Overview
You manage a business development team at American Express focused on bringing in new merchant accounts in the Wisconsin/Minnesota territory. You'll spend roughly 50% of your time coaching reps through deals and reviewing pipeline, 30% working your own strategic accounts, and 20% on internal forecasting and territory planning. You're selling merchant services (payment processing, corporate cards, B2B solutions) to businesses that need to accept payments or manage employee spend.
Role Snapshot
| Aspect | Details |
|---|---|
| Role Type | Player-coach (Manager + IC deals) |
| Sales Motion | Outbound-heavy with some inbound referrals |
| Deal Complexity | Consultative to Enterprise |
| Sales Cycle | 2-6 months depending on deal size |
| Deal Size | $50K-500K+ annual processing volume |
| Quota (est.) | $2-3M annual team quota + personal number |
Company Context
Stage: Public (NYSE: AXP)
Size: 83,000+ employees globally
Growth: Mature company expanding merchant footprint in specific territories
Market Position: Premium brand leader in payments/cards, competing against Visa/Mastercard networks and other merchant acquirers
GTM Reality
Pipeline Sources:
- 60% Outbound - Your team is prospecting businesses in territory (manufacturing, healthcare, retail, hospitality, agriculture/food processing)
- 25% Inbound - Warm leads from brand recognition, website inquiries, referrals from cardmember network
- 15% Partners - Referrals from existing relationships, industry associations, chambers of commerce
SDR/AE Structure: You manage a team of BDRs/AEs (likely 4-6 direct reports) who are full-cycle. No dedicated SDR team feeding themâthey source and close.
SE Support: Shared pool of payment consultants and technical resources for complex integrations, but most deals don't require heavy technical support.
Competitive Landscape
Main Competitors: Square/Block, Stripe, PayPal, Chase Merchant Services, Fiserv/Clover, traditional merchant acquirers, regional banks
How They Differentiate: Brand prestige, cardmember network spending power (Amex customers typically spend more), B2B solutions, premium customer service
Common Objections:
- "Your merchant fees are higher than Visa/MC"
- "Not all my customers have Amex cards"
- "We already have a processor and switching is a hassle"
- "Our local bank offers us better terms"
Win Themes: Higher average transaction values from Amex cardmembers, integrated B2B payment solutions, brand association, better fraud protection
What You'll Actually Do
Time Breakdown
Team Management (50%) | Own Deals (30%) | Internal (20%)
Key Activities
- Deal Reviews: Weekly pipeline reviews with each rep. You're coaching them on discovery, objection handling, and how to position integrated solutions vs just merchant processing. A lot of "why haven't you talked to the CFO yet" conversations.
- Strategic Account Work: You personally work 8-12 larger accounts (regional healthcare systems, manufacturing companies, multi-location retail/hospitality chains). These are longer cycles with procurement processes and multiple stakeholders.
- Ride-alongs: You're in the field with reps 1-2 days a week doing joint calls, mostly to close bigger deals or unstick stalled opportunities. This territory requires driving between Milwaukee, Madison, Minneapolis, St. Paul, and smaller markets.
- Forecasting & Reporting: You're updating your VP weekly on where the team is against quota, which deals are forecasted to close this quarter, and where you need help. Amex has rigorous CRM hygiene requirements.
- Hiring & Onboarding: You're probably hiring 1-2 people per year as the team expands or backfills attrition.
The Honest Reality
What's Hard
- Merchant services is a competitive, commoditized market. Businesses get hammered by sales calls from processors. Breaking through requires persistence and a strong value prop beyond just rates.
- You're managing both up and downâreps need coaching and motivation, leadership wants predictable forecasts and consistent quota attainment. You're squeezed in the middle.
- Large enterprise deals involve procurement, legal reviews, and technical integration discussions that can drag for months. You'll have deals slip quarters.
- The Amex brand helps with credibility but the pricing objection is realâyou're not the cheapest option and need to justify the premium.
- Managing underperformers at a big company like Amex means navigating HR processes and performance improvement plans, which takes time and energy.
- This territory is geographically spread outâyou and your reps will spend significant time traveling between markets.
What Success Looks Like
- Your team hits 95-105% of quota consistently across quarters
- You close 2-3 strategic deals personally per quarter in the $200K+ range
- You develop at least one rep who gets promoted or becomes a top performer
- Clean pipeline with accurate forecasting (your VP trusts your commits)
Who You're Selling To
Primary Buyers:
- CFOs and Controllers at mid-market companies ($10M-500M revenue)
- Business owners at multi-location retail/restaurant chains
- VP Finance or Procurement at larger enterprises
What They Care About:
- Total cost of acceptance (not just discount rateâthey want to see net economics)
- Customer spending power (will Amex cardmembers spend more?)
- Ease of integration with existing POS/ERP systems
- Fraud protection and dispute resolution
- Consolidated B2B payments if they have corporate spend needs
Requirements
- 5+ years in B2B sales, preferably in payments, fintech, or financial services
- 2+ years managing or leading a sales team (player-coach or full manager)
- Track record of consistently hitting quota in a competitive market
- Ability to work strategic deals yourself while coaching others
- Willingness to travel extensively across WI/MN territory (this isn't a remote role)
- Experience with CRM systems (likely Salesforce) and pipeline management
- Strong business acumenâyou need to speak the language of CFOs and finance leaders