You could always get a set of bluetooth multipoint headphones and connect to your phone/ifit machine at the same time. Not sure how prevelant that is in headphones, but the tech has been around for awhile.

Edit: these look they would work https://www.amazon.com/Soundcore-Headphones-Waterproof-Protection-SweatGuard/dp/B07W6N4HNP/ref=sxin_17_ac_m_pm?ac_md=2-0-VW5kZXIgJDUw-ac_d_pm&cv_ct_cx=multipoint+bluetooth+headphones&dchild=1&keywords=multipoint+bluetooth+headphones&pd_rd_i=B07W6N4HNP&pd_rd_r=bd4175bb-1772-4520-b33d-73e53edfb70b&pd_rd_w=ScPbg&pd_rd_wg=qDcu3&pf_rd_p=dff91f4b-496e-42fc-b2ac-98c39f6cbd91&pf_rd_r=2E3NS94AEFD2F2E7M0MF&psc=1&qid=1613840037&sr=1-1-3f74d940-526b-436f-a83d-f486577edf4d