FOXO (FOXO) S-1/A IPO registration (amended)

Exhibit 99.4

Consent OF MICHAEL T. GRAY

As required by Rule 438 under the Securities Act of 1933, as amended, the undersigned hereby consents to being named as a Director Nominee in the Registration Statement on Form S-1 of Delwinds Insurance Acquisition Corp. (the “Company”), originally filed on September 11, 2020, and any and all amendments thereto, registering securities for issuance in the Company’s initial public offering.

Dated: September 18, 2020

/s/ Michael T. Gray

Michael T. Gray