Sales Development Representative

Paxton; Calgary; Hybrid; CAD 55,000 - 70,000; Full time

Benefits offered by this job

Equity

Job summary

Paxton is seeking a Sales Development Representative in Calgary, with remote-Canada consideration. You will be the first touchpoint for litigation firms, turning leads into qualified meetings for Account Executives and driving outbound prospecting across multiple channels.

The role rewards high activity, ownership, and growth into a closing position, with a base salary CAD 55,000–70,000 plus on-target earnings CAD 85,000–100,000 and equity. This is a full-time opportunity in Sales.

Qualifications

• 1–2+ years in an SDR/BDR or similar outbound role in B2B SaaS.
• You enjoy cold calling, handle objections well and can get past gatekeepers.
• You write concise, personalized outreach that earns replies from busy professionals.

Responsibilities

• Book Qualified Meetings: generate meetings with US litigation firms and hand off with context.
• Own Inbound Follow-Up: respond quickly to new inbound leads and progress them through a multi-touch sequence.
• Run Multi-Channel Outreach: combine calls, email, LinkedIn, voicemail, text, and gifting.
• Drive Event Pipeline: warm outreach before events to book meetings on-site and follow up after.
• Prospect Target Accounts: map firms’ buying groups to reach the right people.
• Qualify with Rigor: assess fit and buying signals before passing to AEs.
• Keep Data Clean: log activity in HubSpot and maintain records.
• Test and Learn: run experiments on messaging and share results.

Skills

Outbound Experience

Phone Skills

Strong Writing

Persistence and Organization

Curiosity and Coachability

CRM Discipline

Tools

HubSpot

Apollo

Clay

LinkedIn Sales Navigator

Fireflies

Slack

Google Workspace

Notion

Job description

Location: Calgary, Alberta (remote within Canada considered; working hours overlap with US Eastern Time)

Compensation: CAD 55,000 – 70,000 base salary depending on experience, plus variable pay (on-target earnings of CAD 85,000 – 100,000) and equity. Variable pay rewards both the qualified meetings you book and the closed-won revenue they become.

Employment type: Full-time. This posting is for an existing vacancy.

About Us

Job Description

Sales Development Representative

Location: Calgary, Alberta (remote within Canada considered; working hours overlap with US Eastern Time)

Team: Sales

Compensation: CAD 55,000 – 70,000 base salary depending on experience, plus variable pay (on-target earnings of CAD 85,000 – 100,000) and equity. Variable pay rewards both the qualified meetings you book and the closed-won revenue they become.

Employment type: Full-time. This posting is for an existing vacancy.

The Role

As a Sales Development Representative, you will be the first conversation many litigation firms have with Paxton. You will turn event leads, inbound interest and target accounts into qualified meetings for our Account Executives. This is a high-activity, high-ownership role for someone who loves the phone, writes sharp outreach, and wants to grow into a closing role.

What You'll Do

• Book Qualified Meetings: Generate first meetings with mid-size and large US litigation firms and hand them off to Account Executives with clear context.
• Own Inbound Follow-Up: Respond to new inbound leads fast, typically within the hour, and work every qualified lead through a multi-touch sequence before closing it out.
• Run Multi-Channel Outreach: Combine calls, email, LinkedIn, voicemail, text and personalized gifting. Make phone outreach a daily, protected habit.
• Drive Event Pipeline: Do warm outreach before legal-industry events and executive dinners to book meetings on-site, then follow up quickly afterward so leads don't go stale.
• Prospect Target Accounts: Research firms and map their buying groups, including partners, litigation leaders, innovation/KM and IT, to reach the right people.
• Qualify with Rigor: Assess fit and buying signals (budget, authority, need, timing) before passing meetings to AEs.
• Keep Data Clean: Log every activity in HubSpot, classify leads accurately, and keep contact and firm records up to date.
• Test and Learn: Help run short experiments on messaging and outreach tactics, and share what works with the team.

What You'll Bring (Requirements)

• Outbound Experience: 1-2+ years in an SDR, BDR or similar outbound role, ideally in B2B SaaS, with a track record of hitting meeting targets.
• Comfort on the Phone: You enjoy cold calling, handle objections well and can get past gatekeepers.
• Strong Writing: You write concise, personalized outreach that earns replies from busy professionals.
• Persistence and Organization: You manage high activity volume, follow up consistently and never let a lead go cold.
• Curiosity and Coachability: You ask good questions, learn quickly and act on feedback.
• CRM Discipline: Comfortable logging activity and managing your pipeline in a CRM.

Our Sales Stack

• CRM: HubSpot
• Prospecting and enrichment: Apollo, Clay, LinkedIn Sales Navigator
• Call recording: Fireflies
• Org: Slack, Google Workspace, Notion

Bonus Points

• Experience prospecting into law firms, legal tech or other professional services firms.
• A legal background, such as paralegal or legal assistant experience.
• Experience supporting event-driven outreach at conferences or executive dinners.
• Hands-on experience with HubSpot, Apollo or Clay.
• Ambition to grow into an Account Executive role.

Why Join Us?

• Career Path: A clear path to an Account Executive role as the sales team grows.
• High Impact: The meetings you book directly drive company growth.
• Cutting-Edge Problems: Sell a product at the intersection of AI and law into a market moving quickly.
• Competitive Compensation: Variable pay that rewards both the meetings you book and the deals they become, with uncapped accelerators, plus equity.
• Unlimited PTO: A high-performance, high-trust team allows us to offer an unlimited PTO policy.
• Team Offsites: Connect with the team in person at company offsites.
• Growth Opportunity: Join a well-funded, fast-growing startup with significant room for professional growth.
• Benefits: Extended health and dental coverage / Etc.