Risk Intelligence · San Diego · 2026
PJ · SideGuy Solutions
Sasha — risk intelligence is a compliance automation land grab, and your portfolio needs ops leverage yesterday.
⛰ Apex doctrine: SideGuy is the AI Translation Layer for Small Operators →TL;DR: Sasha — direct read from a single operator. Below: the actual answer (no fluff), what most articles miss, and the path forward — including when to skip the rest of the read and just text PJ at 858-461-8054.
Helped people with this exact issue recently · single operator · no funnel
Two San Diego co-founders. You build the platform that watches the world; I build the automation that runs the back office. Let's compare notes.
What's actually happening in your world right now
- Risk intelligence buyers (GCs, Chief Risk Officers, compliance leads) are being asked to automate monitoring, reporting, and vendor due diligence — not just surface alerts.
- Every Resilience customer has 5-10 adjacent workflows (SOC 2 evidence, third-party risk, incident response comms) that are still copy-paste hell in spreadsheets.
- GIRLFRIEND CAPITAL portfolio founders are stuck doing $20/hr ops work instead of shipping product — classic early-stage bleed.
- The board seats you sit on all have the same unspoken problem: nobody wants to hire a full-time ops person, but the manual work is compounding.
The industry shift
- Compliance & risk tooling is consolidating around platforms that automate evidence + reporting, not just dashboards.
- AI agents are quietly replacing the "ops analyst" role across risk, finance, and legal ops functions.
- Founders with VC + operator lenses are the ones spotting where automation actually compounds vs. where it's theater.
Where SideGuy fits
- Custom workflow automation for your team or portfolio cos — reporting, monitoring loops, CRM syncs, intake forms.
- $100/hr, no retainer, no SOW theater. Pay for what ships.
- Fast builds: most projects live in 1-2 weeks, not quarters. Peer founder pricing for your network.
60%
of compliance work is repetitive data movement (Gartner, 2024)
$100/hr
flat rate — no retainers, no surprise invoices
67
mutual connections in SD — we already run in the same circles
PJ · Encinitas, CA · 858-461-8054
Sasha — I've been watching Resilience for a minute and the GIRLFRIEND thesis is exactly the kind of capital that should exist. I build automations for operators who don't have time to hire engineers, and I think there's a real overlap with what your customers and portfolio need. Worth a 15 min call?
