Parker Diller

SDR II

Coach

SDROutbound HeavyConsultative
Sales Cycle: 4-9 months
Posted by Parker Diller

Overview

You're a mid-level SDR at Coach with 1-2 years of experience, now handling bigger accounts and more complex prospecting. You're going after major retail chains, larger boutique groups, or strategic wholesale partnerships - accounts where there are multiple stakeholders and longer buying processes. You still book meetings for AEs, but you also mentor SDR I teammates and handle more strategic outreach.


Role Snapshot

AspectDetails
Role TypeSenior Outbound SDR
Sales MotionOutbound-heavy with some strategic account planning
Deal ComplexityConsultative to Enterprise (multi-stakeholder accounts)
Sales Cycle4-9 months (enterprise retail cycles)
Deal SizeUnknown (likely larger accounts than SDR I)
Quota (est.)12-18 qualified meetings/month

Company Context

Stage: Public (part of Tapestry, Inc.)

Size: 13,000+ employees

Growth: Established luxury brand, scaling GTM team (hiring SDR I and II suggests growth mode)

Market Position: Legacy leader in accessible luxury, fighting to stay relevant with younger buyers while maintaining heritage brand value


GTM Reality

Pipeline Sources:

  • 70% Outbound - Multi-threaded outreach into enterprise retail accounts
  • 20% Warm referrals - Existing relationships leading to new opportunities
  • 10% Account expansion - Coach already has relationship, you're prospecting new divisions/locations

SDR/AE Structure: Dedicated SDRs by account tier; SDR II handles strategic/enterprise accounts

SE Support: No technical SE (physical product), but you may coordinate with merchandising specialists or visual marketing teams


Competitive Landscape

Main Competitors: Michael Kors, Kate Spade, Tory Burch, Fossil, Rebecca Minkoff in the accessible luxury space

How They Differentiate: 80+ years of brand heritage, broader product range, strong omnichannel presence, celebrity/influencer partnerships

Common Objections: "Shelf space is locked for next season," "Need better margins," "Coach doesn't resonate with our younger customer base," "Already maxed out on contemporary handbag brands"

Win Themes: Proven sell-through data, strong marketing spend, brand recognition drives traffic, flexible merchandising programs


What You'll Actually Do

Time Breakdown

Strategic Prospecting (40%) | Multi-thread Outreach (30%) | Mentoring (15%) | Meetings (15%)

Key Activities

  • Multi-threaded prospecting: Mapping org charts at major retailers, identifying not just the lead buyer but also category managers, regional merchandisers, and VPs who influence decisions. Running coordinated outreach campaigns across multiple stakeholders.
  • Strategic account research: Deep-diving into target accounts before outreach - understanding their current handbag mix, recent store expansions, financial performance, competitive positioning. Tailoring your pitch to their specific strategy.
  • Executive-level outreach: Calling and emailing higher-level buyers and merchandising directors who don't respond to entry-level outreach. Requires sharper business acumen and more polished communication.
  • Complex qualification: When you get someone engaged, you're navigating buying committees, understanding approval processes, and coordinating multiple stakeholders before handing to an AE.
  • Mentoring SDR I teammates: Reviewing their call recordings, helping with objection handling, sharing what works on enterprise accounts.
  • Internal coordination: Working with AEs to understand which accounts to prioritize, what messaging is working, and what the competitive landscape looks like in different retail segments.

The Honest Reality

What's Hard

  • Enterprise retail accounts move slowly - you might work an account for 4-6 months before getting a real meeting
  • Multi-threading is exhausting - you're trying to reach 3-5 people at the same company, all of whom are ignoring you
  • You're still an SDR (not closing deals), but you're expected to think strategically like an AE without the comp or title
  • Mentoring junior SDRs adds to your workload without reducing your quota
  • Fashion retail is struggling in general (department stores closing, shift to e-commerce), so you're fighting macro trends
  • You're probably looking to promote to AE soon, but Coach is massive so internal movement might be slow

What Success Looks Like

  • Booking 12-18 qualified meetings per month with strategic accounts (higher quota than SDR I)
  • 60%+ of your meetings convert to real opportunities for AEs (better qualification than junior SDRs)
  • Building multi-quarter pipeline by identifying accounts entering buying seasons 6+ months out
  • At least one SDR I teammate hitting quota because of your coaching

Who You're Selling To

Primary Buyers:

  • VP/Director of Merchandising at major retail chains
  • Category buyers at department store headquarters
  • Owners/buying teams at large boutique groups (10+ locations)
  • Regional merchandising managers at national chains

What They Care About:

  • Strategic brand mix and how Coach fits their customer demographic
  • Margin structure and promotional support
  • Sell-through data and inventory turn benchmarks
  • Marketing/co-op dollars and visual merchandising support
  • Exclusivity agreements or limited distribution in their region
  • How Coach plans to stay relevant with Gen Z/younger consumers

Requirements

  • 1-2 years SDR or BDR experience (ideally in retail, wholesale, or B2B partnerships)
  • Proven track record hitting/exceeding quota
  • Experience with multi-threaded prospecting and complex accounts
  • Ability to have business-level conversations with senior buyers
  • Comfortable mentoring and coaching junior teammates
  • Strong organizational skills (managing long sales cycles across multiple accounts)
  • Retail/fashion industry knowledge helpful but not required