Sales Advisor for High-Ticket Compliance Services — (Cybersecurity / CMMC / Government B2B)

I run a boutique technology firm with three service lines: CMMC compliance (for defense contractors and regulated businesses), managed security services / MSSP (for security-conscious companies broadly), and AI/Power Platform automation (for any business with manual workflows to streamline). Technically I'm in rare air — clients passing federal compliance assessments on the first attempt, specialized work few competitors can deliver — and demand is strong across all three lines. I'll be direct about where I need you. Two things: 1. Validate and sharpen my go-to-market plan. I have a lead-gen approach I believe in and I think I know my next moves — but I want a sales expert to pressure-test it, catch what I'm missing, and tell me where to focus across my service lines. I don't need lead-gen 101. I need an expert second set of eyes on a plan I've already built. 2. Help me close high-ticket deals at full value. I've quoted six compliance engagements and closed one — and I had to drop below my own price floor to win it. My pricing is right; my selling isn't yet carrying the price. I want to stop competing on discount and start closing on value, urgency, and risk — the way high-ticket technical services actually sell. I'm looking for a sales advisor/coach (not someone to sell for me) who has personally sold complex, high-ticket B2B services and can both validate strategy and coach me through my real live deals. Who I'm looking for: You've personally sold complex, high-ticket B2B services — cybersecurity, compliance, MSP/MSSP, IT, SaaS, or automation. Experience selling into BOTH regulated markets (defense/government a plus) AND general commercial SMBs is ideal, since my service lines span both. You understand technical and executive buyers and longer, sometimes deadline-driven sales cycles. You can validate a go-to-market plan AND coach live deals — strategy and execution. You're comfortable advising a lean, early-stage founder — I'm the operator, not a big sales team. I have real revenue and real clients, and I pay well for the right person. You teach; you don't just do. I want to become dangerous, not hand it off. This starts as a focused, defined engagement — review my go-to-market plan and live pipeline, tell me where I'm leaving money on the table, and coach me through closing 2-3 active deals. Real room to continue if you're the one. I pay well for genuinely elite people, and I move fast. To be considered, answer these — short and direct. How you answer tells me if you're the real thing: - Tell me about the hardest high-ticket B2B deal you personally closed. What was the moment it turned? - A qualified prospect goes quiet after a strong proposal. Walk me through exactly what you do. - I keep having to discount below my floor to win. What's usually the real cause, and how do you fix it? - How would you validate whether a go-to-market / lead-gen plan is actually sound? - My services span regulated buyers (defense contractors needing compliance) and general commercial businesses (managed security, automation). - How would your approach differ across those two audiences? - I'm an early-stage founder without a big sales team or established brand yet. How does that change your approach versus advising an established company? - What's your rate, and what does a focused starting engagement look like? If this sounds like you, looking forward to hearing from you!