Sales Development Representative

Sales Development RepresentativeThe 20 is a Master MSP and one of the top MSP growth platforms in North America. We help independent MSPs grow faster than they ever could alone by giving them access to a shared help desk, a managed tool stack, proven sales playbooks, and a national community of peers who are all playing to win.We're hiring a Sales Development Representative to build the pipeline that powers our growth. This is not a cold-calling factory role. You'll work closely with our AE team and SVP of Sales to develop targeted outreach strategies, follow up on events and conferences with precision, and move qualified MSP prospects from interested to ready-to-buy. The right person for this role understands the MSP space - or is hungry to learn it fast. You're organized, persistent, and energized by the front end of the sales process. You love the hunt.Why This Role:Join a high-momentum sales team at a company that's winning in the MSP market right nowCompetitive base salary with performance-based bonus tied to meetings booked and pipeline createdDirect mentorship from the SVP of Sales and a team of closers who want to help you developHybrid flexibility with a collaborative, high-energy office environment in Plano, TXClear path to an AE role for those who perform we build from withinWork at the intersection of technology, community, and real business impactKey Responsibilities:Conduct targeted outbound prospecting via phone, email, LinkedIn, and other channels to generate qualified leads for the AE teamOwn post-event and post-conference follow-up with speed and precision turning booth conversations into booked Growth ConsultsResearch and qualify MSP prospects using The 20's ICP (ideal customer profile) criteriaBook and confirm Growth Consult calls between qualified prospects and Channel AEsMaintain accurate records of all prospecting activity, outreach, and outcomes in HubSpot CRMCollaborate with the AE team to develop personalized outreach sequences for targeted prospect listsSupport pipeline hygiene re-engage stalled leads, identify timing-based reactivation opportunities, and flag at-risk prospectsParticipate in regular team syncs to stay sharp on messaging, objection handling, and ICP updatesTrack and report weekly on meetings booked, event follow-up conversion rates, and pipeline contributionRequired Qualifications:13 years of experience in a sales development, inside sales, or business development roleExperience in the MSP, IT services, or technology channel you know the language and the landscapeProven ability to generate qualified pipeline through outbound prospecting (email, phone, LinkedIn)Strong written and verbal communication skills you can craft an outreach that gets opened and responded toOrganized and detail-oriented you track everything, follow up on everything, and let nothing fall through the cracksComfortable working in HubSpot or a similar CRM and maintaining clean data disciplineCoachable, competitive, and hungry to contribute to a fast-moving sales teamPreferred Qualifications:Familiarity with MSP tools and terminology (RMM, PSA, NOC, MRR, CSAT, etc.)Experience attending or supporting MSP-focused industry events (DattoCon, IT Nation, N-Able Empower)Prior experience in an IGNITE, SDR-to-AE pipeline development programInterest in growing into a full-cycle closing role we promote from withinBenefits:Comprehensive benefits, including medical, dental, vision, supplemental coverage, plus HSA/FSA optionsCompetitive 401(k) participation with up to 4% contribution matchCertification reimbursement to support your continued developmentMeaningful opportunities for advancement within a growing organizationA culture built on drive, accountability, collaboration, and excellence