You clicked. Here is why I reached out.
I am Michael Weinstein, a SaaS sales leader and enterprise seller with 19 years at CoStar, experience leading teams and complex deals, and a current Master of Science in AI Strategy and Innovation at Wake Forest University. I would rather introduce myself directly than hope a résumé tells the whole story.
I am not trying to go around recruiting. I am trying not to disappear inside it.
Companies people want to work for receive an extraordinary amount of interest. Recruiting teams have to make fast decisions, and experienced candidates with a long or less conventional career can be easy to screen past before anyone in sales sees the full story. So I did what I have spent my career teaching salespeople to do: I researched the company, found the right person, and made a direct, respectful case.
Results that hold up under inspection.
The résumé is available above. These are the numbers I would want to know if someone sent me the same email.
I have carried the number, led the team, and built the machine.
My career has moved between enterprise selling, sales leadership, and operating a business. The titles changed. The job underneath them did not: understand the problem, earn trust, create accountability, and produce a result.
2026
Owned enterprise and upper-SMB growth while serving as a team lead on territory strategy, executive messaging, deal planning, renewals, expansion, and cross-functional execution.
120% of quota in Q4 20242023
Sold complex data and analytics solutions, led executive evaluations and RFPs, coached sellers, and built messaging and cadence practices that became broader division standards.
126% to quota · Pipeline +135% across 500+ prospects2021
Built the sales organization for a new SaaS product, recruited and led 12 quota-carrying AEs, installed the operating cadence, and owned forecast and revenue accountability.
$6M+ pipeline · $1M new revenue in four months2021
Stepped outside the sales org and operated the business: acquisitions, renovation, investor reporting, portfolio strategy, and ultimately the decision to exit the holdings.
Property turnaround delivered 45% profit on investment2018
Nineteen years of selling, account leadership, mentoring, renewals, expansion, and executive relationships inside one of commercial real estate's defining technology companies.
Top 20% for 12+ years · 97% renewal · Multiple President’s Circle awards · $4M+ annual revenueThe blend most companies say they want.
I can lead the team, coach the deal, challenge the forecast, speak with the executive buyer, and still pick up the phone.
Build accountable sales cultures
I install clear expectations, coaching rhythms, deal inspection, and operating discipline without turning leadership into CRM policing.
Win complex enterprise deals
I know how to uncover business pain, multi-thread stakeholders, earn executive access, create urgency, and move long-cycle opportunities forward.
Apply AI where it matters
I use AI to improve account research, targeting, pipeline inspection, decision quality, and personalized execution, not simply to automate more noise.
What I am looking for next.
A company with a strong product, a real market, and the ambition to build a more disciplined and productive revenue organization.
Leadership or high-impact enterprise selling
My background supports both paths. I can lead a team and own the operating cadence, or step into a strategic individual contributor role where experience, executive presence, and complex deal judgment matter.
Why I am different
- Proven staying power: nearly two decades of sustained performance at one public technology company.
- Player-coach credibility: I have carried the number, led the team, and coached sellers through live opportunities.
- Modern commercial fluency: currently pursuing a Master of Science in AI Strategy and Innovation at Wake Forest University.
- Practical builder mindset: I create tools, systems, messaging, and process instead of waiting for perfect conditions.
- Human selling: technology creates leverage, but trust, curiosity, courage, and follow-through still close the deal.
“Tactical and pragmatic leaders in sales are rare. Michael is one.” Former colleague and direct collaborator
Standards, coaching, and execution
I help teams replace vague optimism with strong discovery, real qualification, executive alignment, credible next steps, and a forecast leadership can trust.
See my leadership approachI am doing the homework after hours
I am currently pursuing a Master of Science in AI Strategy and Innovation at Wake Forest University. My graduate work focuses on practical AI strategy, including how AI can improve prospect research, pipeline inspection, forecasting, decision quality, and sales preparation without replacing the judgment that strong sellers need.
If you think I should meet someone at your company, make the introduction.
I check the careers pages of the companies I am targeting every week. If my experience looks relevant, please forward the email you received from me to the hiring manager or talent professional responsible for sales and sales leadership. I will do the rest.