perform follow-ups as needed. This position does not involve closing deals or handling payments; the focus is on generating qualified appointments and helping initiate long-term client relationships.

Key Responsibilities
- Complete onboarding and training to understand the business and sales process.
- Use provided daily lead lists, scripts, and qualifying checklists to contact prospects.
- Build rapport with leads, qualify them according to criteria, and schedule appointments with specialists.
- Maintain accurate records of all communications and follow up appropriately.
- Collaborate with the team to improve appointment-setting success and contribute to client growth.

Required Qualifications
- Bilingual or native-level English proficiency (mandatory).
- Reliable high-speed internet connection via Ethernet cable and a quiet workspace.
- Ownership of a functional computer and headset.
- Tenacity and resilience to handle rejection and persistently pursue leads.
- Willingness to learn and apply the Sandler sales methodology through ongoing training.
- Strong interpersonal skills with the ability to think quickly and manage challenging conversations professionally.

Preferred Qualifications
- Experience in B2B cold calling.
- Background in sales or collections.

Benefits
- Flexible work schedule: 8 hours per day between 8 AM and 9 PM Eastern Time, Monday through Friday.
- Competitive compensation with a base pay of $2,000 per month plus bonuses and commissions.
- Most leads are warm, as many prospects are familiar with the company through the founder’s newsletter.
- Paid onboarding and training, including instruction on the Sandler sales method and weekly coaching sessions to help maximize earnings.

Compensation and Bonuses
- Base pay: $2,000 monthly.
- $50 bonus for each qualified appointment set.
- $100 bonus if the appointment is held, pitched, and a contract is sent by the closer.
- $100 bonus if the appointment results in a paid and closed deal.
- Payments are made monthly via Deel.

Probation Period
- Phase 1: 2 weeks
- Phase 2: 3 months
- Phase 3: 6 months

Applicants are encouraged to demonstrate their English proficiency by recording themselves reading a provided test script and completing an online English assessment. Additionally, candidates must conduct a speed test via Ethernet and provide proof of internet reliability. Applications should include the recording, assessment certificate, speed test results, and a recent resume. Only applications submitted through the specified process will be considered.

Job Details

Total Positions:
1 Post
Job Shift:
Work From Home
Job Type:
Job Location:
Gender:
No Preference
Age:
18 - 65 Years
Career Level:
Mid-Level
Maximum Experience:
5 Years
Apply Before:
Oct 28, 2026
Posting Date:
Oct 22, 2026

DocketWorks Careers

· 11-50 employees -

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