[Guide] Made 3.26L in commissions last month working in Sales.

Long-time lurker, first-time poster. Want to share what finally clicked after 8 years in tech sales.

The breakthrough came from completely changing my enterprise approach:

1. Stopped pitching features entirely
2. Instead of doing the usual product demo, I spent the first 2 calls just asking about their 5-year vision. Discovered their CFO was actually trying to acquire 3 companies next year. No other vendor knew this. Our scalability story suddenly became super relevant.
3. Went straight to the C-suite's problems
4. Found out their CTO was losing sleep over 3 failed digital transformation projects. 5. Previous sales guy only talked to IT managers who cared about features. I showed up with case studies of similar turnarounds. Hit different.

I also changed my follow-up game. Instead of "checking in" emails, I:

1. Sent relevant industry news weekly
2. Connected their team with our existing clients in same sector
3. Created mini-ROI reports comparing them with industry benchmarks
4. Scheduled quarterly business reviews before even closing

The result?

$2.8M deal with a healthcare giant $1.9M expansion deal $1.2M competitor displacement

Key learning: Enterprise deals aren't won with better pitches. They're won months before, by becoming a trusted advisor who understands their business better than they do.

Happy to share more specific tactics if anyone's interested. This sub helped me a lot over the years.