4-7 years of outbound experience as a BDR/SDR leader or in an outbound agency, consistently exceeding targets.
Proven track record in building cold outbound processes from scratch, including list creation and messaging.
Comfortable with high-volume phone and email outreach, spending most of the day dialing and engaging with prospects.
Detail-oriented with a strong focus on messaging, scripting, and brand representation.
Hands-on builder capable of setting up sequences and cleaning CRM data independently.
Familiarity with AI tools for research, enrichment, and prioritization while maintaining a human touch.
Ability to thrive in a fast-paced startup environment with shifting priorities.
Responsibilities
Own and manage meetings booked with US accounting firms through cold outreach and warm follow-ups.
Develop cold outbound strategies from the ground up, including target selection and list enrichment using AI.
Quickly engage warm leads through call sprints to convert them into meetings.
Ensure outbound campaigns are aligned with clear buying signals and effective messaging.
Establish and manage the outbound tech stack, including email sequences and CRM hygiene for tailored campaigns.
Drive reporting on outbound performance metrics to identify successful strategies and areas for improvement.
Prepare AEs for outbound success with scripts and regular performance reviews.
Benefits
Top-of-market total compensation with meaningful equity options.
100% employer-paid medical, dental, and vision benefits for employees and dependents.
Provision of Apple laptop and headset, along with health and commuter stipends.
Daily lunch provided and unlimited Verve coffee available.
Full Job Description
About the Role
You'll build Kick's outbound motion from the ground up. We're building Kick's outbound motion to be a case study in excellence for this function (Rippling, Ramp, etc.). That means building a revenue machine with a human touch that strengthens our customers' Kick experience from the first touchpoint. As an applied AI company, our outbound should be at the frontier of how AI can improve the customer experience.
What You'll Do
Own meetings booked with US accounting firms, across cold outbound and warm MQL follow-up
Build cold outbound from scratch: pick target firms, source and enrich lists with AI workflows, write sequences, and dial yourself alongside AEs, daily, until you know what lands
Work warm intent fast by running call sprints on new MQLs, webinar attendees and sign-ups who didn't book, turning them into meetings within hours
Ensure campaigns are tied to clear buying signals and the messaging is sharp enough to strengthen Kick's brand.
Build and run the outbound stack: domain warming, email and call sequences, lead routing and CRM hygiene, so reps can run signal-led campaigns tailored by account tier, buying signal, and problem hypothesis.
Build RevOps foundations by driving reporting on what's working and not, with (i.e., show rate and conversion split by cold vs. warm, source, message and rep)
Get AEs outbound-ready with scripts, objection handling, and a weekly cadence that keeps the numbers visible
Partner with Growth on outbound plays that generate new MQLs
Ideal Candidate
Has 4-7 years of experience working on 01 outbound as BDR/SDR leader, running an outbound Agency, and consistently surpasses targets.
Has run cold outbound end to end: built the lists, written the sequences, tested messaging and dialed their way to a repeatable number
Enjoys the phone and is comfortable spending most of the day dialing and in the inbox
Incredibly detail-oriented who takes the craft of messaging, scripting, and brand extremely seriously
Is a hands-on builder who's comfortable without a RevOps or enablement team, and will set up sequences, clean CRM data and build lead (e.g., Clay) tables themselves
Uses AI to accelerate research, enrichment, prioritization, routing, and first drafts while knowing what to keep human
Does well at startup intensity: fast feedback, shifting priorities and a number the whole company can see
Is based in, or willing to relocate to, Toronto (4 days/week in office)
Bonus If You Have
Sold or prospected into accountants, bookkeepers or accounting firms
Were one of the first BDRs at a startup and helped write the playbook
Set up outbound infrastructure yourself: deliverability and domain warming, HubSpot or Apollo sequencing, Clay
Onboarded or coached other BDRs
Location
Downtown Toronto, in person, 4-5 days per week
What We Offer
Top-of-market $175,000-$215,000 CAD total compensation + meaningful equity
Employee-friendly equity (QSBS eligible, early exercise, extended exercise)
We're building a world-class team of creative thinkers and doers from diverse backgrounds. If you're excited by this role, even if your experience isn't a perfect match, we'd love to hear from you.
