Cameron Youngblood

Sales/Business Development Manager (Hybrid)

360 Advanced

sales_managerBalancedConsultative
Deal Size: $25K-150K+ ACV
Sales Cycle: 2-4 months
Posted by Cameron Youngblood

Overview

You're the first sales manager hire under a CRO who's 3 days into the job. You'll manage a small team of BDRs and AEs selling cybersecurity and compliance services while carrying 50-60% of a full sales quota yourself. This is a build-from-scratch role: creating process, coaching reps, and proving what works. If you want a fully-baked sales org with established playbooks, this isn't it.


Role Snapshot

AspectDetails
Role TypePlayer-coach hybrid (managing + selling)
Sales MotionBalanced - building outbound engine while managing inbound/self-sourced
Deal ComplexityConsultative to Enterprise
Sales Cycle2-4 months (AE deals you'll close personally)
Deal Size$25K-150K+ per deal
Quota (est.)$500-700K personal + team quota responsibility

Company Context

Stage: Bootstrapped/Private (20+ years in business, 135 employees)

Size: 135 employees

Growth: Brand new CRO (3 days in) building first real GTM infrastructure - this is a transformation moment

Market Position: Established firm (900+ clients) but not top-tier brand - historically delivery-focused, now investing in revenue growth


GTM Reality

Pipeline Sources:

  • Outbound (building from scratch with new BDRs)
  • Self-sourced by AEs (current state, needs structure)
  • Inbound leads (small volume, needs routing and qualification process)

SDR/AE Structure: You're defining it. Currently hiring BDRs and AEs - you'll decide how leads route, what qualifies as a handoff, how territories work.

SE Support: No dedicated SEs - AEs pull in technical delivery team as needed. You may need to define when/how that happens.


Competitive Landscape

Main Competitors: Coalfire, Schellman, A-LIGN, Prescient Assurance, regional compliance firms, Big 4 for enterprise

How They Differentiate: 20 years of experience, 900+ clients, integrated security + compliance approach

Common Objections: Price, incumbent vendors, timeline concerns, scope uncertainty

Win Themes: Track record, comprehensive approach, industry expertise


What You'll Actually Do

Time Breakdown

Managing Team (30%) | Closing Your Own Deals (30%) | Building Process (25%) | CRO/Leadership Alignment (15%)

Key Activities

  • Coaching and managing reps: Daily check-ins with BDRs on activity and messaging. Weekly pipeline reviews with AEs. Listening to calls, reviewing emails, giving feedback. Helping reps unstick deals. This is hands-on coaching, not just reporting on dashboards.
  • Closing your own deals: You'll carry a smaller book of opportunities (likely larger/strategic accounts) and run them through close. This keeps you credible with the team and helps you understand what's working in the market.
  • Building sales process and playbooks: What's the discovery framework? What does a good proposal look like? How do we price and scope deals? What objection handling works? You're documenting this as you go, not inheriting it.
  • Hiring and onboarding: You'll likely hire 2-3 more reps in first 6 months. Writing JDs, screening candidates, running interviews, onboarding new hires. Probably no formal onboarding program yet - you're building it.
  • Forecasting and reporting: Weekly forecast calls with CRO. You're accountable for team pipeline health, conversion rates, and hitting team number. Early on, your forecast will be directional at best until you have data.
  • Aligning with CRO on strategy: New CRO is forming opinions on ICP, pricing, comp plans, territory structure. You're a sounding board and executor. Expect frequent strategy pivots as you both learn what works.

The Honest Reality

What's Hard

  • Player-coach time split is brutal: Managing a team well is a full-time job. Closing deals is a full-time job. You're doing both. Something will suffer - usually your own deals or your personal life. You'll work 50-60 hour weeks.
  • Building process while running the business: You don't have time to step back and design perfect systems. You're building the plane while flying it. Processes will be messy and evolve constantly.
  • Managing up to a brand new CRO: He's 3 days in and figuring out the business. Priorities will shift. Strategies will change. You need to be adaptable and okay with ambiguity.
  • Reps will struggle (and quit): You're hiring into a brand-new team with no proven playbook. Some reps won't hit quota. Some will leave. You'll feel responsible for their success and failure.
  • Limited resources: No sales ops, no enablement team, no marketing support (probably minimal). You're doing CRM admin, building your own reports, creating your own training materials.
  • Defining "good" is hard: What's a good connect rate for BDRs in this market? What's a realistic deal close rate? You're figuring out benchmarks as you go.

What Success Looks Like

  • Hit your personal quota ($500-700K) while building a team that closes $1.5-2M+ collectively in year one
  • Hire and ramp 3-5 reps who stick around and start performing by month 6
  • Build repeatable process (talk tracks, email templates, proposal templates, qualification framework) that new reps can follow
  • Establish forecast accuracy within 20% by quarter 3-4
  • Prove what works so the company can scale the team further

Who You're Selling To

(Same buying committee as AE role)

Primary Buyers:

  • CISOs / VP of Security
  • Compliance Managers/Officers
  • CFOs / COOs (approval)
  • IT Directors (mid-market)

What They Care About:

  • Audit success on first attempt
  • Minimal internal disruption
  • Transparent pricing and scope
  • Vendor credibility and experience
  • Timeline certainty

Requirements

  • 5-7 years in B2B sales, with at least 2-3 years managing a team (preferably in services, consulting, or complex solutions)
  • Proven track record carrying quota AND coaching reps to hit theirs
  • Experience building sales process from early stage (you've done this before at a startup or in a turnaround)
  • Comfortable with ambiguity and rapid change - this is not a structured corporate environment
  • Strong closing skills - you'll be managing deals personally and modeling for the team
  • Cybersecurity or compliance industry experience helpful but not required (you'll learn quickly)
  • Player-coach mentality - willing to roll up sleeves and do rep-level work when needed
  • Ability to operate without sales ops, enablement, or heavy marketing support